Query Query
Results
Date
4 substances in Reaxys
2016-07-07 14h:36m:21s (EST)
1 substances in Reaxys
2016-07-07 14h:37m:14s (EST)
O
1. Query O
Search as: As drawn, No mixtures, No charges, No radicals 2. Query
(1. Query) AND itemno in (1)
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
1/69
2016-07-07 14:40:00
Reaxys ID 136380 View in Reaxys
1/1 CAS Registry Number: 94-59-7 Chemical Name: safrole; 1-allyl-3,4-methylenedioxybenzene Linear Structure Formula: CH2O2C6H3CH2CHCH2 Molecular Formula: C10H10O2 Molecular Weight: 162.188 Type of Substance: heterocyclic InChI Key: ZMQAAUBTXCXRIC-UHFFFAOYSA-N Note:
O O
Substance Label (48) Label References 1c
Ajay Kumar; Lokanatha Rai; Umesha; Tetrahedron; vol. 57; nb. 32; (2001); p. 6993 - 6996, View in Reaxys; Baricelli, Pablo J.; Rodriguez, Mariandry; Melean, Luis G.; Alonso, Maria Modroo; Borusiak, Margarita; Rosales, Merlin; Gonzalez, Beatriz; De Oliveira, Kelley C. B.; Gusevskaya, Elena V.; Dos Santos, Eduardo N.; Applied Catalysis A: General; vol. 490; (2015); p. 163 - 169, View in Reaxys; Baricelli, Pablo J.; Rodriguez, Mariandry; Melean, Luis G.; Alonso, Maria Modroo; Borusiak, Margarita; Rosales, Merlin; Gonzalez, Beatriz; De Oliveira, Kelley C. B.; Gusevskaya, Elena V.; Dos Santos, Eduardo N.; Applied Catalysis A: General; vol. 490; nb. 1; (2015); p. 163 - 169, View in Reaxys; Higman, Carolyn S.; De Araujo; Fogg, Deryn E.; Catalysis Science and Technology; vol. 6; nb. 7; (2016); p. 2077 - 2084, View in Reaxys
17
Bergami, Matteo; Protti, Stefano; Ravelli, Davide; Fagnoni, Maurizio; Advanced Synthesis and Catalysis; vol. 358; nb. 7; (2016); p. 1164 - 1172, View in Reaxys
1b
Tsyganov, Dmitry V.; Krayushkin, Mikhail M.; Konyushkin, Leonid D.; Strelenko, Yuri A.; Semenova, Marina N.; Semenov, Victor V.; Journal of Natural Products; vol. 79; nb. 4; (2016); p. 923 - 928, View in Reaxys
2
Takasaki, Midori; Konoshima, Takao; Yasuda, Ichiro; Hamano, Tomoko; Tokuda, Harukuni; Biological and Pharmaceutical Bulletin; vol. 20; nb. 7; (1997); p. 776 - 780, View in Reaxys; Pinalli, Roberta; Barboza, Tahnee; Bianchi, Federica; Massera, Chiara; Ugozzoli, Franco; Dalcanale, Enrico; Supramolecular Chemistry; vol. 25; nb. 9-11; (2013); p. 682 - 687, View in Reaxys; Huang, Meiwei; Li, Lun; Zhao, ZhiGang; Chen, Qing-Yun; Guo, Yong; Synthesis (Germany); vol. 47; nb. 24; (2015); p. 3891 - 3900; Art.No: SS-2015-H0448-OP, View in Reaxys
4
Sharma, Pawan K.; Kumar, Surender; Kumar, Pawan; Nielsen, Poul; Tetrahedron Letters; vol. 48; nb. 49; (2007); p. 8704 - 8708, View in Reaxys; Sharma, Upendra K.; Sood, Swati; Sharma, Nandini; Rahi, Praveen; Kumar, Rakesh; Sinha, Arun K.; Gulati, Arvind; Medicinal Chemistry Research; vol. 22; nb. 11; (2013); p. 5129 - 5140, View in Reaxys; Reichl, Kyle D.; Dunn, Nicole L.; Fastuca, Nicholas J.; Radosevich, Alexander T.; Journal of the American Chemical Society; vol. 137; nb. 16; (2015); p. 5292 - 5295, View in Reaxys
2j
Lee, Wei-Chih; Wang, Chun-Han; Lin, Yung-Huei; Shih, Wei-Chun; Ong, Tiow-Gan; Organic Letters; vol. 15; nb. 20; (2013); p. 5358 - 5361, View in Reaxys; Lee, Wei-Chih; Chen, Chien-Hung; Liu, Cheng-Yuan; Yu, Ming-Shiuan; Lin, Yung-Huei; Ong, Tiow-Gan; Chemical Communications; vol. 51; nb. 96; (2015); p. 17104 - 17107, View in Reaxys
1f
Chen, Huoji; Yang, Wanfei; Wu, Wanqing; Jiang, Huanfeng; Organic and Biomolecular Chemistry; vol. 12; nb. 21; (2014); p. 3340 - 3343, View in Reaxys; Bagal, Dattatraya B.; Kachkovskyi, Georgiy; Knorn, Matthias; Rawner, Thomas; Bhanage, Bhalchandra M.; Reiser, Oliver; Angewandte Chemie - International Edition; vol. 54; nb. 24; (2015); p. 6999 - 7002; Angew. Chem.; vol. 127; nb. 24; (2015), View in Reaxys
6
Du, Shu-Shan; Yang, Kai; Wang, Cheng-Fang; You, Chun-Xue; Geng, Zhu-Feng; Guo, Shan-Shan; Deng, Zhi-Wei; Liu, Zhi-Long; Chemistry and Biodiversity; vol. 11; nb. 9; (2014); p. 1449 - 1456, View in Reaxys; Larsen, Casey R.; Paulson, Erik R.; Erdogan, Gulin; Grotjahn, Douglas B.; Synlett; vol. 26; nb. 17; (2015); p. 2462 - 2466; Art.No: ST-2015-B0231-L, View in Reaxys
1m
Yang, Wanfei; Chen, Huoji; Li, Jianxiao; Li, Chunsheng; Wu, Wanqing; Jiang, Huanfeng; Chemical Communications; vol. 51; nb. 46; (2015); p. 9575 - 9578, View in Reaxys
4, 4h
Dian, Longyang; Wang, Sisi; Zhang-Negrerie, Daisy; Du, Yunfei; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3836 - 3842, View in Reaxys
1j
Fang, Xianjie; Jackstell, Ralf; Beller, Matthias; Angewandte Chemie - International Edition; vol. 52; nb. 52; (2013); p. 14089 - 14093; Angew. Chem.; vol. 125; nb. 52; (2013); p. 14339 - 14343,5, View in Reaxys; Jiang, Huanfeng; Yang, Wanfei; Chen, Huoji; Li, Jianxiao; Wu, Wanqing; Chemical Communications; vol. 50; nb. 54; (2014); p. 7202 - 7204, View in Reaxys
1g
Zheng, Jianxia; Sortais, Jean-Baptiste; Darcel, Christophe; ChemCatChem; vol. 6; nb. 3; (2014); p. 763 766, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
2/69
2016-07-07 14:40:00
G18
Li, Chen; Xu, Feng; Xie, De-Mei; Jing, Yu; Shang, Ming-Ying; Liu, Guang-Xue; Wang, Xuan; Cai, ShaoQing; Molecules; vol. 19; nb. 4; (2014); p. 4857 - 4879, View in Reaxys
3i
Levin, Mark D.; Toste, F. Dean; Angewandte Chemie - International Edition; vol. 53; nb. 24; (2014); p. 6211 - 6215; Angew. Chem.; vol. 126; nb. 24; (2014); p. 6325 - 6329,5, View in Reaxys
2e
Fernandes, Sylvia; Bhat, Sujata V.; Synthetic Communications; vol. 44; nb. 19; (2014); p. 2892 - 2898, View in Reaxys
5
Quteishat, Laith; Panossian, Armen; Le Bideau, Franck; Alsalim, Rana; Retailleau, Pascal; Troufflard, Claire; Rose, Eric; Dumas, Franoise; Journal of Organometallic Chemistry; vol. 776; (2014); p. 35 - 42, View in Reaxys
1
De Araujo Jr., Joao X.; Barreiro, Eliezer J.; Parente, Jose P.; Fraga, Carlos A. M.; Synthetic Communications; vol. 29; nb. 2; (1999); p. 263 - 273, View in Reaxys; Da Silva, Kezia Peixoto; De Souza, Ivone A.; De Faria, Antonio Rodolfo; Brondani, Dalci Jose; Leite, Ana Cristina Lima; Heterocyclic Communications; vol. 7; nb. 5; (2001); p. 445 - 448, View in Reaxys; Leite, Ana Cristina Lima; Da Silva, Kezia Peixoto; Brondani, Dalci Jose; Heterocyclic Communications; vol. 7; nb. 6; (2001); p. 555 - 558, View in Reaxys; Leite, Ana Cristina Lima; Peixoto Da Silva, Kezia; De Souza, Ivone A.; Magali De Araujo, Janete; Brondani, Dalci Jose; European Journal of Medicinal Chemistry; vol. 39; nb. 12; (2004); p. 1059 - 1065, View in Reaxys; Gonzalez-Serratos, Hugo; Chang, Ruzhang; Pereira, Edna F. R.; Castro, Newton G.; Aracava, Yasco; Melo, Paulo A.; Lima, Patricia C.; Fraga, Carlos A. M.; Barreiro, Eliezer J.; Albuquerque, Edson X.; Journal of Pharmacology and Experimental Therapeutics; vol. 299; nb. 2; (2001); p. 558 566, View in Reaxys; Moreira, Diogo Rodrigo de Magalhaes; Lima Leite, Ana Cristina; Pinheiro Ferreira, Paulo Michel; da Costa, Patricia Marcal; Costa Lotufo, Leticia Veras; de Moraes, Manoel Odorico; Brondani, Dalci Jose; do O Pessoa, Claudia; European Journal of Medicinal Chemistry; vol. 42; nb. 3; (2007); p. 351 - 357, View in Reaxys; Singh, Jasvinder; Sharma, Munisha; Kad, Goverdhan L.; Kaur, Jasamrit; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 46; nb. 12; (2007); p. 2053 - 2055, View in Reaxys; Wang, Li-Ying; Wang, Xiu-Hua; Tan, Jia-Lian; Xia, Shuai; Sun, Heng-Zhi; Shi, Jin-Wen; Jiang, Ming-Dong; Fang, Liang; Zuo, Hua; Dupati, Gautam; Jang, Kiwan; Shin, DongSoo; Bulletin of the Korean Chemical Society; vol. 33; nb. 11; (2012); p. 3571 - 3575, View in Reaxys; Hemelaere, Remy; Carreaux, Francois; Carboni, Bertrand; Journal of Organic Chemistry; vol. 78; nb. 13; (2013); p. 6786 - 6792, View in Reaxys; Babu, Meduri Suresh; Rai, Kuria Madhavu Lokanatha; Asian Journal of Chemistry; vol. 25; nb. 17; (2013); p. 9555 - 9557, View in Reaxys
9b
Baader, Sabrina; Ohlmann, Dominik M.; Goossen, Lukas J.; Chemistry - A European Journal; vol. 19; nb. 30; (2013); p. 9807 - 9810, View in Reaxys
2o
Li, Lun; Chen, Qing-Yun; Guo, Yong; Chemical Communications; vol. 49; nb. 78; (2013); p. 8764 - 8766, View in Reaxys
14h
Zhou, Lin; Liu, Xiaohua; Ji, Jie; Zhang, Yuheng; Hu, Xiaolei; Lin, Lili; Feng, Xiaoming; Journal of the American Chemical Society; vol. 134; nb. 41; (2012); p. 17023 - 17026,4, View in Reaxys; Zhou, Lin; Liu, Xiaohua; Ji, Jie; Zhang, Yuheng; Hu, Xiaolei; Lin, Lili; Feng, Xiaoming; Journal of the American Chemical Society; vol. 134; nb. 41; (2012); p. 17023 - 17026, View in Reaxys; Zhou, Lin; Liu, Xiaohua; Ji, Jie; Zhang, Yuheng; Hu, Xiaolei; Lin, Lili; Feng, Xiaoming; Journal of the American Chemical Society; vol. 134; nb. 49; (2012); p. 20208 - 20208, View in Reaxys
V
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys
2d
Gaonkar; Lokanatha Rai; Prabhuswamy; Medicinal Chemistry Research; vol. 15; nb. 7-8; (2007); p. 407 417, View in Reaxys
11a
Kumar, Vinod; Sharma, Abhishek; Sharma, Meenakshi; Sharma, Upendra K.; Sinha, Arun K.; Tetrahedron; vol. 63; nb. 39; (2007); p. 9718 - 9723, View in Reaxys
2c
Atir; Mallouk; Bougrin; Soufiaoui; Laghzizil; Synthetic Communications; vol. 36; nb. 1; (2006); p. 111 120, View in Reaxys
6a
Yu, Zhengkun; Yan, Shenggang; Zhang, Guangtao; He, Wei; Wang, Liandi; Li, Yu; Zeng, Fanlong; Advanced Synthesis and Catalysis; vol. 348; nb. 1-2; (2006); p. 111 - 117, View in Reaxys
230
Waser, Jerome; Gaspar, Boris; Nambu, Hisanori; Carreira, Erick M.; Journal of the American Chemical Society; vol. 128; nb. 35; (2006); p. 11693 - 11712, View in Reaxys
T2/16,Ed.
Colladon, Marco; Scarso, Alessandro; Sgarbossa, Paolo; Michelin, Rino A.; Strukul, Giorgio; Journal of the American Chemical Society; vol. 128; nb. 43; (2006); p. 14006 - 14007, View in Reaxys
T. 2/5 Ed.
Cwik, Agnieszka; Hell, Zoltan; Fuchs, Aliz; Halmai, Dora; Tetrahedron Letters; vol. 46; nb. 38; (2005); p. 6563 - 6566, View in Reaxys
16
Protti, Stefano; Fagnoni, Maurizio; Albini, Angelo; Organic and Biomolecular Chemistry; vol. 3; nb. 15; (2005); p. 2868 - 2871, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
3/69
2016-07-07 14:40:00
21
Zacchino, Susana A.; Lopez, Silvia N.; Pezzenati, German D.; Furlan, Ricardo L.; Santecchia, Carina B.; Munoz, Lorena; Giannini, Fernando A.; Rodriguez, Ana M.; Enriz, Ricardo D.; Journal of Natural Products; vol. 62; nb. 10; (1999); p. 1353 - 1357, View in Reaxys; Chen, Yu-Chang; Chen, Jih-Jung; Chang, Ya-Ling; Teng, Che-Ming; Lin, Wei-Yu; Wu, Chin-Chung; Chen, Ih-Sheng; Planta Medica; vol. 70; nb. 2; (2004); p. 174 - 177, View in Reaxys
7a
Janin, Yves L.; Decaudin, Didier; Monneret, Claude; Poupon, Marie-France; Tetrahedron; vol. 60; nb. 25; (2004); p. 5481 - 5485, View in Reaxys
25
Mata, Rachel; Morales, Iliana; Perez, Olga; Rivero-Cruz, Isabel; Acevedo, Laura; Enriquez-Mendoza, Isolda; Bye, Robert; Franzblau, Scott; Timmermann, Barbara; Journal of Natural Products; vol. 67; nb. 12; (2004); p. 1961 - 1968, View in Reaxys
4e
Tsukada, Naofumi; Yagura, Yasushige; Sato, Tetsuo; Inoue, Yoshio; Synlett; nb. 10; (2003); p. 1431 1434, View in Reaxys
educt to 4a(vii)
Vishu Kumar; Mantelingu; Basappa; Rangappa; Heterocyclic Communications; vol. 9; nb. 2; (2003); p. 161 - 164, View in Reaxys
3b
Datta, Swarup; Chang, Chia-Lung; Yeh, Kuo-Liang; Liu, Rai-Shung; Journal of the American Chemical Society; vol. 125; nb. 31; (2003); p. 9294 - 9295, View in Reaxys
1b, R1=R2=OCH2O-
Yuasa, Yoshifumi; Shibuya, Shiroshi; Yuasa, Yoko; Synthetic Communications; vol. 33; nb. 22; (2003); p. 3947 - 3952, View in Reaxys
S
Scott; Janusz; Perkins; Megharaj; Naidu; Kirkbride; Bulletin of Environmental Contamination and Toxicology; vol. 70; nb. 4; (2003); p. 824 - 831, View in Reaxys
3
Zappala, Maria; Grasso, Silvana; Micale, Nicola; Polimeni, Santina; De Micheli, Carlo; Synthetic Communications; vol. 32; nb. 4; (2002); p. 527 - 533, View in Reaxys
7
Lima, Patricia C.; Lima, Lidia M.; Da Silva, Kelli Cristine M.; Leda, Paulo Henrique O.; De Miranda, Ana Luisa P.; Fraga, Carlos A. M.; Barreiro, Eliezer J.; European Journal of Medicinal Chemistry; vol. 35; nb. 2; (2000); p. 187 - 203, View in Reaxys; Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys
4, R2=3,4OCH2O
Dauban, Philippe; Ferry, Sandrine; Faure, Helene; Ruat, Martial; Dodd, Robert H.; Bioorganic and Medicinal Chemistry Letters; vol. 10; nb. 17; (2000); p. 2001 - 2004, View in Reaxys
13
Trost, Barry M.; Machacek, Michelle; Schnaderbeck, Matthew J.; Organic Letters; vol. 2; nb. 12; (2000); p. 1761 - 1764, View in Reaxys
SAF
Batiste-Alentorn; Xamena; Creus; Marcos; Environmental and Molecular Mutagenesis; vol. 24; nb. 2; (1994); p. 143 - 147, View in Reaxys; Nesslany, Fabrice; Marzin, Daniel; Mutagenesis; vol. 14; nb. 4; (1999); p. 403 - 410, View in Reaxys; Liu; Chen; Chi; Food and Chemical Toxicology; vol. 37; nb. 7; (1999); p. 697 - 702, View in Reaxys; Daimon, Hirohiko; Sawada, Shigeki; Asakura, Shoji; Sagami, Fumio; Teratogenesis Carcinogenesis and Mutagenesis; vol. 17; nb. 6; (1997); p. 327 - 337, View in Reaxys
26 (scheme 2)
Platonov; Proskuryakov; Antonio, Teka Zheremiash; Ryl'tsova; Platonova; Shvykin; Russian Journal of Applied Chemistry; vol. 72; nb. 2; (1999); p. 316 - 326, View in Reaxys
11
Brooks, Paige R.; Wirtz, Michael C.; Vetelino, Michael G.; Rescek, Diane M.; Woodworth, Graeme F.; Morgan, Bradley P.; Coe, Jotham W.; Journal of Organic Chemistry; vol. 64; nb. 26; (1999); p. 9719 - 9721, View in Reaxys
CXIX
Rudenko; Pragst; Russian Journal of Organic Chemistry; vol. 34; nb. 11; (1998); p. 1589 - 1626, View in Reaxys
SF
Tayama, Sumiko; Mutation Research - Genetic Toxicology; vol. 368; nb. 3-4; (1996); p. 249 - 260, View in Reaxys
15
Sugimoto; Goto; Akao; Kiuchi; Kondo; Tsuda; Biological and Pharmaceutical Bulletin; vol. 18; nb. 4; (1995); p. 605 - 609, View in Reaxys
1a
Rai, K. M. Lokanatha; Linganna, N.; Hassner, Alfred; Anjanamurthy, C.; Organic Preparations and Procedures International; vol. 24; nb. 1; (1992); p. 91 - 94, View in Reaxys
Related Structure (1) Related Structure References Zusammenfassende Darstellungen. Derivative (4) Comment (Derivative)
Guenther,E.; The Essential Oils, Bd. 2 <New York 1949> S. 526, View in Reaxys; Gildemeister,E.; Hoffmann,F.; Die aetherischen Oele, 4. Aufl., Bd. 3d <Berlin 1966> S. 449, View in Reaxys
References
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
4/69
2016-07-07 14:40:00
Bromderiv.: F: 169grad
Nigam; Ramaiah; Riechstoffe und Aromen; vol. 22; (1972); p. 378,388, View in Reaxys
Pentabromid: F: 169.5grad
Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 155,156,158, View in Reaxys
Pentabromid: F: 169.5
Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 200,202, View in Reaxys
Mischungen m. Terpineol: D
Koul; Nigam; Riechstoffe und Aromen; vol. 17; (1967); p. 269,270, View in Reaxys
Purification (2) Purification (method) separation with silica gel or dilute H2SO4 in CHCl3
References yakushijin k.; tohshima t.; kitagawa e.; et al.; Chemical and Pharmaceutical Bulletin; vol. 32; nb. 1; (1984); p. 11 - 22, View in Reaxys Stahl; Trennheuser; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 293; (1960); p. 826,831, View in Reaxys; Furukawa; Nippon Kagaku Zasshi; vol. 80; (1959); p. 387,388, 389; Chem.Abstr.; nb. 13938; (1960), View in Reaxys
Melting Point (4) 1 of 4
Melting Point [°C]
11
Location
Page/Page column 1
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys 2 of 4
Melting Point [°C]
11
Sanderson; Jones; Journal of the Society of Chemical Industry, London; vol. 42; (1923); p. 1 T, View in Reaxys; Waterman; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 849 Anm. 3; 1033, View in Reaxys; Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 57; (1938); p. 811,813, View in Reaxys 3 of 4
Melting Point [°C]
11
Solvent (Melting Point)
petroleum ether
Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre; vol. 167; (1934); p. 407,415, View in Reaxys 4 of 4
Melting Point [°C]
11.2
Schiff; Chemische Berichte; vol. 17; (1884); p. 1937, View in Reaxys; Schimmel and Co.; Chem. Zentralbl.; vol. 73; nb. I; (1902); p. 1060, View in Reaxys; Flueckiger; Annalen der Physik (Weinheim, Germany); vol. 158; (1876); p. 248, View in Reaxys Boiling Point (18) Boiling Point [°C] Pressure (Boiling Point) [Torr]
References
120 - 130
10 - 15
Ou, Wenhua; Huang, Hong; Asian Journal of Chemistry; vol. 27; nb. 3; (2015); p. 1175 1176, View in Reaxys
94 - 94.5
4
Fujita; Yamashita; Bulletin of the Chemical Society of Japan; vol. 46; (1973); p. 3553, View in Reaxys
145
4.5
Nigam; Ramaiah; Riechstoffe und Aromen; vol. 22; (1972); p. 378,388, View in Reaxys
93 - 93.2
5
Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 155,156,158, View in Reaxys
140
4
Ramaiah; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 71,74, View in Reaxys; Narasimha; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 231,236, View in Reaxys
104 - 105
6
Bochwic; Kapuscinski; Roczniki Chemii; vol. 39; (1965); p. 1251,1255; Chem.Abstr.; vol. 64; nb. 12656, View in Reaxys
62 - 63
0.2
Feugeas; Bulletin de la Societe Chimique de France; (1964); p. 1892, View in Reaxys
90
2
Biniecki; Krajewski; Acta Poloniae Pharmaceutica; vol. 17; (1960); p. 421,422, 423; Chem.Abstr.; vol. 55; nb. 14350; (1961), View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
5/69
2016-07-07 14:40:00
69 - 70
1.5
Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys
235.9
760
Lecat,M.; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 15,16; Ann. Soc. scient. Bruxelles; vol. 47 I; (1927); p. 154, View in Reaxys
114 - 115
15
Kern; Shriner; Adams; Journal of the American Chemical Society; vol. 47; (1925); p. 1149, View in Reaxys
234.5
760
v. Rechenberg,C.; Einfache und fraktionierte Destillation, 2. Aufl. <Miltitz 1923>, S. 261, View in Reaxys; Brauer bei v. Rechenberg; Journal fuer Praktische Chemie (Leipzig); vol. <2> 101; (1921); p. 118, View in Reaxys
112.81
14
Brauer bei v. Rechenberg; Journal fuer Praktische Chemie (Leipzig); vol. <2> 101; (1921); p. 118, View in Reaxys
232 - 233 104
Woy; Archiv der Pharmazie (Weinheim, Germany); vol. 228; (1890); p. 40, View in Reaxys 11
231 - 233
Woy; Archiv der Pharmazie (Weinheim, Germany); vol. 228; (1890); p. 40, View in Reaxys Grimaux; Ruotte; Bulletin de la Societe Chimique de France; vol. <2> 11; (1869); p. 465; Justus Liebigs Annalen der Chemie; vol. 152; (1869); p. 91, View in Reaxys
162.2
100
v. Rechenberg,C.; Einfache und fraktionierte Destillation, 2. Aufl. <Miltitz 1923>, S. 261, View in Reaxys
106.4
10
v. Rechenberg,C.; Einfache und fraktionierte Destillation, 2. Aufl. <Miltitz 1923>, S. 261, View in Reaxys
Refractive Index (27) Refractive Index Wavelength (Refractive Index) [nm]
Temperature (Refractive Index) [°C]
References
1.538
589
20
Fujita; Yamashita; Bulletin of the Chemical Society of Japan; vol. 46; (1973); p. 3553, View in Reaxys
1.536
589
25
Nigam; Ramaiah; Riechstoffe und Aromen; vol. 22; (1972); p. 378,388, View in Reaxys
1.53
Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 155,156,158, View in Reaxys
1.536
589
18
Ramaiah; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 71,74, View in Reaxys
1.5351
589
20
Narasimha; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 231,236, View in Reaxys
1.536
589
1.5366
589
20
Messerschmidt; Arzneimittel-Forschung; vol. 18; nb. 12; (1968); p. 1618 - 1618, View in Reaxys
1.5385
589
20
Bochwic; Kapuscinski; Roczniki Chemii; vol. 39; (1965); p. 1251,1255; Chem.Abstr.; vol. 64; nb. 12656, View in Reaxys
1.5389
589
18
Feugeas; Bulletin de la Societe Chimique de France; (1964); p. 1892, View in Reaxys
1.5378
589
24
Biniecki; Krajewski; Acta Poloniae Pharmaceutica; vol. 17; (1960); p. 421,422, 423; Chem.Abstr.; vol. 55; nb. 14350; (1961), View in Reaxys
1.53191
656.3
20
Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys
1.53738
589
20
Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys
1.55064
486.1
20
Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys
1.5331
656.3
20
Waterman; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 1033, View in Reaxys
Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 200,202, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
6/69
2016-07-07 14:40:00
1.5383
589
20
Waterman; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 1033, View in Reaxys
1.5518
486.1
20
Waterman; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 1033, View in Reaxys
1.5638
434
20
Waterman; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 1033, View in Reaxys
1.5381
589
20
Perkin; Trikojus; Journal of the Chemical Society; (1927); p. 1665, View in Reaxys
1.5339
656.3
19
Cotton; Mouton; Annales de Chimie (Cachan, France); vol. <8> 28; (1913); p. 215, View in Reaxys
1.539
589
19
Cotton; Mouton; Annales de Chimie (Cachan, France); vol. <8> 28; (1913); p. 215, View in Reaxys
1.5526
486.1
19
Cotton; Mouton; Annales de Chimie (Cachan, France); vol. <8> 28; (1913); p. 215, View in Reaxys
1.543
589
14
Abati; Gazzetta Chimica Italiana; vol. 40 II; (1910); p. 92, View in Reaxys
1.5392
589
17.5
Schimmel and Co.; Chem. Zentralbl.; vol. 73; nb. I; (1902); p. 1060, View in Reaxys
1.5369
656.3
12
Eijkman; Chemische Berichte; vol. 23; (1890); p. 862, View in Reaxys
1.542
589
12
Eijkman; Chemische Berichte; vol. 23; (1890); p. 862, View in Reaxys
1.5557
486.1
12
Eijkman; Chemische Berichte; vol. 23; (1890); p. 862, View in Reaxys
1.5679
434
12
Eijkman; Chemische Berichte; vol. 23; (1890); p. 862, View in Reaxys
Density (12) 1 of 12
Density [g·cm-3]
1.096
Measurement Temperature [°C]
20
Location
Page/Page column 1
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys 2 of 12
Density [g·cm-3]
1.0329
Reference Temperature [°C]
25
Measurement Temperature [°C]
25
Nigam; Ramaiah; Riechstoffe und Aromen; vol. 22; (1972); p. 378,388, View in Reaxys 3 of 12
Density [g·cm-3]
1.0988
Reference Temperature [°C]
18
Measurement Temperature [°C]
18
Ramaiah; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 71,74, View in Reaxys 4 of 12
Density [g·cm-3]
1.1
Reference Temperature [°C]
20
Measurement Temperature [°C]
20
Narasimha; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 231,236, View in Reaxys 5 of 12
Density [g·cm-3]
1.104
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
7/69
2016-07-07 14:40:00
Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 200,202, View in Reaxys; Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 155,156,158, View in Reaxys 6 of 12
Density [g·cm-3]
1.103
Measurement Temperature [°C]
18
Koul; Nigam; Riechstoffe und Aromen; vol. 17; (1967); p. 269,270, View in Reaxys 7 of 12
Density [g·cm-3]
1.0993
Reference Temperature [°C]
4
Measurement Temperature [°C]
20
Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys 8 of 12
Density [g·cm-3]
1.1
Reference Temperature [°C]
4
Measurement Temperature [°C]
20
Waterman; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 1033, View in Reaxys 9 of 12
Density [g·cm-3]
1.095
Reference Temperature [°C]
4
Measurement Temperature [°C]
25
Dunstan; Hilditch; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 18; (1912); p. 187,884, View in Reaxys 10 of 12
Density [g·cm-3]
1.106
Measurement Temperature [°C]
15
Schimmel and Co.; Chem. Zentralbl.; vol. 73; nb. I; (1902); p. 1060, View in Reaxys 11 of 12
Density [g·cm-3]
1.11
Measurement Temperature [°C]
12
Eijkman; Chemische Berichte; vol. 23; (1890); p. 862, View in Reaxys 12 of 12
Density [g·cm-3]
1.114
Measurement Temperature [°C]
0
Grimaux; Ruotte; Bulletin de la Societe Chimique de France; vol. <2> 11; (1869); p. 465; Justus Liebigs Annalen der Chemie; vol. 152; (1869); p. 91, View in Reaxys Association (MCS) (3) 1 of 3
Description (Association Stability constant of the complex with ... (MCS)) Solvent (Association (MCS))
CCl4
Partner (Association (MCS))
chloranil
Yan, Bao-Zhen; Zhang, Zhao-Guo; Yuan, Han-Cheng; Wang, Long-Cheng; Xu, Jian-Hua; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 12; (1994); p. 2545 - 2550, View in Reaxys 2 of 3
Description (Association UV/VIS spectrum of the complex (MCS))
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
8/69
2016-07-07 14:40:00
Solvent (Association (MCS))
CCl4
Partner (Association (MCS))
chloranil
Yan, Bao-Zhen; Zhang, Zhao-Guo; Yuan, Han-Cheng; Wang, Long-Cheng; Xu, Jian-Hua; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 12; (1994); p. 2545 - 2550, View in Reaxys 3 of 3
Description (Association NMR spectrum of the complex (MCS)) Solvent (Association (MCS))
benzene-d6
Partner (Association (MCS))
chloranil
Yan, Bao-Zhen; Zhang, Zhao-Guo; Yuan, Han-Cheng; Wang, Long-Cheng; Xu, Jian-Hua; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 12; (1994); p. 2545 - 2550, View in Reaxys Azeotropes (MCS) (21) 1 of 21
Azeotropes
benzyl alcohol
Brauer; Ber. Schimmel; (1929); p. 151,156, View in Reaxys 2 of 21
Temperature (Azeotropes (MCS)) [°C]
190.1
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
glycol
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 3 of 21
Temperature (Azeotropes (MCS)) [°C]
99.7
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
water
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 4 of 21
Temperature (Azeotropes (MCS)) [°C]
208.8
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
acetamide
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 5 of 21
Temperature (Azeotropes (MCS)) [°C]
231.2
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
glycerol
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 6 of 21
Temperature (Azeotropes (MCS)) [°C]
213
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
propionamide
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 7 of 21
Temperature (Azeotropes (MCS)) [°C]
232.4
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
9/69
2016-07-07 14:40:00
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
o-phenetidine
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 8 of 21
Temperature (Azeotropes (MCS)) [°C]
234.8
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
benzoic acid
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 9 of 21
Temperature (Azeotropes (MCS)) [°C]
232.5
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
caprylic acid
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 10 of 21
Temperature (Azeotropes (MCS)) [°C]
233.6
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
pyrocatechol
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 11 of 21
Temperature (Azeotropes (MCS)) [°C]
234.5
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
4-nitro-toluene
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 12 of 21
Temperature (Azeotropes (MCS)) [°C]
233.8
Pressure (Azeotropes (MCS)) [Torr]
760
Azeotropes
ethyl salicylate
Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys 13 of 21
Azeotropes
quinoline
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys 14 of 21
Azeotropes
heptanoic acid
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys 15 of 21
Azeotropes
levulinic acid
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys 16 of 21
Azeotropes
4-bromo-phenetole
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys 17 of 21
Azeotropes
diethylene glycol
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys 18 of 21
Azeotropes
3-phenyl-propan-1-ol
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys 19 of 21
Azeotropes
#O!-methyl-triethylene glycol
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
10/69
2016-07-07 14:40:00
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys 20 of 21
Azeotropes
bis-<2-hydroxy-propyl>-ether
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys 21 of 21
Azeotropes
carbonic acid diisopentyl ether
Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys Chromatographic Data (3) Chromatographic Location data GC (Gas chromatography)
HPLC (High performance liquid chromatography)
References Parise-Filho, Roberto; Pasqualoto, Kerly Fernanda Mesquita; Magri, Fatima Maria Motter; Ferreira, Adilson Kleber; Da Silva, Barbara Athayde Vaz Galvao; Damiao, Mariana Celestina Frojuello Costa Bernstorff; Tavares, Mauricio Temotheo; Azevedo, Ricardo Alexandre; Auada, Aline Vivian Vatti; Polli, Michelle Carneiro; Brandt, Carlos Alberto; Archiv der Pharmazie; vol. 345; nb. 12; (2012); p. 934 - 944, View in Reaxys; Leporatti, Maria Lucia; Pintore, Giorgio; Foddai, Marzia; Chessa, Mario; Piana, Andrea; Petretto, Giacomo Luigi; Masia, Maria Dolores; Mangano, Giuseppe; Nicoletti, Marcello; Natural Product Research; vol. 28; nb. 5; (2014); p. 294 - 300, View in Reaxys; Li, Chen; Xu, Feng; Xie, De-Mei; Jing, Yu; Shang, Ming-Ying; Liu, Guang-Xue; Wang, Xuan; Cai, Shao-Qing; Molecules; vol. 19; nb. 4; (2014); p. 4857 - 4879, View in Reaxys; Linde, Johan; Combrinck, Sandra; Van Vuuren, Sandy; Van Rooy, Jacques; Ludwiczuk, Agnieszka; Mokgalaka, Ntebogeng; Phytochemistry Letters; vol. 16; (2016); p. 61 - 69, View in Reaxys
supporting information
Bhattacherjee, Abhishek; Datta, Abhijit; Ghosh, Tanushree; Sil, Rajarshi; Natural Product Research; vol. 28; nb. 23; (2014); p. 2199 - 2202, View in Reaxys
GC (Gas chroma- supporting infortography) mation
Wang, Guan-Jie; Qi, Mei-Ling; Chinese Chemical Letters; vol. 24; nb. 6; (2013); p. 542 - 544, View in Reaxys
Crystal Property Description (5) Colour & Other Location Properties
References
colourless
Ou, Wenhua; Huang, Hong; Asian Journal of Chemistry; vol. 27; nb. 3; (2015); p. 1175 1176, View in Reaxys; Du, Shu-Shan; Yang, Kai; Wang, Cheng-Fang; You, Chun-Xue; Geng, Zhu-Feng; Guo, Shan-Shan; Deng, Zhi-Wei; Liu, Zhi-Long; Chemistry and Biodiversity; vol. 11; nb. 9; (2014); p. 1449 - 1456, View in Reaxys
colourless
supporting information
Reichl, Kyle D.; Dunn, Nicole L.; Fastuca, Nicholas J.; Radosevich, Alexander T.; Journal of the American Chemical Society; vol. 137; nb. 16; (2015); p. 5292 - 5295, View in Reaxys
yellow
supporting information
Levin, Mark D.; Toste, F. Dean; Angewandte Chemie - International Edition; vol. 53; nb. 24; (2014); p. 6211 - 6215; Angew. Chem.; vol. 126; nb. 24; (2014); p. 6325 - 6329,5, View in Reaxys
cream - yellow colorless - yellow
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys Page/Page column 1
Dynamic Viscosity (1) Dynamic Viscosi- Temperature (Dyty [P] namic Viscosity) [°C] 0.0229
25
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys
References
Dunstan; Hilditch; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 18; (1912); p. 187,884, View in Reaxys
Electrochemical Characteristics (5) 1 of 5
Description (Electrochemical Characteristics)
cyclovoltammetry
Solvent (Electrochemical Characteristics)
acetonitrile
Comment (Electrochem- Saturated silver chloride electrode; potential diagram; lithium perchlorate ical Characteristics)
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
11/69
2016-07-07 14:40:00
Wang, Lai-Hao; Chang, Chia-Ling; Hu, Yi-Chun; Croatica Chemica Acta; vol. 88; nb. 1; (2015); p. 35 - 42, View in Reaxys 2 of 5
Description (Electrochemical Characteristics)
cyclovoltammetry
Solvent (Electrochemical Characteristics)
acetonitrile
Comment (Electrochem- Saturated silver chloride electrode; potential diagram; tetrabutylammonium perchlorate ical Characteristics) Wang, Lai-Hao; Chang, Chia-Ling; Hu, Yi-Chun; Croatica Chemica Acta; vol. 88; nb. 1; (2015); p. 35 - 42, View in Reaxys 3 of 5
Description (Electrochemical Characteristics)
cyclovoltammetry
Solvent (Electrochemical Characteristics)
acetonitrile
Comment (Electrochem- Saturated silver chloride electrode; potential diagram; tetraethylammonium perchlorate ical Characteristics) Wang, Lai-Hao; Chang, Chia-Ling; Hu, Yi-Chun; Croatica Chemica Acta; vol. 88; nb. 1; (2015); p. 35 - 42, View in Reaxys 4 of 5
Description (Electrochemical Characteristics)
oxidation potential
Solvent (Electrochemical Characteristics)
acetonitrile; various solvent(s)
Temperature (Electrochemical Characteristics) [°C]
20
Rudenko; Pragst; Russian Journal of Organic Chemistry; vol. 34; nb. 11; (1998); p. 1589 - 1626, View in Reaxys 5 of 5
Description (Electrochemical Characteristics)
redox potential
Solvent (Electrochemical Characteristics)
acetonitrile
Comment (Electrochem- 1.4 V; Product: /BRN= 1577733/. Method: cyclovoltammetry. Description: Pt electrode vs. ical Characteristics) SCE, 0.1M Bu4NClO4 Product
4'-Allyl-1,3-benzodioxol
Yan, Bao-Zhen; Zhang, Zhao-Guo; Yuan, Han-Cheng; Wang, Long-Cheng; Xu, Jian-Hua; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 12; (1994); p. 2545 - 2550, View in Reaxys Energy Data (MCS) (1) 1 of 1
Description (Energy Data (MCS))
Enthalpy of mixtures
Partner (Energy Data (MCS))
ozone
Briner; Ryffel; de Nemitz; Helvetica Chimica Acta; vol. 21; (1938); p. 357,362, View in Reaxys Further Information (3) Description (Fur- References ther Information) Further information
Voronkov; Lapina; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol. 2; (1966); p. 390,391; Khimiya Geterotsiklicheskikh Soedinenii; vol. 2; (1966); p. 522, View in Reaxys
Further information
Takegami et al.; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 1279,1281, 1282, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
12/69
2016-07-07 14:40:00
Further information
?orjaschtschew, Woronin; J. Anal. Chem. USSR (Engl. Transl.); vol. 18; (1963); p. 401,351, View in Reaxys
Liquid/Vapour Systems (MCS) (1) 1 of 1
Description (Liquid/ Boiling points of mixtures Vapour Systems (MCS)) Pressure (Liquid/Vapour 10 Systems (MCS)) [Torr] Partner (Liquid/Vapour Systems (MCS))
phenol
Brauer; Ber. Schimmel; (1929); p. 151,160, View in Reaxys Mechanical Properties (1) Description (MeReferences chanical Properties) Viscosity
Koul; Nigam; Riechstoffe und Aromen; vol. 17; (1967); p. 269,270, View in Reaxys
Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Optical Rotatory Power [deg]
0
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
25
Nigam; Ramaiah; Riechstoffe und Aromen; vol. 22; (1972); p. 378,388, View in Reaxys Optics (2) Description (Optics) Electric birefringence (Kerr effect)
Comment (Optics)
References
Kerr-Konstante.
Pauthenier; Bart; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 192; (1931); p. 352, View in Reaxys
Magnetic birefringence (CottonMouton effect)
Cotton; Mouton; Annales de Chimie (Cachan, France); vol. <8> 28; (1913); p. 215, View in Reaxys
Other Thermochemical Data (2) Description (Oth- Comment (Other er Thermochemi- Thermochemical cal Data) Data)
References
Cryoscopic constant
fuer 1 kg Loesungsmittel: 5.7.
Sanderson; Jones; Journal of the Society of Chemical Industry, London; vol. 42; (1923); p. 1 T, View in Reaxys
Heat of combustion at constant volume
1243.8 kcal/Mol.
Stohmann; Zeitschrift fuer Physikalische Chemie, Stoechiometrie und Verwandtschaftslehre; vol. 10; (1892); p. 415, View in Reaxys
Partition octan-1-ol/water (MCS) (1) 1 of 1
log POW
3.18
Smith; Perfetti; Garg; Hansch; Food and Chemical Toxicology; vol. 41; nb. 6; (2003); p. 807 - 817, View in Reaxys Surface Tension (1) References Koul; Nigam; Riechstoffe und Aromen; vol. 17; (1967); p. 269,270, View in Reaxys Transport Phenomena (MCS) (2) 1 of 2
Description (Transport Phenomena (MCS))
Viscosity
Koul; Nigam; Riechstoffe und Aromen; vol. 17; (1967); p. 269,270, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
13/69
2016-07-07 14:40:00
2 of 2
Description (Transport Phenomena (MCS))
Viscosity
Partner (Transport Phenomena (MCS))
3-methyl-1-butyl acetate
Dunstan; Hilditch; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 18; (1912); p. 187,884, View in Reaxys NMR Spectroscopy (19) 1 of 19
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- [(2)H6]acetone scopy) Frequency (NMR Spectroscopy) [MHz]
300
Location
supporting information
Bergami, Matteo; Protti, Stefano; Ravelli, Davide; Fagnoni, Maurizio; Advanced Synthesis and Catalysis; vol. 358; nb. 7; (2016); p. 1164 - 1172, View in Reaxys 2 of 19
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- [(2)H6]acetone scopy) Frequency (NMR Spectroscopy) [MHz]
75
Location
supporting information
Bergami, Matteo; Protti, Stefano; Ravelli, Davide; Fagnoni, Maurizio; Advanced Synthesis and Catalysis; vol. 358; nb. 7; (2016); p. 1164 - 1172, View in Reaxys 3 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Ou, Wenhua; Huang, Hong; Asian Journal of Chemistry; vol. 27; nb. 3; (2015); p. 1175 - 1176, View in Reaxys 4 of 19
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Location
supporting information
Reichl, Kyle D.; Dunn, Nicole L.; Fastuca, Nicholas J.; Radosevich, Alexander T.; Journal of the American Chemical Society; vol. 137; nb. 16; (2015); p. 5292 - 5295, View in Reaxys 5 of 19
Description (NMR Spec- Chemical shifts troscopy)
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
14/69
2016-07-07 14:40:00
Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- [(2)H6]acetone scopy) Temperature (NMR Spectroscopy) [°C]
30
Frequency (NMR Spectroscopy) [MHz]
600
Location
supporting information
Larsen, Casey R.; Paulson, Erik R.; Erdogan, Gulin; Grotjahn, Douglas B.; Synlett; vol. 26; nb. 17; (2015); p. 2462 - 2466; Art.No: ST-2015-B0231-L, View in Reaxys 6 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
500
Location
supporting information
Levin, Mark D.; Toste, F. Dean; Angewandte Chemie - International Edition; vol. 53; nb. 24; (2014); p. 6211 - 6215; Angew. Chem.; vol. 126; nb. 24; (2014); p. 6325 - 6329,5, View in Reaxys 7 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
500
Du, Shu-Shan; Yang, Kai; Wang, Cheng-Fang; You, Chun-Xue; Geng, Zhu-Feng; Guo, Shan-Shan; Deng, ZhiWei; Liu, Zhi-Long; Chemistry and Biodiversity; vol. 11; nb. 9; (2014); p. 1449 - 1456, View in Reaxys 8 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
125
Du, Shu-Shan; Yang, Kai; Wang, Cheng-Fang; You, Chun-Xue; Geng, Zhu-Feng; Guo, Shan-Shan; Deng, ZhiWei; Liu, Zhi-Long; Chemistry and Biodiversity; vol. 11; nb. 9; (2014); p. 1449 - 1456, View in Reaxys 9 of 19
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Location
supporting information
Bhattacherjee, Abhishek; Datta, Abhijit; Ghosh, Tanushree; Sil, Rajarshi; Natural Product Research; vol. 28; nb. 23; (2014); p. 2199 - 2202, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
15/69
2016-07-07 14:40:00
10 of 19
Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
125
Original Text (NMR Spectroscopy)
13C-NMR
Comment (NMR Spectroscopy)
Signals given
(125 MHz, CDCl3): δ 133.4 (C-I), 108.0 (C-2), 147.3 (C-3), 145.5 (C-4), 108.8 (C-5), 121.1 (C-6), 40.0 (C-7), 137.8 (C-8), 115.4 (C-9), 100.7 (-OCH2O-)
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys 11 of 19
Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Original Text (NMR Spectroscopy)
1H-NMR (300 MHz, CDCl ): δ 3.22 (2H, d, J = 6.6 Hz, H-7), δ 5.00 (IH, m, H-9a), δ 5.02 3 (IH, m, H-9b), δ 5.85 (IH, m, H-8), δ 5.83 (2H, s, - OCH2O-), δ 6.58 (IH, J = 8.1 Hz, H-6), δ 6.63 (IH, m, H-2), δ 6.67 (IH, d, J = 8.1 Hz, H-5);
Comment (NMR Spectroscopy)
Signals given
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys 12 of 19
Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Protti, Stefano; Fagnoni, Maurizio; Albini, Angelo; Organic and Biomolecular Chemistry; vol. 3; nb. 15; (2005); p. 2868 - 2871, View in Reaxys 13 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
100
Datta, Swarup; Chang, Chia-Lung; Yeh, Kuo-Liang; Liu, Rai-Shung; Journal of the American Chemical Society; vol. 125; nb. 31; (2003); p. 9294 - 9295, View in Reaxys 14 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
16/69
2016-07-07 14:40:00
Datta, Swarup; Chang, Chia-Lung; Yeh, Kuo-Liang; Liu, Rai-Shung; Journal of the American Chemical Society; vol. 125; nb. 31; (2003); p. 9294 - 9295, View in Reaxys 15 of 19
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Datta, Swarup; Chang, Chia-Lung; Yeh, Kuo-Liang; Liu, Rai-Shung; Journal of the American Chemical Society; vol. 125; nb. 31; (2003); p. 9294 - 9295, View in Reaxys 16 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Sy, Lai-King; Saunders, Richard M. K.; Brown, Geoffrey D.; Phytochemistry; vol. 44; nb. 6; (1997); p. 1099 1108, View in Reaxys 17 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Sy, Lai-King; Saunders, Richard M. K.; Brown, Geoffrey D.; Phytochemistry; vol. 44; nb. 6; (1997); p. 1099 1108, View in Reaxys 18 of 19
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Yakushijin, Kenichi; Tohshima, Tomoko; Suzuki, Rika; Murata, Hiroyuki; Lu, Sheng-Ten; Furukawa, Hiroshi; Chemical & Pharmaceutical Bulletin; vol. 31; nb. 8; (1983); p. 2879 - 2883, View in Reaxys 19 of 19
Description (NMR Spec- NMR troscopy) Femino et al.; Steroids; vol. 23; (1974); p. 869,876, View in Reaxys
IR Spectroscopy (8) 1 of 8
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
potassium bromide
Ou, Wenhua; Huang, Hong; Asian Journal of Chemistry; vol. 27; nb. 3; (2015); p. 1175 - 1176, View in Reaxys 2 of 8
Description (IR Spectroscopy)
ATR (attenuated total reflectance); Bands; Spectrum
Wang, Lai-Hao; Chang, Chia-Ling; Hu, Yi-Chun; Croatica Chemica Acta; vol. 88; nb. 1; (2015); p. 35 - 42, View in Reaxys 3 of 8
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
neat (no solvent)
Datta, Swarup; Chang, Chia-Lung; Yeh, Kuo-Liang; Liu, Rai-Shung; Journal of the American Chemical Society; vol. 125; nb. 31; (2003); p. 9294 - 9295, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
17/69
2016-07-07 14:40:00
4 of 8
Description (IR Spectroscopy)
IR
Noguchi; Kitajima; Nippon Rin Gakkaishi; vol. 41; (1959); p. 488,489-494; Chem.Abstr.; nb. 25075; (1960), View in Reaxys; Fujita; Yamashita; Bulletin of the Chemical Society of Japan; vol. 46; (1973); p. 3553, View in Reaxys; Fujita; Fujita; Chemical and Pharmaceutical Bulletin; vol. 20; (1972); p. 2251, View in Reaxys; Messerschmidt; Arzneimittel-Forschung; vol. 18; nb. 12; (1968); p. 1618 - 1618, View in Reaxys 5 of 8
Description (IR Spectroscopy)
Spectrum
Comment (IR Spectroscopy)
1700 - 700 cm**(-1)
Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys 6 of 8
Description (IR Spectroscopy)
Bands
Comment (IR Spectroscopy)
1640 - 770 cm**(-1)
Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys 7 of 8
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
CCl4
Comment (IR Spectroscopy)
2910 - 2780 cm**(-1)
Briggs et al.; Analytical Chemistry; vol. 29; (1957); p. 904,905, View in Reaxys 8 of 8
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
neat (no solvent)
Comment (IR Spectroscopy)
1440 - 710 cm**(-1)
Briggs et al.; Analytical Chemistry; vol. 29; (1957); p. 904,905, View in Reaxys Mass Spectrometry (9) Description (Mass Location Spectrometry)
Comment (Mass Spectrometry)
electrospray ionisation (ESI); spectrum high resolution mass spectrometry (HRMS); electron impact (EI); spectrum
References Ou, Wenhua; Huang, Hong; Asian Journal of Chemistry; vol. 27; nb. 3; (2015); p. 1175 - 1176, View in Reaxys
supporting information
Reichl, Kyle D.; Dunn, Nicole L.; Fastuca, Nicholas J.; Radosevich, Alexander T.; Journal of the American Chemical Society; vol. 137; nb. 16; (2015); p. 5292 - 5295, View in Reaxys
gas chromatography mass spectrometry (GCMS); electron impact (EI); spectrum
Du, Shu-Shan; Yang, Kai; Wang, Cheng-Fang; You, Chun-Xue; Geng, Zhu-Feng; Guo, Shan-Shan; Deng, Zhi-Wei; Liu, Zhi-Long; Chemistry and Biodiversity; vol. 11; nb. 9; (2014); p. 1449 - 1456, View in Reaxys
MALDI (Matrix as- supporting inforsisted laser demation sorption ionization); time-of-flight mass spectra (TOFMS); spectrum
Bhattacherjee, Abhishek; Datta, Abhijit; Ghosh, Tanushree; Sil, Rajarshi; Natural Product Research; vol. 28; nb. 23; (2014); p. 2199 - 2202, View in Reaxys
electron impact (EI); spectrum
Pinalli, Roberta; Barboza, Tahnee; Bianchi, Federica; Massera, Chiara; Ugozzoli, Franco; Dalcanale, Enrico; Supramolecular Chemistry; vol. 25; nb. 9-11; (2013); p. 682 - 687, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
18/69
2016-07-07 14:40:00
GCMS (Gas chromatography mass spectrometry); Spectrum
Razavi, Seyed Mehdi; Nazemiyeh, Hossein; Delazar, Abbas; Asnaashari, Solmaz; Hajiboland, Rogaieh; Sarker, Satyajit D.; Omidi, Yadollah; Natural Product Research; vol. 25; nb. 7; (2011); p. 663 - 668, View in Reaxys
EI (Electron impact)
Molecular peak
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys
GCMS (Gas chromatography mass spectrometry)
Molecular peak
Patent; Mitra, Shankar Kumar; Saxena, Ekta; Ranganna, Marikunte Venkata; US2005/266101; (2005); (A1) English, View in Reaxys
spectrum; chemical ionization (CI)
Lange, G.; Schultze, W.; Organic Mass Spectrometry; vol. 27; nb. 4; (1992); p. 481 - 488, View in Reaxys
UV/VIS Spectroscopy (9) 1 of 9
Description (UV/VIS Spectroscopy)
UV/VIS
Messerschmidt; Arzneimittel-Forschung; vol. 18; nb. 12; (1968); p. 1618 - 1618, View in Reaxys 2 of 9
Description (UV/VIS Spectroscopy)
Absorption maxima
Solvent (UV/VIS Spectroscopy)
ethanol
Absorption Maxima (UV/ 236; 285 VIS) [nm] Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys 3 of 9
Description (UV/VIS Spectroscopy)
Absorption maxima
Solvent (UV/VIS Spectroscopy)
2,2,4-trimethyl-pentane
Absorption Maxima (UV/ 236.5; 285; 289 VIS) [nm] Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys 4 of 9
Description (UV/VIS Spectroscopy)
Absorption maxima
Solvent (UV/VIS Spectroscopy)
ethanol
Absorption Maxima (UV/ 237; 286 VIS) [nm] Patterson; Hibbert; Journal of the American Chemical Society; vol. 65; (1943); p. 1862,1864, View in Reaxys 5 of 9
Description (UV/VIS Spectroscopy)
Spectrum
Solvent (UV/VIS Spectroscopy)
hexane
Comment (UV/VIS Spectroscopy)
220 - 310 nm
Herzog; Hillmer; Chemische Berichte; vol. 64; (1931); p. 1288,1305, View in Reaxys; Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre; vol. 167; (1934); p. 407,415, View in Reaxys 6 of 9
Description (UV/VIS Spectroscopy)
Spectrum
Comment (UV/VIS Spectroscopy)
240 - 320 nm
Ramart-Lucas; Amagat; Bulletin de la Societe Chimique de France; vol. <4> 51; (1932); p. 108,117, View in Reaxys 7 of 9
Description (UV/VIS Spectroscopy)
Spectrum
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
19/69
2016-07-07 14:40:00
Ramart-Lucas; Amagat; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 188; (1929); p. 639, View in Reaxys 8 of 9
Description (UV/VIS Spectroscopy)
Spectrum
Solvent (UV/VIS Spectroscopy)
ethanol
Crymble; Stewart; Wright; Glendinning; So.; vol. 99; p. 455, View in Reaxys 9 of 9
Description (UV/VIS Spectroscopy)
Spectrum
Comment (UV/VIS Spectroscopy)
1000 - 15000 nm; im Ultrarot.
Coblentz,W. W.; Investigations of infra-red-spectra <Washington 1905>, S. 81, 140, 164, 241, View in Reaxys Raman Spectroscopy (2) Description (Ram- References an Spectroscopy) Spectrum; Bands
Wang, Lai-Hao; Chang, Chia-Ling; Hu, Yi-Chun; Croatica Chemica Acta; vol. 88; nb. 1; (2015); p. 35 - 42, View in Reaxys
Bands
Chabeau; Bl. Acad. Med. Belgique; vol. <6> 3; (1938); p. 46,64, View in Reaxys; Morris; Phys. Rad.; vol. <2> 38; (1931); p. 141,143, View in Reaxys; Dupont; Dulou; Bulletin de la Societe Chimique de France; vol. <5> 3; (1936); p. 1639,1659, View in Reaxys; Susz; Perrottet; Briner; Helvetica Chimica Acta; vol. 19; (1936); p. 548,554,556, View in Reaxys
Fluorescence Spectroscopy (1) Description (Fluo- Solvent (Fluoresrescence Speccence Spectrotroscopy) scopy)
Comment (Fluorescence Spectroscopy)
References
Maxima
330 nm
Schreiber-Deturmeny; Pauli; Pastor; Journal of Pharmaceutical Sciences; vol. 82; nb. 8; (1993); p. 813 - 816, View in Reaxys
acetonitrile; various solvent(s)
Pharmacological Data (102) 1 of 102
Comment (Pharmacological Data)
Bioactivities present
Riemschneider,R.; Grabitz,B.E.; Monatshefte fuer Chemie; vol. 91; (1960); p. 22 - 40, View in Reaxys; Gilbert,E.E.; Canadian Journal of Chemistry; vol. 48; (1970); p. 730 - 734, View in Reaxys; Patent; Rhone-Poulenc S. A.; US4138411; (1979); (A1) English, View in Reaxys; Patent; Bayer Aktiengesellschaft; US4212809; (1980); (A1) English, View in Reaxys; Huisgen,R. et al.; Chemische Berichte; vol. 100; nb. 5; (1967); p. 1580 - 1592, View in Reaxys; Gotthardt,H.; Huisgen,R.; Chemische Berichte; vol. 101; (1968); p. 552 - 563, View in Reaxys; Huisgen,R. et al.; Chemische Berichte; vol. 101; nb. 6; (1968); p. 2043 - 2055, View in Reaxys; Patent; Montedison S.p.A.; US4731482; (1988); (A1) English, View in Reaxys; Schulte; von Weissenborn; Archiv der Pharmazie; vol. 305; nb. 5; (1972); p. 354 - 359, View in Reaxys; Barton,D.H.R.; Jones,D.W.; Journal of the Chemical Society; (1965); p. 3563 - 3570, View in Reaxys; Patent; Eisai Co., Ltd.; US5110956; (1992); (A1) English, View in Reaxys; Hassner; Arnold; Gault; Terada; Tetrahedron letters; vol. 10; (1968); p. 1241 - 1245, View in Reaxys; Colonna,M.; Bruni,P.; Gazzetta Chimica Italiana; vol. 95; (1965); p. 245 - 256, View in Reaxys; Cabiddu,S. et al.; Gazzetta Chimica Italiana; vol. 98; (1968); p. 800 - 809, View in Reaxys; Tressl,R. et al.; Z. Naturforsch., B: Anorg. Chem., Org. Chem., Biochem., Biophys.,; vol. 24; (1969); p. 781 - 783, View in Reaxys; Patent; Bartholomaus, Johannes; Kugelmann, Heinrich; US2005/31546; (2005); (A1) English, View in Reaxys; Patent; Henrich, Vincent C.; Weinberger, Cary Alan; US2005/49230; (2005); (A1) English, View in Reaxys; Patent; Mitra, Shankar Kumar; Saxena, Ekta; Ranganna, Marikunte Venkata; US2005/266101; (2005); (A1) English, View in Reaxys; Patent; University of Maryland; US7091238; (2006); (B1) English, View in Reaxys; Patent; LIFECYCLE PHARMA A/S; WO2006/136175; (2006); (A2) English, View in Reaxys; Foulds; Robinson; Journal of the Chemical Society; vol. 105; (1914); p. 1966, View in Reaxys; Henrard; Chem. Zentralbl.; vol. 78; nb. II; (1907); p. 1512, View in Reaxys; Patent; Merck; DE274350; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 12; p. 768, View in Reaxys; Woy; Archiv der Pharmazie (Weinheim, Germany); vol. 228; (1890); p. 40, View in Reaxys; Ciamician; Silber; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 18 I; (1909); p. 218; Chemische Berichte; vol. 42; (1909); p. 1389, View in Reaxys; Eijkman; Chemische Berichte; vol. 23; (1890); p. 862, View in Reaxys; Knoll,R.; Synthetische und isolierte Riechstoffe und deren Darstellung <Halle 1908>, S. 85, View in Reaxys; Wagner; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 29; (1897); p. 17 Anm. 5; Chem. Zentralbl.; vol. 68; nb. I; (1897); p. 914, View in Reaxys; Angeli; Gazzetta Chimica Italiana; vol. 23 II; (1893); p. 101, View in Reaxys; Poleck; Chemische Berichte; vol. 17; (1884); p. 1940, View in Reaxys; Schiff; Chemische Berichte; vol. 17; (1884); p. 1937, View in Reaxys; Balbiano; Paolini; Luzzi; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 11 II; (1902); p. 69; Chemische Berichte; vol. 35; (1902); p. 2997, View in Reaxys; Balbiano; Paolini; Luzzi; Chemische Berichte; vol. 36; (1903); p. 3579; Gazzetta Chimica Italiana; vol. 36 I; (1906); p. 270, View in Reaxys; Manchot; Justus Liebigs Annalen der Chemie; vol. 421; (1920); p. 320, View in Reaxys; Tsukamoto; Journ. Pharm. Soc. of Japan; (1930); p.
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
20/69
2016-07-07 14:40:00
3, View in Reaxys; Patent; Pomeranz; DE122701, View in Reaxys; Grimaux; Ruotte; Bulletin de la Societe Chimique de France; vol. <2> 11; (1869); p. 465; Justus Liebigs Annalen der Chemie; vol. 152; (1869); p. 91, View in Reaxys; Power; Lees; Journal of the Chemical Society; vol. 85; (1904); p. 638, View in Reaxys; Miller; Archiv der Pharmazie (Weinheim, Germany); vol. 240; (1902); p. 377, View in Reaxys; Wagner; Bouschmakin; Chemische Berichte; vol. 24; (1891); p. 3489, View in Reaxys; Tiemann; Chemische Berichte; vol. 24; (1891); p. 2881, View in Reaxys; Poleck; Chemische Berichte; vol. 19; (1886); p. 1094; Chemische Berichte; vol. 22; (1889); p. 2862, View in Reaxys; Eijkman; Recueil des Travaux Chimiques des Pays-Bas; vol. 4; (1885); p. 39, View in Reaxys; Patent; Otto; Verley; DE97620; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 4; p. 1281, View in Reaxys; Harries; Adam; Chemische Berichte; vol. 49; (1916); p. 1029, View in Reaxys; Stohmann; Zeitschrift fuer Physikalische Chemie, Stoechiometrie und Verwandtschaftslehre; vol. 10; (1892); p. 415, View in Reaxys; Schimmel and Co.; Chem. Zentralbl.; vol. 73; nb. I; (1902); p. 1060, View in Reaxys; v. Rechenberg,C.; Einfache und fraktionierte Destillation, 2. Aufl. <Miltitz 1923>, S. 261, View in Reaxys; Flueckiger; Annalen der Physik (Weinheim, Germany); vol. 158; (1876); p. 248, View in Reaxys; Knoll,R.; Synthetische und isolierte Riechstoffe <Halle 1908>, S. 63, View in Reaxys; Semmler; Die aetherischen Oele, Bd. IV <Leipzig 1907>, S. 144ff, View in Reaxys; Goulding; Journal of the Chemical Society; vol. 83; (1903); p. 1099, View in Reaxys; Schimmel and Co.; Bericht vom September 1885, 7, View in Reaxys; Pilgrim; Chem. Zentralbl.; vol. 80; nb. I; (1909); p. 534, View in Reaxys; Power; Kleber; Chem. Zentralbl.; vol. 68; nb. II; (1897); p. 42, View in Reaxys; Saint-Evre; Annales de Chimie (Cachan, France); vol. <3> 12; (1844); p. 107; Justus Liebigs Annalen der Chemie; vol. 52; (1844); p. 397, View in Reaxys; Binder; Buchners Repertorium fuer die Pharmacie 11 <1821>, 346, View in Reaxys; Semmler; Bartelt; Chemische Berichte; vol. 41; (1908); p. 2752, View in Reaxys; Tiffeneau; Daufresne; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 144; (1907); p. 926; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 145; (1907); p. 629, View in Reaxys; Ciamician; Silber; Gazzetta Chimica Italiana; vol. 20; (1890); p. 571; Chemische Berichte; vol. 23; (1890); p. 1160, View in Reaxys; Angeli; Rimini; Gazzetta Chimica Italiana; vol. 25 II; (1895); p. 205, View in Reaxys; Anderlini; Gazzetta Chimica Italiana; vol. 23 I; (1893); p. 130, View in Reaxys; Paolini; Luzzi; Balbiano; Gazzetta Chimica Italiana; vol. 36 I; (1906); p. 273; Chemische Berichte; vol. 36; (1903); p. 3579, View in Reaxys; Balbiano; Paolini; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 11 II; (1902); p. 69; Chemische Berichte; vol. 35; (1902); p. 2998, View in Reaxys; Paolini; Luzzi; Balbiano; Gazzetta Chimica Italiana; vol. 36 I; (1906); p. 272; Chemische Berichte; vol. 36; (1903); p. 3579, View in Reaxys; Fourneau; Tiffeneau; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 141; (1905); p. 662; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 140; (1905); p. 1595, View in Reaxys; Prins; Chem. Zentralbl.; vol. 90; nb. III; (1919); p. 1001, View in Reaxys; Angeli; Alessandri; Pegna; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 19 I; (1910); p. 654, View in Reaxys; Abati; Gazzetta Chimica Italiana; vol. 40 II; (1910); p. 92, View in Reaxys; Luff; Perkin; Robinson; Journal of the Chemical Society; vol. 97; (1910); p. 1139, View in Reaxys; Crymble; Stewart; Wright; Glendinning; So.; vol. 99; p. 455, View in Reaxys; Schimmel and Co.; Chem. Zentralbl.; vol. 82; nb. I; (1911); p. 1837, View in Reaxys; Hargreaves; Journal of the Chemical Society; vol. 109; (1916); p. 751, View in Reaxys; Pickles; Journal of the Chemical Society; vol. 101; (1912); p. 1437, View in Reaxys; Scott; Journal of the Chemical Society; vol. 101; (1912); p. 1613, View in Reaxys; Schimmel and Co.; Chem. Zentralbl.; vol. 81; nb. I; (1910); p. 1719, View in Reaxys; Decker; Justus Liebigs Annalen der Chemie; vol. 395; (1913); p. 295, View in Reaxys; Brochet; Bauer; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 159; (1914); p. 191; Bulletin de la Societe Chimique de France; vol. <4> 17; (1915); p. 52, View in Reaxys; Kafuku; Acta Phytochimica; vol. 2; (1924); p. 117; Yakugaku Zasshi; nb. 521; (1925); p. 1; Chem. Zentralbl.; vol. 97; nb. I; (1926); p. 69, View in Reaxys; Spaeth; Quietensky; Chemische Berichte; vol. 60; (1927); p. 1887, View in Reaxys; Rosenmund; Kuhnhenn; Chemische Berichte; vol. 56; (1923); p. 1265, View in Reaxys; Kern; Shriner; Adams; Journal of the American Chemical Society; vol. 47; (1925); p. 1149, View in Reaxys; Lecat,M.; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 15,16; Ann. Soc. scient. Bruxelles; vol. 47 I; (1927); p. 154, View in Reaxys; Wagner; Riechstoffind.; (1926); p. 52; Chem. Zentralbl.; vol. 97; nb. II; (1926); p. 1209, View in Reaxys; Ramart-Lucas; Amagat; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 188; (1929); p. 638, View in Reaxys; Robinson; Zaki; Journal of the Chemical Society; (1927); p. 2489, View in Reaxys; Horiuchi; Nippon Kagaku Kaishi; vol. 47; p. 357; Chem. Zentralbl.; vol. 98; nb. II; (1927); p. 368, View in Reaxys; Hirao; J. Soc. chem. Ind. Japan Spl.; vol. 30; p. 24 B; Chem. Zentralbl.; vol. 100; nb. II; (1929); p. 2045, View in Reaxys; Kafuku; Yakugaku Zasshi; nb. 521; (1925); p. 1; Chem. Zentralbl.; vol. 97; nb. I; (1926); p. 69, View in Reaxys; Alessandri; Gazzetta Chimica Italiana; vol. 54; (1924); p. 449, View in Reaxys; Boeeseken; Elsen; Recueil des Travaux Chimiques des Pays-Bas; vol. 48; (1929); p. 367, View in Reaxys; Wagner; Chemiker-Zeitung, Chemische Apparatur; vol. 52; (1928); p. 379; Chem. Zentralbl.; vol. 99; nb. I; (1928); p. 3056, View in Reaxys; Patent; Riedel-de Haen; DE505404; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 17; p. 569,571, View in Reaxys; Patent; Riedel-de Haen; DE507796, View in Reaxys; Patent; Riedel,J. D.; Boedecker; GB285156, View in Reaxys; Patent; Riedel,J. D.; Boedecker; GB285551, View in Reaxys; Schmidt; Bartholome; Chemische Berichte; vol. 57; (1924); p. 2040, View in Reaxys; Waterman; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 1033, View in Reaxys; Lebedew; Platonow; Journal of the Chemical Society; (1930); p. 332,333; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 61; (1929); p. 2165,2166, View in Reaxys; Lebedew; Jakubtschik; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 60; (1928); p. 816,827; Chem. Zentralbl.; vol. 99; nb. II; (1928); p. 1315, View in Reaxys; Armstrong; Hilditch; Proceedings of the Royal Society of London, Series A: Mathematical, Physical and Engineering Sciences; vol. 98; (1921); p. 29; Chem. Zentralbl.; vol. 92; nb. I; (1921); p. 650, View in Reaxys; Sanderson; Jones; Journal of the Society of Chemical Industry, London; vol. 42; (1923); p. 1 T, View in Reaxys; Coblentz,W. W.; Investigations of infra-red-spectra <Washington 1905>, S. 81, 140, 164, 241, View in Reaxys; Ramart-Lucas; Amagat; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 188; (1929); p. 639, View in Reaxys; Perkin; Trikojus; Journal of the Chemical Society; (1927); p. 1665, View in Reaxys; Anonymus; Chem. Zentralbl.; vol. 91; nb. III; (1920); p. 597, View in Reaxys; Fester; Salgado;
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
21/69
2016-07-07 14:40:00
Angewandte Chemie; vol. 42; (1929); p. 988, View in Reaxys; Schimmel and Co.; Ber. Schimmel 1927, 61; C. 1927 II, 1518, View in Reaxys; Roure-Bertrand fils; Chem. Zentralbl.; vol. 93; nb. I; (1922); p. 360, View in Reaxys; Penfold; Perfumery and Essential Oil Record; vol. 13; p. 273; Chem. Zentralbl.; vol. 93; nb. IV; (1922); p. 673, View in Reaxys; Patent; Merck,E.; DE478844; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 16; p. 2907, View in Reaxys; Mosettig; Chemische Berichte; vol. 62; (1929); p. 1274, View in Reaxys; Nagai; J. Fac. Eng. Tokyo Univ.; vol. 13; p. 185; Chem. Zentralbl.; vol. 94; nb. III; (1923); p. 750, View in Reaxys; Quilico; Gazzetta Chimica Italiana; vol. 58; (1928); p. 322, View in Reaxys; Quilico; Freri; Gazzetta Chimica Italiana; vol. 59; (1929); p. 274,277, View in Reaxys; Waterman; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 47; (1928); p. 849 Anm. 3; 1033, View in Reaxys; Birch; Journal of the Chemical Society; (1947); p. 102,104, View in Reaxys; Briggs et al.; Analytical Chemistry; vol. 29; (1957); p. 904,905, View in Reaxys; Orcutt; Bogert; Roczniki Chemii; vol. 18; (1938); p. 732,735; Chem. Zentralbl.; vol. 110; nb. II; (1939); p. 2536, View in Reaxys; Naves; Ardizio; Bulletin de la Societe Chimique de France; (1957); p. 1053,1056, View in Reaxys; Sakakibara; Nippon Kagaku Zasshi; vol. 73; (1952); p. 235; Chem.Abstr.; (1953); p. 10511, View in Reaxys; Orcutt; Bogert; Journal of the American Chemical Society; vol. 58; (1936); p. 2055, View in Reaxys; Lieberman et al.; Journal of the American Chemical Society; vol. 69; (1947); p. 1540, View in Reaxys; Sugasawa et al.; Pharmaceutical Bulletin; vol. 1; (1953); p. 80,82, View in Reaxys; Lozac'h; Bulletin de la Societe Chimique de France; (1949); p. 840,844, View in Reaxys; Noguchi et al.; Yakugaku Zasshi; vol. 57; (1937); p. 769,773; dtsch. Ref. S. 187; Chem.Abstr.; (1938); p. 3360, View in Reaxys; Ichikawa; Nippon Kagaku Zasshi; vol. 71; (1950); p. 303; Chem.Abstr.; (1951); p. 6599, View in Reaxys; Patent; Resinous Prod. and Chem. Co.; US2411516; (1944), View in Reaxys; Terada; Nippon Kagaku Zasshi; 77 <1956< 1121, 1123; Chem.Abstr.; (1959); p. 5173, View in Reaxys; Tsukamoto; Yakugaku Zasshi; vol. 50; (1930); p. 7,16, dtsch. Ref. S. 2, 4; Chem.Abstr.; (1930); p. 1853, View in Reaxys; Terada; Nippon Kagaku Zasshi; vol. 77; (1956); p. 1121; Chem.Abstr.; (1959); p. 5173, View in Reaxys; Kuraoka; Sugawara; Nippon Kagaku Zasshi; vol. 79; (1958); p. 1161; Chem.Abstr.; (1960); p. 4479, View in Reaxys; Birch; Slaytor; Chemistry and Industry (London, United Kingdom); (1956); p. 1524, View in Reaxys; Spaeth et al.; Chemische Berichte; vol. 69; (1936); p. 378,382, View in Reaxys; Schoepf; Salzer; Justus Liebigs Annalen der Chemie; vol. 544; (1940); p. 1,20, View in Reaxys; Howell; Taylor; Journal of the Chemical Society; (1956); p. 4252,4254, View in Reaxys; Erdtman; Robinson; Journal of the Chemical Society; (1933); p. 1530, View in Reaxys; Patterson; Hibbert; Journal of the American Chemical Society; vol. 65; (1943); p. 1862,1864, View in Reaxys; Herzog; Hillmer; Chemische Berichte; vol. 64; (1931); p. 1288,1305, View in Reaxys; Noller; Kneeland; Journal of the American Chemical Society; vol. 68; (1946); p. 201, View in Reaxys; Matejka; Chemische Berichte; vol. 69; (1936); p. 274,277, View in Reaxys; Lecat,M.; Tables azeotropiques, 2. Aufl. <Bruessel 1949>, View in Reaxys; Lora Tamayo; Larraz; Anales de la Real Sociedad Espanola de Fisica y Quimica; vol. <B> 44; (1948); p. 223,228, View in Reaxys; Hickey; Journal of Organic Chemistry; vol. 13; (1948); p. 443,445, View in Reaxys; Kametani; Yakugaku Zasshi; vol. 72; (1952); p. 1090,1092; Chem.Abstr.; (1953); p. 10538, View in Reaxys; Wierzchowski; Roczniki Chemii; vol. 16; (1936); p. 451,454, 455; Chem. Zentralbl.; vol. 108; nb. I; (1937); p. 3136, View in Reaxys; Brauer; Ber. Schimmel; (1929); p. 151,156, View in Reaxys; Brauer; Ber. Schimmel; (1929); p. 151,160, View in Reaxys; Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre; vol. 167; (1934); p. 407,415, View in Reaxys; Chabeau; Bl. Acad. Med. Belgique; vol. <6> 3; (1938); p. 46,64, View in Reaxys; Morris; Phys. Rad.; vol. <2> 38; (1931); p. 141,143, View in Reaxys; Pauthenier; Bart; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 192; (1931); p. 352, View in Reaxys; Priester; Recueil des Travaux Chimiques des Pays-Bas; vol. 57; (1938); p. 811,813, View in Reaxys; Raoul; Jachan; Rev. Quim. ind.; vol. 19; (1950); p. 12,13, View in Reaxys; Chabeau; Bl. Acad. Med. Belgique; vol. <6> 3; (1938); p. 46,52, View in Reaxys; Foote; Journal of the American Pharmaceutical Association (1912-1977); vol. 27; (1938); p. 573, View in Reaxys; Fujita; Tamashita; Nippon Kagaku Kaishi; vol. 65; (1944); p. 385,388, 591; Chem.Abstr.; (1947); p. 3509, View in Reaxys; Fujita; Nippon Kagaku Kaishi; vol. 63; (1942); p. 58,62; Chem.Abstr.; (1947); p. 3509, View in Reaxys; Penfold; Journal and Proceedings of the Royal Society of New South Wales; vol. 62; (1928); p. 225,230, View in Reaxys; Kaku; Kondo; Yakugaku Zasshi; vol. 51; (1931); p. 8,16; dtsch. Ref. S. 3, 6; Chem.Abstr.; (1931); p. 1948, View in Reaxys; Guenther,E.; The Essential Oils, Bd. 2 <New York 1949> S. 526, View in Reaxys; Gildemeister,E.; Hoffmann,F.; Die aetherischen Oele, 4. Aufl., Bd. 3d <Berlin 1966> S. 449, View in Reaxys; Noguchi; Kawanami; Yakugaku Zasshi; vol. 57; (1937); p. 783,788; dtsch. Ref. S. 196, 199; Chem. Zentralbl.; vol. 108; nb. II; (1937); p. 4050, View in Reaxys; Stagno d'Alcontres; Gazzetta Chimica Italiana; vol. 82; (1952); p. 823,825, View in Reaxys; Kametani; Otsuki; Yakugaku Zasshi; vol. 73; (1953); p. 685; Chem.Abstr.; (1954); p. 8789, View in Reaxys; Kametani; Nikomiya; Yakugaku Zasshi; vol. 72; (1952); p. 1539; Chem.Abstr.; (1953); p. 10538, View in Reaxys; Kametani; Yakugaku Zasshi; vol. 73; (1953); p. 12,14; Chem.Abstr.; (1953); p. 10539, View in Reaxys; Pummerer; Fiesselmann; Justus Liebigs Annalen der Chemie; vol. 544; (1940); p. 206,230, View in Reaxys; Lora-Tamayo et al.; Bulletin de la Societe Chimique de France; (1958); p. 1331, View in Reaxys; Kametani et al.; Pharmaceutical Bulletin; vol. 3; (1955); p. 263,265; Chem.Abstr.; (1956); p. 11343, View in Reaxys; Sugasawa; Suzuta; Yakugaku Zasshi; vol. 71; (1951); p. 1159; Chem.Abstr.; (1952); p. 5049, View in Reaxys; Wagner; Chemische Berichte; vol. 21; (1888); p. 3351, View in Reaxys; Dunstan; Hilditch; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 18; (1912); p. 187,884, View in Reaxys; Fournier; Bulletin de la Societe Chimique de France; vol. <4>7; (1910); p. 25, View in Reaxys; Kaufmann; Chemische Berichte; vol. 59; (1926); p. 1391; Archiv der Pharmazie (Weinheim, Germany); (1925); p. 714, View in Reaxys; Nakatsuchi; Yamaguchi; Kogyo Kagaku Zasshi; vol. 60; (1957); p. 694; Chem.Abstr.; (1959); p. 10092, View in Reaxys; Grignard; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 151; (1910); p. 323, View in Reaxys; Power; Salway; Journal of the Chemical Society; vol. 91; (1907); p. 2045,2049, View in Reaxys; Prisn; Chem. Zentralbl.; vol. 91; nb. I; (1920); p. 424, View in Reaxys; Prins; Chem. Zentralbl.; vol. 89; nb. I; (1918); p. 168, View in Reaxys; Naito; Nippon Kagaku Kaishi; vol. 64; (1943); p. 1125; Chem.Abstr.; (1947); p. 3776, View in Reaxys; Prill; Hartzell; Arthur; Contributions from Boyce Thompson Institute; vol. 14; (1946); p. 130; Chem.Abstr.; (1946); p. 4839, View in Reaxys; Coffman et al.; Journal of the American Chemical Society; vol. 71; (1949); p. 490,492, View in Reaxys; Tardy; Bulletin de la
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
22/69
2016-07-07 14:40:00
Societe Chimique de France; vol. <3> 27; (1902); p. 995, View in Reaxys; Cotton; Mouton; Annales de Chimie (Cachan, France); vol. <8> 28; (1913); p. 215, View in Reaxys; Ipatjew; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 45; (1913); p. 1830; Chemische Berichte; vol. 46; (1913); p. 3590, View in Reaxys; Albright; Journal of the American Chemical Society; vol. 36; (1914); p. 2197, View in Reaxys; Adams; Cohen; Rees; Journal of the American Chemical Society; vol. 49; (1927); p. 1095, View in Reaxys; Brauer bei v. Rechenberg; Journal fuer Praktische Chemie (Leipzig); vol. <2> 101; (1921); p. 118, View in Reaxys; Read; Reid; Journal of the Chemical Society; (1928); p. 1489, View in Reaxys; Meerwein; Journal fuer Praktische Chemie (Leipzig); vol. <2> 113; (1926); p. 11,25, View in Reaxys; Kimura; Bulletin of the Chemical Society of Japan; vol. 10; (1935); p. 330,333, View in Reaxys; Briner; Ryffel; de Nemitz; Helvetica Chimica Acta; vol. 21; (1938); p. 357,362, View in Reaxys; Ramart-Lucas; Amagat; Bulletin de la Societe Chimique de France; vol. <4> 51; (1932); p. 108,117, View in Reaxys; Gauthier; Annales de Chimie (Cachan, France); vol. <11> 20; (1945); p. 581,608; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 217; (1943); p. 28, View in Reaxys; Bruckner; v. Fodor; Chemische Berichte; vol. 76; (1943); p. 466,473, View in Reaxys; Patent; Stockelbach; US1792716; (1927), View in Reaxys; Patent; Stockelbach; US1792717; (1927), View in Reaxys; Patent; Boedecker; US1812132; (1926), View in Reaxys; Patent; Riedel-de Haen; DE505404; (1925); Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 17; p. 569,18 571, View in Reaxys; Patent; Riedel-de Haen; DE539880; (1925), View in Reaxys; Patent; Riedel-de Haen; DE562007; (1927); Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 19; p. 754, View in Reaxys; Patent; Riedel-de Haen; DE505404; (1925); Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 17; p. 569,18 3083, View in Reaxys; Patent; Riedel-de Haen; DE555407; (1926), View in Reaxys; Ono; Imoto; Bulletin of the Chemical Society of Japan; vol. 10; (1935); p. 323,327, 328, View in Reaxys; Hirao; Nippon Kagaku Kaishi; vol. 52; (1931); p. 583, View in Reaxys; Hirao; Nippon Kagaku Kaishi; vol. 52; (1931); p. 142,145, 269; Chem.Abstr.; (1932); p. 1594,5062, View in Reaxys; Hirao; Nippon Kagaku Kaishi; vol. 51; (1930); p. 579,583; Chem.Abstr.; (1931); p. 5156, View in Reaxys; Takahashi; Senda; Acta Sch. med. Univ. Kioto; vol. 27; (1949); p. 34,41, View in Reaxys; Dupont; Dulou; Bulletin de la Societe Chimique de France; vol. <5> 3; (1936); p. 1639,1659, View in Reaxys; Hirao; Nippon Kagaku Kaishi; vol. 52; (1931); p. 519,523; Chem.Abstr.; (1932); p. 5085, View in Reaxys; Gassmann; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 124; (1897); p. 38, View in Reaxys; Susz; Perrottet; Briner; Helvetica Chimica Acta; vol. 19; (1936); p. 548,554,556, View in Reaxys; Kametani et al.; Yakugaku Zasshi; vol. 83; (1963); p. 174,176; Chem.Abstr.; vol. 59; nb. 6365; (1963), View in Reaxys; Brown; Journal of Organic Chemistry; vol. 35; (1970); p. 1900, View in Reaxys; Fester et al.; Revista de la Facultad de Ingenieria Quimica (Universidad Nacional del Litoral); vol. 28; (1959); p. 9; Chem.Abstr.; vol. 55; nb. 10809; (1961), View in Reaxys; Okuda; Chemical and Pharmaceutical Bulletin; vol. 10; (1962); p. 96, View in Reaxys; Feugeas; Bulletin de la Societe Chimique de France; (1964); p. 1892, View in Reaxys; Bochwic; Kapuscinski; Roczniki Chemii; vol. 39; (1965); p. 1251,1255; Chem.Abstr.; vol. 64; nb. 12656, View in Reaxys; Dallacker et al.; Monatshefte fuer Chemie; vol. 91; (1960); p. 1089,1096, View in Reaxys; Voronkov; Lapina; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol. 2; (1966); p. 390,391; Khimiya Geterotsiklicheskikh Soedinenii; vol. 2; (1966); p. 522, View in Reaxys; Balduin; Brown; Canadian Journal of Chemistry; vol. 43; (1965); p. 2621, View in Reaxys; Della; Jefferies; Australian Journal of Chemistry; vol. 14; (1961); p. 663, View in Reaxys; Stahl; Trennheuser; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 293; (1960); p. 826,831, View in Reaxys; Noguchi; Kitajima; Nippon Rin Gakkaishi; vol. 41; (1959); p. 488,489-494; Chem.Abstr.; nb. 25075; (1960), View in Reaxys; Bejnarowicz; Kirch; Journal of Pharmaceutical Sciences; vol. 52; (1963); p. 988, View in Reaxys; Fujita; Yamashita; Bulletin of the Chemical Society of Japan; vol. 46; (1973); p. 3553, View in Reaxys; Ramaiah; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 71,74, View in Reaxys; Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 200,202, View in Reaxys; Baranova et al.; J. Appl. Chem. USSR (Engl. Transl.); vol. 47; (1974); p. 2751,2840,2841, View in Reaxys; Otsuki; Irino; Chemical and Pharmaceutical Bulletin; vol. 23; (1975); p. 482,483,484,486, View in Reaxys; Fujita; Fujita; Chemical and Pharmaceutical Bulletin; vol. 20; (1972); p. 2251, View in Reaxys; Femino et al.; Steroids; vol. 23; (1974); p. 869,876, View in Reaxys; Takegami et al.; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 1279,1281, 1282, View in Reaxys; ?orjaschtschew, Woronin; J. Anal. Chem. USSR (Engl. Transl.); vol. 18; (1963); p. 401,351, View in Reaxys; Kuraoka; Nippon Kagaku Zasshi; vol. 82; (1961); p. 50, View in Reaxys; Takegami et al.; Bulletin of the Chemical Society of Japan; vol. 40; (1967); p. 1930,1931, View in Reaxys; Messerschmidt; Arzneimittel-Forschung; vol. 18; nb. 12; (1968); p. 1618 - 1618, View in Reaxys; Koul; Nigam; Riechstoffe und Aromen; vol. 17; (1967); p. 269,270, View in Reaxys; Narasimha; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 231,236, View in Reaxys; Mulvey; Waters; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1978); p. 1059, View in Reaxys; Nigam; Ramaiah; Riechstoffe und Aromen; vol. 22; (1972); p. 378,388, View in Reaxys; Hoerhammer et al.; Journal of Pharmaceutical Sciences; vol. 53; (1964); p. 1033; Chem.Abstr.; nb. 305; (1962), View in Reaxys; Susa; Bluhm; Journal of Organic Chemistry; vol. 25; (1960); p. 108,110, View in Reaxys; Fujita et al.; Yakugaku Zasshi; vol. 90; (1970); p. 1367,1371; Chem.Abstr.; vol. 74; nb. 34553; (1971), View in Reaxys; Leprince et al.; Bulletin de la Societe Chimique de France; (1976); p. 367,369, View in Reaxys; Biniecki; Krajewski; Acta Poloniae Pharmaceutica; vol. 17; (1960); p. 421,422, 423; Chem.Abstr.; vol. 55; nb. 14350; (1961), View in Reaxys; Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 155,156,158, View in Reaxys; Freidlin et al.; Neftekhimiya; vol. 13; (1973); p. 635,182, View in Reaxys; Furukawa; Nippon Kagaku Zasshi; vol. 80; (1959); p. 387,388, 389; Chem.Abstr.; nb. 13938; (1960), View in Reaxys; Radhakrishna, A.S.; Suri, S.K.; Rao, K.R.K.Prasad; Sivaprakash, K.; Singh, B.B.; Synthetic Communications; vol. 20; nb. 3; (1990); p. 345 - 348, View in Reaxys; Barba, Isidoro; Chinchilla, Rafael; Gomez, Cecilia; Journal of Organic Chemistry; vol. 55; nb. 10; (1990); p. 3270 - 3272, View in Reaxys; Baraldi; Chiarini; Leoni; Manfredini; Simoni; Zanirato; Journal of Heterocyclic Chemistry; vol. 27; nb. 3; (1990); p. 557 - 561, View in Reaxys; Hara, Shoji; Kishimura, Kotaro; Suzuki, Akira; Dhillon, Ranjit S.; Journal of Organic Chemistry; vol. 55; nb. 26; (1990); p. 6356 6360, View in Reaxys; Tsuji, Jiro; Sato, Koji; Nagashima, Hideo; Tetrahedron Letters; vol. 23; nb. 8; (1982); p. 893 - 896, View in Reaxys; Kabalka, George W.; Shoup, Timothy M.; Goudgaon, Naganna; Tetrahedron Letters; vol. 30; nb. 12; (1989); p. 1483 - 1486, View in Reaxys; Madurro, Joao Marcos; Chiericato, Glaico Jr.; Giovani,
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
23/69
2016-07-07 14:40:00
Wagner F.De; Romero, Jose Ricardo; Tetrahedron Letters; vol. 29; nb. 7; (1988); p. 765 - 768, View in Reaxys; Zoran, Amikam; Sasson, Yoel; Blum, Jochanan; Journal of Organic Chemistry; vol. 46; nb. 2; (1981); p. 255 260, View in Reaxys; Bussas, Reinhard; Kresze, Guenter; Liebigs Annalen der Chemie; nb. 4; (1980); p. 629 649, View in Reaxys; Kresze, Guenter; Bussas, Reinhard; Liebigs Annalen der Chemie; nb. 6; (1980); p. 843 857, View in Reaxys; Smidrkal, Jan; Collection of Czechoslovak Chemical Communications; vol. 49; nb. 6; (1984); p. 1412 - 1420, View in Reaxys; Raasch, Maynard S.; Journal of Organic Chemistry; vol. 45; nb. 5; (1980); p. 856 867, View in Reaxys; Kabalka, George W.; Gooch, Eugene E.; Journal of Organic Chemistry; vol. 46; nb. 12; (1981); p. 2582 - 2584, View in Reaxys; Kabalka, George W.; Shoup, Timothy M.; Goudgaon, Naganna M.; Journal of Organic Chemistry; vol. 54; nb. 25; (1989); p. 5930 - 5933, View in Reaxys; Wilson, Stephen R.; Shedrinsky, Alexander; Journal of Organic Chemistry; vol. 47; nb. 10; (1982); p. 1983 - 1984, View in Reaxys; Pan, Hsi-Lung; Cole, Carol-Ann; Fletcher, T. Lloyd; Synthesis; nb. 10; (1980); p. 813 - 814, View in Reaxys; Kulkarni, Surendra U.; Lee, Hsiupu D.; Brown, Herbert C.; Synthesis; nb. 3; (1982); p. 193 - 195, View in Reaxys; Brown, Herbert C.; Lee, Hsiupu D.; Kulkarni, Surendra U.; Synthesis; nb. 3; (1982); p. 195 - 197, View in Reaxys; Brown, Herbert C.; Kulkarni, Surendra U.; Rao, C. Gundu; Synthesis; nb. 2; (1980); p. 151 - 153, View in Reaxys; Kabalka, George W.; Sastry, Kunda A. R.; Hsu, Henry C.; Hylarides, Mark D.; Journal of Organic Chemistry; vol. 46; nb. 15; (1981); p. 3113 - 3115, View in Reaxys; Kabalka, George W.; Gooch, Eugene E.; Journal of Organic Chemistry; vol. 45; nb. 18; (1980); p. 3578 - 3580, View in Reaxys; Kabalka, George W.; McCollum Gary W.; Kunda, Sastry A.; Journal of Organic Chemistry; vol. 49; (1984); p. 1656 - 1658, View in Reaxys; Napolitano, Elio; Morsani, Massimo; Fiaschi, Rita; Gazzetta Chimica Italiana; vol. 121; nb. 5; (1991); p. 249 - 255, View in Reaxys; Horino, Hiroshi; Asao, Toyonobu; Inoue, Naoto; Bulletin of the Chemical Society of Japan; vol. 64; nb. 1; (1991); p. 183 190, View in Reaxys; Radhakrishna; Sivaprakash; Singh; Synthetic Communications; vol. 21; nb. 15-16; (1991); p. 1625 - 1629, View in Reaxys; Tsuji, Jiro; Sato, Koji; Nagashima, Hideo; Tetrahedron; vol. 41; nb. 2; (1985); p. 393 - 398, View in Reaxys; Sanchez, I. H.; Mendoza, M. T.; Aguilar, M. A.; Martell, A. E.; Gonzalez, M. E.; Lemini, C.; Chemistry Letters; (1980); p. 1501 - 1502, View in Reaxys; Niwa, Masatake; Noda, Hitoshi; Kobayashi, Hiroki; Yamamura, Shosuke; Chemistry Letters; (1980); p. 85 - 88, View in Reaxys; Tsuji, Jiro; Sato, Koji; Nagashima, Hideo; Tetrahedron; vol. 41; nb. 21; (1985); p. 5003 - 5006, View in Reaxys; Brown, Herbert C.; Kulkarni, Surendra U.; Rao, C. Gundu; Patil, Vemanna D.; Tetrahedron; vol. 42; nb. 20; (1986); p. 5515 - 5522, View in Reaxys; Corrie, John E.T.; Kirby, Gordon W.; Mackinnon, John W.M.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1985); p. 883 - 886, View in Reaxys; Lurik, B. B.; Volkov, Yu. P.; Journal of Organic Chemistry USSR (English Translation); (1986); p. 338 - 341; Zhurnal Organicheskoi Khimii; vol. 22; nb. 2; (1986); p. 384 - 387, View in Reaxys; Hassner, Alfred; Rai, K. M. Lokanatha; Synthesis; nb. 1; (1989); p. 57 - 59, View in Reaxys; Kabalka, George W.; Sastry, Kunda A. R.; McCollum, Gary W.; Yoshioka, Hiroaki; Journal of Organic Chemistry; vol. 46; nb. 21; (1981); p. 4296 - 4298, View in Reaxys; Dhillon, Ranjit S.; Nayyar, Kaushal; Singh, Jasvinder; Tetrahedron Letters; vol. 33; nb. 40; (1992); p. 6015 - 6016, View in Reaxys; Tsuda; Hosoi; Ohshima; et al.; Chemical and Pharmaceutical Bulletin; vol. 33; nb. 8; (1985); p. 3574 - 3577, View in Reaxys; Yakushijin, Kenichi; Tohshima, Tomoko; Suzuki, Rika; Murata, Hiroyuki; Lu, Sheng-Ten; Furukawa, Hiroshi; Chemical & Pharmaceutical Bulletin; vol. 31; nb. 8; (1983); p. 2879 - 2883, View in Reaxys; yakushijin k.; tohshima t.; kitagawa e.; et al.; Chemical and Pharmaceutical Bulletin; vol. 32; nb. 1; (1984); p. 11 - 22, View in Reaxys; Brown, Herbert C.; Basavaiah, D.; Kulkarni, Surendra U.; Lee, Hsiupu D.; Negishi, Ei-ichi; Katz, Jean-Jacques; Journal of Organic Chemistry; vol. 51; nb. 26; (1986); p. 5270 - 5276, View in Reaxys; Venturello, Carlo; D'Aloiso, Rino; Journal of Organic Chemistry; vol. 53; nb. 7; (1988); p. 1553 1557, View in Reaxys; An; D'Aloisio; Venturello; Synthesis; nb. 12; (1992); p. 1229 - 1231, View in Reaxys; Lange, G.; Schultze, W.; Organic Mass Spectrometry; vol. 27; nb. 4; (1992); p. 481 - 488, View in Reaxys; Barreiro; Lima; Journal of Pharmaceutical Sciences; vol. 81; nb. 12; (1992); p. 1219 - 1222, View in Reaxys; Imakura; Okimoto; Konishi; Hisazumi; Yamazaki; Kobayashi; Yamashita; Chemical and Pharmaceutical Bulletin; vol. 40; nb. 7; (1992); p. 1691 - 1696, View in Reaxys; Wu, Tian-Shung; Huang, Shiow-Chyn; Lai, Jeng-Shiow; Teng, Che-Ming; Ko, Feng-Nien; Kuoh, Chang-Sheng; Phytochemistry (Elsevier); vol. 32; nb. 2; (1993); p. 449 - 452, View in Reaxys; Hattori; Hada; Watahiki; Ihara; Shu; Kakiuchi; Mizuno; Namba; Chemical and Pharmaceutical Bulletin; vol. 34; nb. 9; (1986); p. 3885 - 3893, View in Reaxys; Kabalka, George W.; Goudgaon, Naganna M.; Liang, Yanhong; Synthetic Communications; vol. 18; nb. 12; (1988); p. 1363 - 1370, View in Reaxys; Thach; Hanh; Hiep; Radhakrishna; Singh; Loupy; Synthetic Communications; vol. 23; nb. 10; (1993); p. 1379 - 1384, View in Reaxys; Vedejs, E.; Duncan, S. M.; Haight, A. R.; Journal of Organic Chemistry; vol. 58; nb. 11; (1993); p. 3046 - 3050, View in Reaxys; Boeckman, Robert K.; Goldstein, Steven W.; Walters, Michael A.; Journal of the American Chemical Society; vol. 110; nb. 24; (1988); p. 8250 - 8252, View in Reaxys; Kabalka, George W.; Sastry, K. A. R.; Sastry, K. Usha; Synthetic Communications; vol. 12; nb. 2; (1982); p. 101 - 106, View in Reaxys; Takano, Seiichi; Akiyama, Masashi; Ogasawara, Kunio; Heterocycles; vol. 20; nb. 11; (1983); p. 2237 - 2238, View in Reaxys; Schreiber-Deturmeny; Pauli; Pastor; Journal of Pharmaceutical Sciences; vol. 82; nb. 8; (1993); p. 813 - 816, View in Reaxys; Sierra, Jorge R.; Lopez, Jose T.; Cortes, Manuel J.; Phytochemistry (Elsevier); vol. 25; nb. 1; (1986); p. 253 - 254, View in Reaxys; Barreiro, Eliazer J.; Costa, Paulo R. R.; Coelho, Fernando A. S.; Farias, Florence M. C. de; Journal of Chemical Research, Miniprint; nb. 7; (1985); p. 2301 - 2332, View in Reaxys; Kabalka, George W.; Delgado, Mark C.; Sastry, Usha; Sastry, Kunda A. R.; Journal of the Chemical Society, Chemical Communications; nb. 21; (1982); p. 1273 - 1274, View in Reaxys; Kurita; Koike; Agricultural and Biological Chemistry; vol. 46; nb. 1; (1982); p. 159 - 165, View in Reaxys; Kurita; Miyaji; Kurane; Takahara; Agricultural and Biological Chemistry; vol. 45; nb. 4; (1981); p. 945 - 952, View in Reaxys; Tomar; Saxena; Agricultural and Biological Chemistry; vol. 50; nb. 8; (1986); p. 2115 - 2116, View in Reaxys; Nair, Muraleedharan G.; Sommerville, John; Burke, Basil A.; Phytochemistry (Elsevier); vol. 28; nb. 2; (1989); p. 654 - 655, View in Reaxys; Villemin, Didier; Sauvaget, Frederique; Hajek, Milan; Tetrahedron Letters; vol. 35; nb. 21; (1994); p. 3537 - 3538, View in Reaxys; Honda, Toshio; Kimura, Nobuaki; Sato, Shigeki; Kato, Daishiro; Tominaga, Hideo; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 8; (1994); p. 1043 - 1046, View in Reaxys; Inokuchi, Tsutomu; Ping, Liu; Hamaue, Fumihiro; Izawa, Miyoko; Torii, Sigeru;
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
24/69
2016-07-07 14:40:00
Chemistry Letters; nb. 1; (1994); p. 121 - 124, View in Reaxys; Satyanarayana, N.; Periasamy, M.; Journal of Organometallic Chemistry; vol. 319; (1987); p. 113 - 118, View in Reaxys; Rao, S. Achyutha; Periasamy, M.; Journal of Organometallic Chemistry; vol. 342; (1988); p. 15 - 20, View in Reaxys; Narisada, Masayuki; Horibe, Isao; Watanabe, Fumihiko; Takeda, Ken'ichi; Journal of Organic Chemistry; vol. 54; nb. 22; (1989); p. 5308 - 5313, View in Reaxys; Kremer, Kenneth A. M.; Helquist, Paul; Journal of Organometallic Chemistry; vol. 285; (1985); p. 231 - 252, View in Reaxys; Barreiro, Eliezer J.; Costa, Paulo R. R.; Barros, Perola Regina V. R.; Queiroz, Waldemir M.; Journal of Chemical Research, Miniprint; nb. 4; (1982); p. 1142 - 1165, View in Reaxys; Gooch, E. E.; Kabalka, G. W.; Synthetic Communications; vol. 11; nb. 7; (1981); p. 521 - 526, View in Reaxys; Joseph; Dixon; Journal of Pharmacy and Pharmacology; vol. 36; nb. 10; (1984); p. 711 - 712, View in Reaxys; Yan, Bao-Zhen; Zhang, Zhao-Guo; Yuan, Han-Cheng; Wang, Long-Cheng; Xu, Jian-Hua; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 12; (1994); p. 2545 - 2550, View in Reaxys; Reddy, Malladi Rama; Periasamy, Mariappan; Journal of Organometallic Chemistry; vol. 491; nb. 1-2; (1995); p. 263 266, View in Reaxys; Batiste-Alentorn, M.; Xamena, N.; Creus, A.; Marcos, R.; Experientia; vol. 51; nb. 1; (1995); p. 73 - 76, View in Reaxys; Liu, Lilian Kao; Lin, Ching-Shan; Journal of the Chinese Chemical Society; vol. 43; nb. 1; (1996); p. 61 - 66, View in Reaxys; Tsuda, Yoshisuke; Ohshima, Takeshi; Hosoi, Shinzo; Kaneuchi, Satomi; Kiuchi, Fumiyuki; Toda, Jun; Sano, Takehiro; Chemical and Pharmaceutical Bulletin; vol. 44; nb. 3; (1996); p. 500 - 508, View in Reaxys; De Oliveira, Eduardo R.; Dumas, Francoise; D'Angelo, Jean; Tetrahedron Letters; vol. 38; nb. 21; (1997); p. 3723 - 3726, View in Reaxys; Sy, Lai-King; Saunders, Richard M. K.; Brown, Geoffrey D.; Phytochemistry; vol. 44; nb. 6; (1997); p. 1099 - 1108, View in Reaxys; Kad, Goverdhan L.; Arora, Ajay K.; Singh, Sukhwinder; Singh, Jasvinder; Collection of Czechoslovak Chemical Communications; vol. 60; nb. 6; (1995); p. 1050 - 1053, View in Reaxys; Rai, K.M. Lokanatha; Linganna; Synthetic Communications; vol. 27; nb. 21; (1997); p. 3737 - 3744, View in Reaxys; Parmar, Virinder S.; Jain, Subhash C.; Bisht, Kirpal S.; Jain, Rajni; Taneja, Poonam; Jha, Amitabh; Tyagi, Om D.; Prasad, Ashok K.; Wengel, Jesper; Olsen, Carl E.; Boll, Per M.; Phytochemistry; vol. 46; nb. 4; (1997); p. 597 - 673, View in Reaxys; Silva, Maria Joselice E.; Alves, Antonio Jose; Do Nascimento, Silene C.; Farmaco; vol. 53; nb. 3; (1998); p. 241 - 243, View in Reaxys; Giger, Thomas; Wigger, Maria; Audetat, Stephan; Benner, Steven A.; Synlett; nb. 6; (1998); p. 688 - 691, View in Reaxys; Cave, Christian; Valancogne, Ingrid; Casas, Ramon; D'Angelo, Jean; Tetrahedron Letters; vol. 39; nb. 20; (1998); p. 3133 3136, View in Reaxys; Mohan, H. Rama; Rao, A. S.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 37; nb. 1; (1998); p. 78 - 79, View in Reaxys; Parmar, Virinder S.; Jain, Subhash C.; Gupta, Sangita; Talwar, Sangeeta; Rajwanshi, Vivek K.; Kumar, Rajesh; Azim, Abul; Malhotra, Sanjay; Kumar, Naresh; Jain, Rajni; Sharma, Nawal K.; Tyagi, Om D.; Lawrie, Stephen J.; Errington, William; Howarth, Oliwer W.; Olsen, Carl E.; Singh, Sanjay K.; Wengel, Jesper; Phytochemistry; vol. 49; nb. 4; (1998); p. 1069 - 1078, View in Reaxys; Sugimoto; Goto; Akao; Kiuchi; Kondo; Tsuda; Biological and Pharmaceutical Bulletin; vol. 18; nb. 4; (1995); p. 605 - 609, View in Reaxys; Qato; Guenthner; Toxicology Letters; vol. 75; nb. 1-3; (1995); p. 201 - 207, View in Reaxys; Galli, Alvaro; Schiestl, Robert H.; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 419; nb. 1-3; (1998); p. 53 - 68, View in Reaxys; Fritzenschaf, H.; Kohlpoth, M.; Rusche, B.; Schiffmann, D.; Mutation Research; vol. 319; nb. 1; (1993); p. 47 - 54, View in Reaxys; Uno; Takasawa; Miyagawa; Inoue; Murata; Yoshikawa; Mutation Research - Genetic Toxicology; vol. 320; nb. 3; (1994); p. 189 - 205, View in Reaxys; Carls; Schiestl; Mutation Research - Genetic Toxicology; vol. 320; nb. 4; (1994); p. 293 - 303, View in Reaxys; De Araujo Jr., Joao X.; Barreiro, Eliezer J.; Parente, Jose P.; Fraga, Carlos A. M.; Synthetic Communications; vol. 29; nb. 2; (1999); p. 263 - 273, View in Reaxys; Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys; Takasaki, Midori; Konoshima, Takao; Yasuda, Ichiro; Hamano, Tomoko; Tokuda, Harukuni; Biological and Pharmaceutical Bulletin; vol. 20; nb. 7; (1997); p. 776 - 780, View in Reaxys; Rudenko; Pragst; Russian Journal of Organic Chemistry; vol. 34; nb. 11; (1998); p. 1589 - 1626, View in Reaxys; Galli, Alvaro; Schiestl, Robert H.; Mutation Research - Genetic Toxicology; vol. 370; nb. 3-4; (1996); p. 209 - 221, View in Reaxys; Tayama, Sumiko; Mutation Research - Genetic Toxicology; vol. 368; nb. 3-4; (1996); p. 249 - 260, View in Reaxys; Oberly; Hoffman; Garriott; Mutation Research - Genetic Toxicology; vol. 369; nb. 3-4; (1996); p. 221 - 232, View in Reaxys; Rai, K. M. Lokanatha; Linganna, N.; Hassner, Alfred; Anjanamurthy, C.; Organic Preparations and Procedures International; vol. 24; nb. 1; (1992); p. 91 - 94, View in Reaxys; Batiste-Alentorn; Xamena; Creus; Marcos; Environmental and Molecular Mutagenesis; vol. 24; nb. 2; (1994); p. 143 - 147, View in Reaxys; Zacchino, Susana A.; Lopez, Silvia N.; Pezzenati, German D.; Furlan, Ricardo L.; Santecchia, Carina B.; Munoz, Lorena; Giannini, Fernando A.; Rodriguez, Ana M.; Enriz, Ricardo D.; Journal of Natural Products; vol. 62; nb. 10; (1999); p. 1353 - 1357, View in Reaxys; Platonov; Proskuryakov; Antonio, Teka Zheremiash; Ryl'tsova; Platonova; Shvykin; Russian Journal of Applied Chemistry; vol. 72; nb. 2; (1999); p. 316 - 326, View in Reaxys; Kevekordes, Sebastian; Mersch-Sundermann, Volker; Burghaus, Christian M.; Spielberger, Jan; Schmeiser, Heinz H.; Arlt, Volker M.; Dunkelberg, Hartmut; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 445; nb. 1; (1999); p. 81 - 91, View in Reaxys; Nesslany, Fabrice; Marzin, Daniel; Mutagenesis; vol. 14; nb. 4; (1999); p. 403 - 410, View in Reaxys; Liu; Chen; Chi; Food and Chemical Toxicology; vol. 37; nb. 7; (1999); p. 697 - 702, View in Reaxys; Brooks, Paige R.; Wirtz, Michael C.; Vetelino, Michael G.; Rescek, Diane M.; Woodworth, Graeme F.; Morgan, Bradley P.; Coe, Jotham W.; Journal of Organic Chemistry; vol. 64; nb. 26; (1999); p. 9719 - 9721, View in Reaxys; Watanabe, Kazuko; Sasaki, Toshiaki; Kawakami, Kumiko; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 416; nb. 3; (1998); p. 169 - 181, View in Reaxys; Lima, Patricia C.; Lima, Lidia M.; Da Silva, Kelli Cristine M.; Leda, Paulo Henrique O.; De Miranda, Ana Luisa P.; Fraga, Carlos A. M.; Barreiro, Eliezer J.; European Journal of Medicinal Chemistry; vol. 35; nb. 2; (2000); p. 187 - 203, View in Reaxys; Trost, Barry M.; Machacek, Michelle; Schnaderbeck, Matthew J.; Organic Letters; vol. 2; nb. 12; (2000); p. 1761 - 1764, View in Reaxys; Uhl, Maria; Helma, Christoph; Knasmueller, Siegfried; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 468; nb. 2; (2000); p. 213 - 225, View in Reaxys; Lee, Mei-Sie; Chemical Research in Toxicology; vol. 9; nb. 7; (1996); p. 1072 - 1078, View in Reaxys; Dauban, Philippe; Ferry, Sandrine; Faure, Helene; Ruat, Martial; Dodd, Robert H.; Bioorganic and Medicinal Chemistry Letters; vol. 10; nb. 17; (2000); p. 2001 - 2004,
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
25/69
2016-07-07 14:40:00
View in Reaxys; Daimon, Hirohiko; Sawada, Shigeki; Asakura, Shoji; Sagami, Fumio; Teratogenesis Carcinogenesis and Mutagenesis; vol. 17; nb. 1; (1997); p. 7 - 18, View in Reaxys; Pap, Laszlo; Arvai, Geza; Bertok, Bela; Ribai, Zsuzsanna Kuruczne; Bakonyvari, Ildiko; Pest Management Science; vol. 57; nb. 2; (2001); p. 186 190, View in Reaxys; Ajay Kumar; Lokanatha Rai; Umesha; Tetrahedron; vol. 57; nb. 32; (2001); p. 6993 - 6996, View in Reaxys; Gardner, Iain; Bergin, Pauline; Stening, Peter; Kenna, J. Gerald; Caldwell, John; Chemical Research in Toxicology; vol. 9; nb. 4; (1996); p. 713 - 721, View in Reaxys; Da Silva, Kezia Peixoto; De Souza, Ivone A.; De Faria, Antonio Rodolfo; Brondani, Dalci Jose; Leite, Ana Cristina Lima; Heterocyclic Communications; vol. 7; nb. 5; (2001); p. 445 - 448, View in Reaxys; Kaur, Navdeep; Dhillon, Ranjit S.; Indian Journal of Chemistry Section B Organic and Medicinal Chemistry; vol. 40; nb. 4; (2001); p. 327 - 328, View in Reaxys; Dhillon, Ranjit S.; Kaur, Avinder Pal; Kaur, Gurpreet; Journal of the Indian Chemical Society; vol. 77; nb. 9; (2000); p. 453 - 454, View in Reaxys; Johnson; Bolton; Van Breemen; Chemical Research in Toxicology; vol. 14; nb. 11; (2001); p. 1546 - 1551, View in Reaxys; Zappala, Maria; Grasso, Silvana; Micale, Nicola; Polimeni, Santina; De Micheli, Carlo; Synthetic Communications; vol. 32; nb. 4; (2002); p. 527 - 533, View in Reaxys; Trost; Pinkerton; Toste; Sperrle; Journal of the American Chemical Society; vol. 123; nb. 50; (2001); p. 12504 - 12509, View in Reaxys; Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys; Leite, Ana Cristina Lima; Da Silva, Kezia Peixoto; Brondani, Dalci Jose; Heterocyclic Communications; vol. 7; nb. 6; (2001); p. 555 - 558, View in Reaxys; Vishu Kumar; Dhananjaya; Rangappa; Synthetic Communications; vol. 32; nb. 12; (2002); p. 1887 - 1890, View in Reaxys; Chang; Ko; Lin; Hsieh; Archives of Environmental Contamination and Toxicology; vol. 43; nb. 4; (2002); p. 432 437, View in Reaxys; Tsukada, Naofumi; Yagura, Yasushige; Sato, Tetsuo; Inoue, Yoshio; Synlett; nb. 10; (2003); p. 1431 - 1434, View in Reaxys; Vishu Kumar; Mantelingu; Basappa; Rangappa; Heterocyclic Communications; vol. 9; nb. 2; (2003); p. 161 - 164, View in Reaxys; Datta, Swarup; Chang, Chia-Lung; Yeh, Kuo-Liang; Liu, Rai-Shung; Journal of the American Chemical Society; vol. 125; nb. 31; (2003); p. 9294 - 9295, View in Reaxys; Yuasa, Yoshifumi; Shibuya, Shiroshi; Yuasa, Yoko; Synthetic Communications; vol. 33; nb. 22; (2003); p. 3947 - 3952, View in Reaxys; Kennedy-Smith, Joshua J.; Young, Lauren A.; Toste, F. Dean; Organic Letters; vol. 6; nb. 8; (2004); p. 1325 - 1327, View in Reaxys; Janin, Yves L.; Decaudin, Didier; Monneret, Claude; Poupon, Marie-France; Tetrahedron; vol. 60; nb. 25; (2004); p. 5481 - 5485, View in Reaxys; Daimon, Hirohiko; Sawada, Shigeki; Asakura, Shoji; Sagami, Fumio; Teratogenesis Carcinogenesis and Mutagenesis; vol. 17; nb. 6; (1997); p. 327 - 337, View in Reaxys; Chen, Yu-Chang; Chen, Jih-Jung; Chang, Ya-Ling; Teng, Che-Ming; Lin, Wei-Yu; Wu, Chin-Chung; Chen, Ih-Sheng; Planta Medica; vol. 70; nb. 2; (2004); p. 174 - 177, View in Reaxys; Petit, Philippe; Bourgeois, Paul; Grignon-Dubois, Micheline; Journal of Chemical Research; nb. 10; (2004); p. 661 - 663, View in Reaxys; Cwik, Agnieszka; Hell, Zoltan; Fuchs, Aliz; Halmai, Dora; Tetrahedron Letters; vol. 46; nb. 38; (2005); p. 6563 - 6566, View in Reaxys; Fauvel, Anne; Deleuze, Herve; Landais, Yannick; European Journal of Organic Chemistry; nb. 18; (2005); p. 3900 - 3910, View in Reaxys; Leite, Ana Cristina Lima; Peixoto Da Silva, Kezia; De Souza, Ivone A.; Magali De Araujo, Janete; Brondani, Dalci Jose; European Journal of Medicinal Chemistry; vol. 39; nb. 12; (2004); p. 1059 - 1065, View in Reaxys; Atir; Mallouk; Bougrin; Soufiaoui; Laghzizil; Synthetic Communications; vol. 36; nb. 1; (2006); p. 111 - 120, View in Reaxys; Waser, Jerome; Nambu, Hisanori; Carreira, Erick M.; Journal of the American Chemical Society; vol. 127; nb. 23; (2005); p. 8294 8295, View in Reaxys; Yu, Zhengkun; Yan, Shenggang; Zhang, Guangtao; He, Wei; Wang, Liandi; Li, Yu; Zeng, Fanlong; Advanced Synthesis and Catalysis; vol. 348; nb. 1-2; (2006); p. 111 - 117, View in Reaxys; Scott; Janusz; Perkins; Megharaj; Naidu; Kirkbride; Bulletin of Environmental Contamination and Toxicology; vol. 70; nb. 4; (2003); p. 824 - 831, View in Reaxys; Umesha; Rai; Nagappa; Mahadeva; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 43; nb. 12; (2004); p. 2635 - 2640, View in Reaxys; Gilani, Anwar H.; Ghayur, M. Nabeel; Saify, Zafar S.; Ahmed, Shahida P.; Choudhary, M. Iqbal; Khalid, Asaad; Life Sciences; vol. 75; nb. 20; (2004); p. 2377 - 2389, View in Reaxys; Waser, Jerome; Gaspar, Boris; Nambu, Hisanori; Carreira, Erick M.; Journal of the American Chemical Society; vol. 128; nb. 35; (2006); p. 11693 - 11712, View in Reaxys; Protti, Stefano; Fagnoni, Maurizio; Albini, Angelo; Organic and Biomolecular Chemistry; vol. 3; nb. 15; (2005); p. 2868 - 2871, View in Reaxys; Huang, Jong-Khing; Huang, Chun-Jen; Chen, Wei-Chuan; Liu, Shiuh-Inn; Hsu, Shu-Shong; Chang, Hong-Tai; Tseng, Li-Ling; Chou, Chiang-Ting; Chang, Chih-Hung; Jan, Chung-Ren; Naunyn-Schmiedeberg's Archives of Pharmacology; vol. 372; nb. 1; (2005); p. 88 - 94, View in Reaxys; Vieira, Tiago O.; Green, Mike J.; Alper, Howard; Organic Letters; vol. 8; nb. 26; (2006); p. 6143 - 6145, View in Reaxys; Colladon, Marco; Scarso, Alessandro; Sgarbossa, Paolo; Michelin, Rino A.; Strukul, Giorgio; Journal of the American Chemical Society; vol. 128; nb. 43; (2006); p. 14006 - 14007, View in Reaxys; Gonzalez-Serratos, Hugo; Chang, Ruzhang; Pereira, Edna F. R.; Castro, Newton G.; Aracava, Yasco; Melo, Paulo A.; Lima, Patricia C.; Fraga, Carlos A. M.; Barreiro, Eliezer J.; Albuquerque, Edson X.; Journal of Pharmacology and Experimental Therapeutics; vol. 299; nb. 2; (2001); p. 558 - 566, View in Reaxys; Moreira, Diogo Rodrigo de Magalhaes; Lima Leite, Ana Cristina; Pinheiro Ferreira, Paulo Michel; da Costa, Patricia Marcal; Costa Lotufo, Leticia Veras; de Moraes, Manoel Odorico; Brondani, Dalci Jose; do O Pessoa, Claudia; European Journal of Medicinal Chemistry; vol. 42; nb. 3; (2007); p. 351 - 357, View in Reaxys; Su, Le; Zhao, BaoXiang; Lv, Xin; Wang, Nan; Zhao, Jing; Zhang, ShangLi; Miao, JunYing; Life Sciences; vol. 80; nb. 11; (2007); p. 999 - 1006, View in Reaxys; Hu, Wenyue; Sorrentino, Claudio; Denison, Michael S.; Kolaja, Kyle; Fielden, Mark R.; Molecular Pharmacology; vol. 71; nb. 6; (2007); p. 1475 - 1486, View in Reaxys; Gaonkar; Lokanatha Rai; Prabhuswamy; Medicinal Chemistry Research; vol. 15; nb. 7-8; (2007); p. 407 - 417, View in Reaxys; Kumar, Vinod; Sharma, Abhishek; Sharma, Meenakshi; Sharma, Upendra K.; Sinha, Arun K.; Tetrahedron; vol. 63; nb. 39; (2007); p. 9718 - 9723, View in Reaxys; Sharma, Pawan K.; Kumar, Surender; Kumar, Pawan; Nielsen, Poul; Tetrahedron Letters; vol. 48; nb. 49; (2007); p. 8704 - 8708, View in Reaxys; Zhou, Guo-Dong; Moorthy, Bhagavatula; Bi, Jia; Donnelly, Kirby C.; Randerath, Kurt; Environmental and Molecular Mutagenesis; vol. 48; nb. 9; (2007); p. 715 - 721, View in Reaxys; Smith; Perfetti; Garg; Hansch; Food and Chemical Toxicology; vol. 41; nb. 6; (2003); p. 807 - 817, View in Reaxys; Mata, Rachel; Morales, Iliana; Perez, Olga; Rivero-Cruz, Isabel; Acevedo, Laura; EnriquezMendoza, Isolda; Bye, Robert; Franzblau, Scott; Timmermann, Barbara; Journal of Natural Products; vol. 67;
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
26/69
2016-07-07 14:40:00
nb. 12; (2004); p. 1961 - 1968, View in Reaxys; Patent; Ube Industries, Ltd.; US4638094; (1987); (A1) English, View in Reaxys; Patent; NPS Pharmaceuticals, Inc.; SmithKline Beecham, Corp.; SmithKline Beecham, PLC; US6022894; (2000); (A1) English, View in Reaxys; Rudroff, Florian; Rydz, Joanna; Ogink, Freek H.; Fink, Michael; Mihovilovic, Marko D.; Advanced Synthesis and Catalysis; vol. 349; nb. 8-9; (2007); p. 1436 - 1444, View in Reaxys; Singh, Jasvinder; Sharma, Munisha; Kad, Goverdhan L.; Kaur, Jasamrit; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 46; nb. 12; (2007); p. 2053 - 2055, View in Reaxys; Buchanan, Hilary A. S.; Daeid, Niamh Nic; Meier-Augenstein, Wolfram; Kemp, Helen F.; Kerr, William J.; Middleditch, Michael; Analytical Chemistry; vol. 80; nb. 9; (2008); p. 3350 - 3356, View in Reaxys; Reed, Sean A.; White, M. Christina; Journal of the American Chemical Society; vol. 130; nb. 11; (2008); p. 3316 - 3318, View in Reaxys; Patent; Kyu Jin Yum; US2008/267937; (2008); (A1) English, View in Reaxys; Patent; Melbrosin International Produktions- und Vertriebs GesmbH and Co KG; US2008/131534; (2008); (A1) English, View in Reaxys; Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys; Da, Tran Thi; Kim, Young-Mi; Chi, Nguyen Thi Thanh; Chien, Le Xuan; Van Minh, Nguyen; Dinh, Nguyen Huu; Organometallics; vol. 27; nb. 14; (2008); p. 3611 - 3613, View in Reaxys; Young, Andrew J.; White, M. Christina; Journal of the American Chemical Society; vol. 130; nb. 43; (2008); p. 14090 - 14091, View in Reaxys; Nuissier; Bourgeois; Grignon-Dubois; Chemistry of Natural Compounds; vol. 44; nb. 4; (2008); p. 506 - 507, View in Reaxys; Manjula; Rai; Gaonkar; Raveesha; Satish; European Journal of Medicinal Chemistry; vol. 44; nb. 1; (2009); p. 280 - 288, View in Reaxys; Huang, Yu-Ting; Onose, Jun-Ichi; Abe, Naoki; Yoshikawa, Kunie; Bioscience, Biotechnology and Biochemistry; vol. 73; nb. 4; (2009); p. 855 - 860, View in Reaxys; Kuemmerle, Arthur E.; Raimundo, Juliana M.; Leal, Carla M.; da Silva, Givanildo S.; Balliano, Tatiane L.; Pereira, Mariano A.; de Simone, Carlos A.; Sudo, Roberto T.; Zapata-Sudo, Gisele; Fraga, Carlos A.M.; Barreiro, Eliezer J.; European Journal of Medicinal Chemistry; vol. 44; nb. 10; (2009); p. 4004 - 4009, View in Reaxys; Luu, Thi Xuan Thi; Lam, Trinh To; Le, Thach Ngoc; Duus, Fritz; Molecules; vol. 14; nb. 9; (2009); p. 3411 - 3424, View in Reaxys; Sharma, Sumeet K.; Parikh, Parimal A.; Jasra, Raksh V.; Journal of Molecular Catalysis A: Chemical; vol. 317; nb. 1-2; (2010); p. 27 - 33, View in Reaxys; Bhardwaj, Anu; Tewary, Dhananjay Kumar; Kumar, Rakesh; Kumar, Vinod; Sinha, Arun Kumar; Shanker, Adarsh; Chemistry and Biodiversity; vol. 7; nb. 1; (2010); p. 168 - 177, View in Reaxys; Patent; Mochly-Rosen, Daria; Chen, Che-Hong; Yang, Wenjin; US2010/113423; (2010); (A1) English, View in Reaxys; Scarso, Alessandro; Colladon, Marco; Sgarbossa, Paolo; Santo, Claudio; Michelin, Rino A.; Strukul, Giorgio; Organometallics; vol. 29; nb. 6; (2010); p. 1487 1497, View in Reaxys; Oe, Yohei; Ohta, Tetsuo; Ito, Yoshihiko; Tetrahedron Letters; vol. 51; nb. 21; (2010); p. 2806 - 2809, View in Reaxys; Alhaffar, Mouheddin; Suleiman, Rami; Ali, Bassam El; Catalysis Communications; vol. 11; nb. 8; (2010); p. 778 - 782, View in Reaxys; Gauthier, Delphine; Lindhardt, Anders T.; Olsen, Esben P. K.; Overgaard, Jacob; Skrydstrup, Troels; Journal of the American Chemical Society; vol. 132; nb. 23; (2010); p. 7998 - 8009, View in Reaxys; Toropov; Toropova; Benfenati; European Journal of Medicinal Chemistry; vol. 45; nb. 9; (2010); p. 3581 - 3587, View in Reaxys; Parreira, Luciana A.; Menini, Luciano; Da Cruz Santos, Joyce C.; Gusevskaya, Elena V.; Advanced Synthesis and Catalysis; vol. 352; nb. 9; (2010); p. 1533 - 1538, View in Reaxys; Vermeulen, Nicolaas A.; Delcamp, Jared H.; White, M. Christina; Journal of the American Chemical Society; vol. 132; nb. 32; (2010); p. 11323 - 11328, View in Reaxys; Catalan, Luis Espinoza; Villegas, Alejandro Madrid; Liber, Lautaro Taborga; Garcia, Joan Villena; Fritis, Mauricio Cuellar; Altamirano, Hector Carrasco; Journal of the Chilean Chemical Society; vol. 55; nb. 2; (2010); p. 219 - 222, View in Reaxys; Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys; Moharam, Bushra Abdulkarim; Jantan, Ibrahim; Ahmad, Fasihuddin Bin; Jalil, Juriyati; Molecules; vol. 15; nb. 8; (2010); p. 5124 - 5138, View in Reaxys; Harrad, Mohamed Anouar; Valerga, Pedro; Puerta, M. Carmen; Houssini, Issam; Ali, Mustapha Ait; El Firdoussi, Larbi; Karim, Abdallah; Molecules; vol. 16; nb. 1; (2011); p. 367 - 372, View in Reaxys; Razavi, Seyed Mehdi; Nazemiyeh, Hossein; Delazar, Abbas; Asnaashari, Solmaz; Hajiboland, Rogaieh; Sarker, Satyajit D.; Omidi, Yadollah; Natural Product Research; vol. 25; nb. 7; (2011); p. 663 - 668, View in Reaxys; Romeiro, Luiz A.S.; Da Silva Ferreira, Marcos; Da Silva, Leandro L.; Castro, Helena C.; Miranda, Ana L.P.; Silva, Claudia L.M.; Noel, Franois; Nascimento, Jessica B.; Araujo, Claudia V.; Tibirica, Eduardo; Barreiro, Eliezer J.; Fraga, Carlos A.M.; European Journal of Medicinal Chemistry; vol. 46; nb. 7; (2011); p. 3000 - 3012, View in Reaxys; Villegas, Alejandro Madrid; Catalan, Luis Espinoza; Venegas, Ivan Montenegro; Garcia, Joan Villena; Altamirano, Hector Carrasco; Molecules; vol. 16; nb. 6; (2011); p. 4632 - 4641, View in Reaxys; Sharma, Abhishek; Sharma, Naina; Shard, Amit; Kumar, Rakesh; Mohanakrishnan, Dinesh; Saima; Sinha, Arun K.; Sahal, Dinkar; Organic and Biomolecular Chemistry; vol. 9; nb. 14; (2011); p. 5211 - 5219, View in Reaxys; Patent; UNIVERSITY OF THE WEST INDIES, A REGIONAL INSTITUTION, ESTABLISHED BY ROYAL CHARTER; YEE, Trevor, Herbert; WATSON, Charah, Tabetha; GARRAWAY, Eric; ROBINSON, Dwight; GARCIA, Nemoi Nastassia, Sri; WO2011/92600; (2011); (A2) English, View in Reaxys; Kido, Yasuto; Matsson, Paer; Giacomini, Kathleen M.; Journal of Medicinal Chemistry; vol. 54; nb. 13; (2011); p. 4548 - 4558, View in Reaxys; Sharma, Pallavi; Ritson, Dougal J.; Burnley, James; Moses, John E.; Chemical Communications; vol. 47; nb. 38; (2011); p. 10605 - 10607, View in Reaxys; Melean, Luis G.; Rodriguez, Mariandry; Romero, Marynell; Alvarado, Maria L.; Rosales, Merlin; Baricelli, Pablo J.; Applied Catalysis A: General; vol. 394; nb. 1-2; (2011); p. 117 - 123, View in Reaxys; Vilar, Marcio; Navarro, Marcelo; Electrochimica Acta; vol. 59; (2012); p. 270 - 278, View in Reaxys; Shen, Li-Ching; Chiang, Su-Yin; Ho, I-Ting; Wu, Kuen-Yuh; Chung, Wen-Sheng; European Journal of Organic Chemistry; nb. 4; (2012); p. 792 - 800, View in Reaxys; Albrecht, Lukasz; Dickmeiss, Gustav; Acosta, Fabio Cruz; Rodriguez-Escrich, Carles; Davis, Rebecca L.; Jorgensen, Karl Anker; Journal of the American Chemical Society; vol. 134; nb. 5; (2012); p. 2543 2546, View in Reaxys; McAtee, Jesse R.; Martin, Sara E. S.; Ahneman, Derek T.; Johnson, Keywan A.; Watson, Donald A.; Angewandte Chemie - International Edition; vol. 51; nb. 15; (2012); p. 3663 - 3667, View in Reaxys; El Malki, Abdelghani; Hannioui, Abdellah; El Mostapha, Rakib; Knouzi, Nourredine; Vaultier, Michel; Letters in Organic Chemistry; vol. 8; nb. 5; (2011); p. 361 - 363, View in Reaxys; Song, Ha Yun; Yang, Ji Yeon; Suh, Joo Won; Lee, Hoi Seon; Journal of Agricultural and Food Chemistry; vol. 59; nb. 14; (2011); p. 7759 - 7764, View in Reaxys; Brahmi, Zeineb; Katho, Tatsuya; Hatsumata, Rie; Hiroi, Asako; Miyakawa, Nami; Yakou, Emi;
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
27/69
2016-07-07 14:40:00
Sugaya, Kouichi; Onose, Jun-Ichi; Abe, Naoki; Bioscience, Biotechnology and Biochemistry; vol. 76; nb. 5; (2012); p. 1028 - 1031, View in Reaxys; Zhou, Lin; Liu, Xiaohua; Ji, Jie; Zhang, Yuheng; Hu, Xiaolei; Lin, Lili; Feng, Xiaoming; Journal of the American Chemical Society; vol. 134; nb. 41; (2012); p. 17023 - 17026,4, View in Reaxys; Pauli; Medicinal Research Reviews; vol. 26; nb. 2; (2006); p. 223 - 268, View in Reaxys; Ueng, Yune-Fang; Hsieh, Chih-Hang; Don, Ming-Jaw; Food and Chemical Toxicology; vol. 43; nb. 5; (2005); p. 707 712, View in Reaxys; Jeurissen, Suzanne M. F.; Punt, Ans; Boersma, Marelle G.; Bogaards, Jan J. P.; Fiamegos, Yiannis C.; Schilter, Benoit; Van Bladeren, Peter J.; Cnubben, Nicole H. P.; Rietjens, Ivonne M. C. M.; Chemical Research in Toxicology; vol. 20; nb. 5; (2007); p. 798 - 806, View in Reaxys; Kimura, Yuka; Ito, Hideyuki; Hatano, Tsutomu; Biological and Pharmaceutical Bulletin; vol. 33; nb. 12; (2010); p. 1977 - 1982, View in Reaxys; Zhou, Lin; Liu, Xiaohua; Ji, Jie; Zhang, Yuheng; Hu, Xiaolei; Lin, Lili; Feng, Xiaoming; Journal of the American Chemical Society; vol. 134; nb. 41; (2012); p. 17023 - 17026, View in Reaxys; Pesnot, Thomas; Gershater, Markus C.; Ward, John M.; Hailes, Helen C.; Advanced Synthesis and Catalysis; vol. 354; nb. 16; (2012); p. 2997 - 3008, View in Reaxys; Wang, Li-Ying; Wang, Xiu-Hua; Tan, Jia-Lian; Xia, Shuai; Sun, HengZhi; Shi, Jin-Wen; Jiang, Ming-Dong; Fang, Liang; Zuo, Hua; Dupati, Gautam; Jang, Kiwan; Shin, Dong-Soo; Bulletin of the Korean Chemical Society; vol. 33; nb. 11; (2012); p. 3571 - 3575, View in Reaxys; Zhou, Lin; Liu, Xiaohua; Ji, Jie; Zhang, Yuheng; Hu, Xiaolei; Lin, Lili; Feng, Xiaoming; Journal of the American Chemical Society; vol. 134; nb. 49; (2012); p. 20208 - 20208, View in Reaxys; Parise-Filho, Roberto; Pasqualoto, Kerly Fernanda Mesquita; Magri, Fatima Maria Motter; Ferreira, Adilson Kleber; Da Silva, Barbara Athayde Vaz Galvao; Damiao, Mariana Celestina Frojuello Costa Bernstorff; Tavares, Mauricio Temotheo; Azevedo, Ricardo Alexandre; Auada, Aline Vivian Vatti; Polli, Michelle Carneiro; Brandt, Carlos Alberto; Archiv der Pharmazie; vol. 345; nb. 12; (2012); p. 934 - 944, View in Reaxys; Lim, Hee Nam; Parker, Kathlyn A.; Organic Letters; vol. 15; nb. 2; (2013); p. 398 - 401, View in Reaxys; Standley, Eric A.; Jamison, Timothy F.; Journal of the American Chemical Society; vol. 135; nb. 4; (2013); p. 1585 - 1592, View in Reaxys; Uno, Tomohide; Obe, Yuichiro; Ogura, Chika; Goto, Tatsushi; Yamamoto, Kohei; Nakamura, Masahiko; Kanamaru, Kengo; Yamagata, Hiroshi; Imaishi, Hiromasa; Biopharmaceutics and Drug Disposition; vol. 34; nb. 2; (2013); p. 87 - 97, View in Reaxys; Montenegro, Ivan; Pino, Luis; Werner, Enrique; Madrid, Alejandro; Espinoza, Luis; Moreno, Luis; Villena, Joan; Cuellar, Mauricio; Molecules; vol. 18; nb. 4; (2013); p. 4192 - 4208, View in Reaxys; Hemelaere, Remy; Carreaux, Francois; Carboni, Bertrand; Journal of Organic Chemistry; vol. 78; nb. 13; (2013); p. 6786 - 6792, View in Reaxys; Wang, Guan-Jie; Qi, Mei-Ling; Chinese Chemical Letters; vol. 24; nb. 6; (2013); p. 542 - 544, View in Reaxys; Elcombe; Bridges; Gray; et al.; Biochemical Pharmacology; vol. 24; nb. 15; (1975); p. 1427 - 1433, View in Reaxys; Baader, Sabrina; Ohlmann, Dominik M.; Goossen, Lukas J.; Chemistry - A European Journal; vol. 19; nb. 30; (2013); p. 9807 - 9810, View in Reaxys; Ueng, Yune-Fang; Hsieh, Chih-Hang; Don, Ming-Jaw; Chi, Chin-Wen; Ho, Li-Kang; Chemical Research in Toxicology; vol. 17; nb. 8; (2004); p. 1151 - 1156, View in Reaxys; Lake, Brian G.; Rumsby, Paul C.; Price, Roger J.; Cunninghame, Morag E.; Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis; vol. 448; nb. 2; (2000); p. 213 - 225, View in Reaxys; Galloway, Sheila M.; Miller, Judith E.; Armstrong, Michael J.; Bean, Christian L.; Skopek, Thomas R.; Nichols, Warren W.; Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis; vol. 400; nb. 1-2; (1998); p. 169 - 186, View in Reaxys; Doherty, Ann T.; Ellard, Sian; Parry, Elizabeth M.; Parry, James M.; Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis; vol. 372; nb. 2; (1996); p. 221 - 231, View in Reaxys; Takasaki, Midori; Konoshima, Takao; Yasuda, Ichiro; Hamano, Tomoko; Tokuda, Harukuni; Biological and Pharmaceutical Bulletin; vol. 20; nb. 7; (1997); p. 776 - 780, View in Reaxys; Ichikawa, Sadao; Nakano, Atsushi; Kenmochi, Makoto; Yamamoto, Ikuo; Murai, Motoki; Takahashi, Eiji; Yamaguchi, Akihiko; Watanabe, Katsue; Tomiyama, Michio; Sugiyama, Koichi; Yogo, Akiko; Yazaki, Tohru; Okumura, Mikiko; Shima, Naoko; Satoh, Makoto; Yoshimoto, Masahiro; Xiao, Ling Zhi; Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis; vol. 349; nb. 2; (1996); p. 249 - 259, View in Reaxys; Batiste-Alentorn; Xamena; Creus; Marcos; Experientia; vol. 51; nb. 1; (1995); p. 73 - 76, View in Reaxys; Qato; Guenthner; Toxicology Letters; vol. 75; nb. 1-3; (1995); p. 201 - 207, View in Reaxys; Kubo; Muroi; Journal of Natural Products; vol. 57; nb. 1; (1994); p. 9 - 17, View in Reaxys; Sorsa; Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis; vol. 309; nb. 2; (1994); p. 293 - 294, View in Reaxys; Friedberg; Henning; Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis; vol. 289; nb. 1; (1993); p. 47 - 53, View in Reaxys; Kubo; Muroi; Himejima; Journal of Natural Products (Lloydia); vol. 56; nb. 2; (1993); p. 220 - 226, View in Reaxys; Himejima; Kubo; Journal of Natural Products (Lloydia); vol. 55; nb. 5; (1992); p. 620 - 625, View in Reaxys; Zimmermann; von Borstel; von Halle; Parry; Siebert; Zetterberg; Barale; Loprieno; Mutation Research; vol. 133; nb. 3; (1984); p. 199 - 244, View in Reaxys; Li, Lun; Chen, Qing-Yun; Guo, Yong; Chemical Communications; vol. 49; nb. 78; (2013); p. 8764 - 8766, View in Reaxys; Jurs; Chou; Yuan; Journal of Medicinal Chemistry; vol. 22; nb. 5; (1979); p. 476 - 483, View in Reaxys; Lastra-Barreira, Beatriz; Diaz-Alvarez, Alba E.; Menendez-Rodriguez, Lucia; Crochet, Pascale; RSC Advances; vol. 3; nb. 43; (2013); p. 19985 - 19990, View in Reaxys; Lee, Wei-Chih; Wang, Chun-Han; Lin, Yung-Huei; Shih, Wei-Chun; Ong, Tiow-Gan; Organic Letters; vol. 15; nb. 20; (2013); p. 5358 5361, View in Reaxys; Pinalli, Roberta; Barboza, Tahnee; Bianchi, Federica; Massera, Chiara; Ugozzoli, Franco; Dalcanale, Enrico; Supramolecular Chemistry; vol. 25; nb. 9-11; (2013); p. 682 - 687, View in Reaxys; Sharma, Upendra K.; Sood, Swati; Sharma, Nandini; Rahi, Praveen; Kumar, Rakesh; Sinha, Arun K.; Gulati, Arvind; Medicinal Chemistry Research; vol. 22; nb. 11; (2013); p. 5129 - 5140, View in Reaxys; Patent; Henrich, Vincent C.; Weinberger, Cary Alan; (57 pag.); US2005/49230; (2005); (A1), View in Reaxys; Patent; Kyu Jin, Yum; Young Jin, Koh; Jae Seoun, Hur; Jae Wook, Cha; US2008/267937; (A1); (2008), View in Reaxys; Babu, Meduri Suresh; Rai, Kuria Madhavu Lokanatha; Asian Journal of Chemistry; vol. 25; nb. 17; (2013); p. 9555 - 9557, View in Reaxys; Fang, Xianjie; Jackstell, Ralf; Beller, Matthias; Angewandte Chemie - International Edition; vol. 52; nb. 52; (2013); p. 14089 - 14093; Angew. Chem.; vol. 125; nb. 52; (2013); p. 14339 - 14343,5, View in Reaxys; Zheng, Jianxia; Sortais, Jean-Baptiste; Darcel, Christophe; ChemCatChem; vol. 6; nb. 3; (2014); p. 763 - 766, View in Reaxys; Leporatti, Maria Lucia; Pintore, Giorgio; Foddai, Marzia; Chessa, Mario; Piana, Andrea; Petretto, Giacomo Luigi; Masia, Maria Dolores; Mangano, Giuseppe; Nicoletti, Marcello; Natural Product Re-
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
28/69
2016-07-07 14:40:00
search; vol. 28; nb. 5; (2014); p. 294 - 300, View in Reaxys; Li, Chen; Xu, Feng; Xie, De-Mei; Jing, Yu; Shang, Ming-Ying; Liu, Guang-Xue; Wang, Xuan; Cai, Shao-Qing; Molecules; vol. 19; nb. 4; (2014); p. 4857 - 4879, View in Reaxys; Chen, Huoji; Yang, Wanfei; Wu, Wanqing; Jiang, Huanfeng; Organic and Biomolecular Chemistry; vol. 12; nb. 21; (2014); p. 3340 - 3343, View in Reaxys; Hemelaere, Remy; Caijo, Frederic; Mauduit, Marc; Carreaux, Francois; Carboni, Bertrand; European Journal of Organic Chemistry; vol. 2014; nb. 16; (2014); p. 3328 - 3333, View in Reaxys; Levin, Mark D.; Toste, F. Dean; Angewandte Chemie - International Edition; vol. 53; nb. 24; (2014); p. 6211 - 6215; Angew. Chem.; vol. 126; nb. 24; (2014); p. 6325 - 6329,5, View in Reaxys; Jiang, Huanfeng; Yang, Wanfei; Chen, Huoji; Li, Jianxiao; Wu, Wanqing; Chemical Communications; vol. 50; nb. 54; (2014); p. 7202 - 7204, View in Reaxys; McAtee, Jesse R.; Yap, Glenn P. A.; Watson, Donald A.; Journal of the American Chemical Society; vol. 136; nb. 28; (2014); p. 10166 - 10172, View in Reaxys; Fernandes, Sylvia; Bhat, Sujata V.; Synthetic Communications; vol. 44; nb. 19; (2014); p. 2892 - 2898, View in Reaxys; Quteishat, Laith; Panossian, Armen; Le Bideau, Franck; Alsalim, Rana; Retailleau, Pascal; Troufflard, Claire; Rose, Eric; Dumas, Franoise; Journal of Organometallic Chemistry; vol. 776; (2014); p. 35 - 42, View in Reaxys; Hemelaere, Rmy; Carreaux, Franois; Carboni, Bertrand; Chemistry - A European Journal; vol. 20; nb. 44; (2014); p. 14518 14523, View in Reaxys; Ou, Wenhua; Huang, Hong; Asian Journal of Chemistry; vol. 27; nb. 3; (2015); p. 1175 1176, View in Reaxys; Cresswell, Alexander J.; Eey, Stanley T.-C.; Denmark, Scott E.; Nature Chemistry; vol. 7; nb. 2; (2015); p. 146 - 152, View in Reaxys; Du, Shu-Shan; Yang, Kai; Wang, Cheng-Fang; You, Chun-Xue; Geng, Zhu-Feng; Guo, Shan-Shan; Deng, Zhi-Wei; Liu, Zhi-Long; Chemistry and Biodiversity; vol. 11; nb. 9; (2014); p. 1449 - 1456, View in Reaxys; Wen, Yanmei; Xie, Jianying; Deng, Chunmei; Li, Chaode; Journal of Organic Chemistry; vol. 80; nb. 8; (2015); p. 4142 - 4147, View in Reaxys; Baricelli, Pablo J.; Rodriguez, Mariandry; Melean, Luis G.; Alonso, Maria Modroo; Borusiak, Margarita; Rosales, Merlin; Gonzalez, Beatriz; De Oliveira, Kelley C. B.; Gusevskaya, Elena V.; Dos Santos, Eduardo N.; Applied Catalysis A: General; vol. 490; (2015); p. 163 - 169, View in Reaxys; Baricelli, Pablo J.; Rodriguez, Mariandry; Melean, Luis G.; Alonso, Maria Modroo; Borusiak, Margarita; Rosales, Merlin; Gonzalez, Beatriz; De Oliveira, Kelley C. B.; Gusevskaya, Elena V.; Dos Santos, Eduardo N.; Applied Catalysis A: General; vol. 490; nb. 1; (2015); p. 163 - 169, View in Reaxys; Reichl, Kyle D.; Dunn, Nicole L.; Fastuca, Nicholas J.; Radosevich, Alexander T.; Journal of the American Chemical Society; vol. 137; nb. 16; (2015); p. 5292 - 5295, View in Reaxys; Madrid, Alejandro; Godoy, Patricio; Gonzlez, Sebastin; Zaror, Luis; Moller, Alejandra; Werner, Enrique; Cuellar, Mauricio; Villena, Joan; Montenegro, Ivn; Molecules; vol. 20; nb. 5; (2015); p. 8033 - 8047, View in Reaxys; Wang, Lai-Hao; Chang, Chia-Ling; Hu, YiChun; Croatica Chemica Acta; vol. 88; nb. 1; (2015); p. 35 - 42, View in Reaxys; Yang, Wanfei; Chen, Huoji; Li, Jianxiao; Li, Chunsheng; Wu, Wanqing; Jiang, Huanfeng; Chemical Communications; vol. 51; nb. 46; (2015); p. 9575 - 9578, View in Reaxys; Bagal, Dattatraya B.; Kachkovskyi, Georgiy; Knorn, Matthias; Rawner, Thomas; Bhanage, Bhalchandra M.; Reiser, Oliver; Angewandte Chemie - International Edition; vol. 54; nb. 24; (2015); p. 6999 - 7002; Angew. Chem.; vol. 127; nb. 24; (2015), View in Reaxys; Bhattacherjee, Abhishek; Datta, Abhijit; Ghosh, Tanushree; Sil, Rajarshi; Natural Product Research; vol. 28; nb. 23; (2014); p. 2199 - 2202, View in Reaxys; Larsen, Casey R.; Paulson, Erik R.; Erdogan, Gulin; Grotjahn, Douglas B.; Synlett; vol. 26; nb. 17; (2015); p. 2462 - 2466; Art.No: ST-2015-B0231-L, View in Reaxys; Lee, Wei-Chih; Chen, Chien-Hung; Liu, Cheng-Yuan; Yu, Ming-Shiuan; Lin, Yung-Huei; Ong, Tiow-Gan; Chemical Communications; vol. 51; nb. 96; (2015); p. 17104 - 17107, View in Reaxys; Huang, Meiwei; Li, Lun; Zhao, Zhi-Gang; Chen, Qing-Yun; Guo, Yong; Synthesis (Germany); vol. 47; nb. 24; (2015); p. 3891 - 3900; Art.No: SS-2015-H0448-OP, View in Reaxys; Omori, Alvaro Takeo; De Oliveira, Camila De Souza; Andrade, Kleber Tellini; Capeletto, Marina Gonalves; RSC Advances; vol. 5; nb. 125; (2015); p. 103563 - 103565, View in Reaxys; Zhang, Heng; Hu, Rong-Bin; Liu, Na; Li, Shi-Xia; Yang, Shang-Dong; Organic Letters; vol. 18; nb. 1; (2016); p. 28 - 31, View in Reaxys; Dian, Longyang; Wang, Sisi; Zhang-Negrerie, Daisy; Du, Yunfei; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3836 - 3842, View in Reaxys; Pattillo, Christopher C.; Strambeanu, Iulia I.; Calleja, Pilar; Vermeulen, Nicolaas A.; Mizuno, Tomokazu; White, M. Christina; Journal of the American Chemical Society; vol. 138; nb. 4; (2016); p. 1265 - 1272, View in Reaxys; Perdriau, Sbastien; Chang, Mu-Chieh; Otten, Edwin; Heeres, Hero J.; De Vries, Johannes G.; Chemistry - A European Journal; vol. 20; nb. 47; (2014); p. 15434 - 15442, View in Reaxys; Linde, Johan; Combrinck, Sandra; Van Vuuren, Sandy; Van Rooy, Jacques; Ludwiczuk, Agnieszka; Mokgalaka, Ntebogeng; Phytochemistry Letters; vol. 16; (2016); p. 61 - 69, View in Reaxys; Bergami, Matteo; Protti, Stefano; Ravelli, Davide; Fagnoni, Maurizio; Advanced Synthesis and Catalysis; vol. 358; nb. 7; (2016); p. 1164 1172, View in Reaxys; Higman, Carolyn S.; De Araujo; Fogg, Deryn E.; Catalysis Science and Technology; vol. 6; nb. 7; (2016); p. 2077 - 2084, View in Reaxys; Tsyganov, Dmitry V.; Krayushkin, Mikhail M.; Konyushkin, Leonid D.; Strelenko, Yuri A.; Semenova, Marina N.; Semenov, Victor V.; Journal of Natural Products; vol. 79; nb. 4; (2016); p. 923 - 928, View in Reaxys; Kaori Tanaka; Mamoru Koketsu; Masayuki Ninomiya; Morina Adfa; Rizki Rahmad; Salprima Yudha S.; Bioorganic & medicinal chemistry letters; vol. 26; (2016); p. 761 - 764, View in Reaxys 2 of 102
Comment (Pharmacological Data)
physiological behaviour discussed
Madrid, Alejandro; Godoy, Patricio; Gonzlez, Sebastin; Zaror, Luis; Moller, Alejandra; Werner, Enrique; Cuellar, Mauricio; Villena, Joan; Montenegro, Ivn; Molecules; vol. 20; nb. 5; (2015); p. 8033 - 8047, View in Reaxys 3 of 102
Comment (Pharmacological Data)
physiological behaviour discussed
Du, Shu-Shan; Yang, Kai; Wang, Cheng-Fang; You, Chun-Xue; Geng, Zhu-Feng; Guo, Shan-Shan; Deng, ZhiWei; Liu, Zhi-Long; Chemistry and Biodiversity; vol. 11; nb. 9; (2014); p. 1449 - 1456, View in Reaxys 4 of 102
Effect (Pharmacological Data)
antifeedant
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
29/69
2016-07-07 14:40:00
Species or Test-System (Pharmacological Data)
Drosophila melanogaster til-til
Concentration (Pharmacological Data)
5 ppm
Further Details (Pharmacological Data)
antifeedant index (AI)
Type (Pharmacological Data)
AI
Value of Type (Pharmacological Data)
33.21 percent
Montenegro, Ivan; Pino, Luis; Werner, Enrique; Madrid, Alejandro; Espinoza, Luis; Moreno, Luis; Villena, Joan; Cuellar, Mauricio; Molecules; vol. 18; nb. 4; (2013); p. 4192 - 4208, View in Reaxys 5 of 102
Effect (Pharmacological Data)
body weight; effect on
Species or Test-System (Pharmacological Data)
Drosophila melanogaster til-til
Concentration (Pharmacological Data)
5 mg/l
Type (Pharmacological Data)
percent weight to control
Value of Type (Pharmacological Data)
33.2 percent
Montenegro, Ivan; Pino, Luis; Werner, Enrique; Madrid, Alejandro; Espinoza, Luis; Moreno, Luis; Villena, Joan; Cuellar, Mauricio; Molecules; vol. 18; nb. 4; (2013); p. 4192 - 4208, View in Reaxys 6 of 102
Effect (Pharmacological Data)
larvicidal
Species or Test-System (Pharmacological Data)
Drosophila melanogaster til-til
Further Details (Pharmacological Data)
20percent mortality at 168 h; effective concentration (EC)
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
18 mg/ml
Montenegro, Ivan; Pino, Luis; Werner, Enrique; Madrid, Alejandro; Espinoza, Luis; Moreno, Luis; Villena, Joan; Cuellar, Mauricio; Molecules; vol. 18; nb. 4; (2013); p. 4192 - 4208, View in Reaxys 7 of 102
Comment (Pharmacological Data)
physiological behaviour discussed
Sharma, Upendra K.; Sood, Swati; Sharma, Nandini; Rahi, Praveen; Kumar, Rakesh; Sinha, Arun K.; Gulati, Arvind; Medicinal Chemistry Research; vol. 22; nb. 11; (2013); p. 5129 - 5140, View in Reaxys 8 of 102
Effect (Pharmacological Data)
enzyme activity; inhibition of
Species or Test-System (Pharmacological Data)
CYP1A2
Kind of Dosing (Pharmacological Data)
comparative comp. dissolved in methanol
Further Details (Pharmacological Data)
CYP: cytochrome P450
Results
molecular target: CYP1A2
Brahmi, Zeineb; Katho, Tatsuya; Hatsumata, Rie; Hiroi, Asako; Miyakawa, Nami; Yakou, Emi; Sugaya, Kouichi; Onose, Jun-Ichi; Abe, Naoki; Bioscience, Biotechnology and Biochemistry; vol. 76; nb. 5; (2012); p. 1028 1031, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
30/69
2016-07-07 14:40:00
9 of 102
Effect (Pharmacological Data)
enzyme activity; inhibition of
Species or Test-System (Pharmacological Data)
CYP1A2
Kind of Dosing (Pharmacological Data)
comparative comp. dissolved in methanol
Further Details (Pharmacological Data)
CYP: cytochrome P450; inhibitory concentration (IC)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
3.9 μmol/l
Brahmi, Zeineb; Katho, Tatsuya; Hatsumata, Rie; Hiroi, Asako; Miyakawa, Nami; Yakou, Emi; Sugaya, Kouichi; Onose, Jun-Ichi; Abe, Naoki; Bioscience, Biotechnology and Biochemistry; vol. 76; nb. 5; (2012); p. 1028 1031, View in Reaxys 10 of 102
Effect (Pharmacological Data)
antiproliferative
Species or Test-System (Pharmacological Data)
MCF-7 cells
Kind of Dosing (Pharmacological Data)
title comp. dissolved in EtOH
Further Details (Pharmacological Data)
sulforhodamine B assay; IC50: concentration that produces 50percent cell growth inhibition; MCF-7: human breast cancer cell line; inhibitory concentration (IC)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Villegas, Alejandro Madrid; Catalan, Luis Espinoza; Venegas, Ivan Montenegro; Garcia, Joan Villena; Altamirano, Hector Carrasco; Molecules; vol. 16; nb. 6; (2011); p. 4632 - 4641, View in Reaxys 11 of 102
Effect (Pharmacological Data)
antiproliferative
Species or Test-System (Pharmacological Data)
MDA-MB-231 cells
Kind of Dosing (Pharmacological Data)
title comp. dissolved in EtOH
Further Details (Pharmacological Data)
sulforhodamine B assay; IC50: concentration that produces 50percent cell growth inhibition; MDA-MB-231: human breast cancer cell line; inhibitory concentration (IC)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Villegas, Alejandro Madrid; Catalan, Luis Espinoza; Venegas, Ivan Montenegro; Garcia, Joan Villena; Altamirano, Hector Carrasco; Molecules; vol. 16; nb. 6; (2011); p. 4632 - 4641, View in Reaxys 12 of 102
Effect (Pharmacological Data)
antiproliferative
Species or Test-System (Pharmacological Data)
DHF cells
Kind of Dosing (Pharmacological Data)
title comp. dissolved in EtOH
Further Details (Pharmacological Data)
sulforhodamine B assay; IC50: concentration that produces 50percent cell growth inhibition; DHF: dermal human fibroblast; inhibitory concentration (IC)
Type (Pharmacological Data)
IC50
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
31/69
2016-07-07 14:40:00
Value of Type (Pharmacological Data)
> 100 μmol/l
Villegas, Alejandro Madrid; Catalan, Luis Espinoza; Venegas, Ivan Montenegro; Garcia, Joan Villena; Altamirano, Hector Carrasco; Molecules; vol. 16; nb. 6; (2011); p. 4632 - 4641, View in Reaxys 13 of 102
Effect (Pharmacological Data)
transporter; stimulation of
Species or Test-System (Pharmacological Data)
HEK293-Flp-In cells; genetically modified/infected with: human OCT2
Concentration (Pharmacological Data)
20 μmol/l
Kind of Dosing (Pharmacological Data)
title comp. dissolved in DMSO
Further Details (Pharmacological Data)
OCT2: organic cation transporter 2 (solute carrier 22A2); HEK: human embryonic kidney; fluorescent probe substrate: 4-(4-(dimethylamino)styryl)-N-methyl-pyridinium (ASP+) (5 μmol/l); high-throughput assay; fluorimetry; stimulation rate related to: OCT2
Type (Pharmacological Data)
stimulation rate
Value of Type (Pharmacological Data)
7.9 percent
Location
supporting information
Kido, Yasuto; Matsson, Paer; Giacomini, Kathleen M.; Journal of Medicinal Chemistry; vol. 54; nb. 13; (2011); p. 4548 - 4558, View in Reaxys 14 of 102
Effect (Pharmacological Data)
transporter; stimulation of
Species or Test-System (Pharmacological Data)
HEK293-Flp-In cells; genetically modified/infected with: human OCT2
Concentration (Pharmacological Data)
20 μmol/l
Kind of Dosing (Pharmacological Data)
title comp. dissolved in DMSO
Further Details (Pharmacological Data)
OCT2: organic cation transporter 2 (solute carrier 22A2); HEK: human embryonic kidney; fluorescent probe substrate: 4-(4-(dimethylamino)styryl)-N-methyl-pyridinium (ASP+) (5 μmol/l); high-throughput assay; fluorimetry
Results
molecular target: human OCT2
Location
supporting information
Kido, Yasuto; Matsson, Paer; Giacomini, Kathleen M.; Journal of Medicinal Chemistry; vol. 54; nb. 13; (2011); p. 4548 - 4558, View in Reaxys 15 of 102
Effect (Pharmacological Data)
miticidal
Species or Test-System (Pharmacological Data)
Dermatophagoides farinae
Kind of Dosing (Pharmacological Data)
title comp. dissolved in acetone
Further Details (Pharmacological Data)
impregnated fabric disk assay; lethal concentration (LC)
Type (Pharmacological Data)
LC50
Value of Type (Pharmacological Data)
10.5 μg/cm2
Song, Ha Yun; Yang, Ji Yeon; Suh, Joo Won; Lee, Hoi Seon; Journal of Agricultural and Food Chemistry; vol. 59; nb. 14; (2011); p. 7759 - 7764, View in Reaxys 16 of 102
Effect (Pharmacological Data)
miticidal
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
32/69
2016-07-07 14:40:00
Species or Test-System (Pharmacological Data)
Dermatophagoides pteronyssinus
Kind of Dosing (Pharmacological Data)
title comp. dissolved in acetone
Further Details (Pharmacological Data)
impregnated fabric disk assay; lethal concentration (LC)
Type (Pharmacological Data)
LC50
Value of Type (Pharmacological Data)
14.5 μg/cm2
Song, Ha Yun; Yang, Ji Yeon; Suh, Joo Won; Lee, Hoi Seon; Journal of Agricultural and Food Chemistry; vol. 59; nb. 14; (2011); p. 7759 - 7764, View in Reaxys 17 of 102
Effect (Pharmacological Data)
miticidal
Species or Test-System (Pharmacological Data)
Tyrophagus putrescentiae
Kind of Dosing (Pharmacological Data)
title comp. dissolved in acetone
Further Details (Pharmacological Data)
impregnated fabric disk assay; lethal concentration (LC)
Type (Pharmacological Data)
LC50
Value of Type (Pharmacological Data)
4.25 μg/cm2
Song, Ha Yun; Yang, Ji Yeon; Suh, Joo Won; Lee, Hoi Seon; Journal of Agricultural and Food Chemistry; vol. 59; nb. 14; (2011); p. 7759 - 7764, View in Reaxys 18 of 102
Effect (Pharmacological Data)
larvicidal
Species or Test-System (Pharmacological Data)
second instar larvae of Spodoptera litura
Kind of Dosing (Pharmacological Data)
title comp. dissolved in acetone and then diluted with water; larvae transferred on Ricinus communis leaf disks dipped in title comp. solution with concentration 15 μg/cm2
Further Details (Pharmacological Data)
PDP is time-dependent
Type (Pharmacological Data)
percent mortality
Value of Type (Pharmacological Data)
96 - 100 percent
Bhardwaj, Anu; Tewary, Dhananjay Kumar; Kumar, Rakesh; Kumar, Vinod; Sinha, Arun Kumar; Shanker, Adarsh; Chemistry and Biodiversity; vol. 7; nb. 1; (2010); p. 168 - 177, View in Reaxys 19 of 102
Effect (Pharmacological Data)
larvicidal
Species or Test-System (Pharmacological Data)
second instar larvae of Spodoptera litura
Kind of Dosing (Pharmacological Data)
title comp. dissolved in acetone and then diluted with water; larvae transferred on Ricinus communis leaf disks dipped in title comp. solution with concentration <= 30 μg/cm2
Further Details (Pharmacological Data)
PDP is time-dependent; lethal concentration (LC)
Type (Pharmacological Data)
LC50
Value of Type (Pharmacological Data)
7.6 - 8.5 μg/cm2
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
33/69
2016-07-07 14:40:00
Bhardwaj, Anu; Tewary, Dhananjay Kumar; Kumar, Rakesh; Kumar, Vinod; Sinha, Arun Kumar; Shanker, Adarsh; Chemistry and Biodiversity; vol. 7; nb. 1; (2010); p. 168 - 177, View in Reaxys 20 of 102
Effect (Pharmacological Data)
antifeedant
Species or Test-System (Pharmacological Data)
second instar larvae of Spodoptera litura
Type (Pharmacological Data)
percent activity
Value of Type (Pharmacological Data)
> 90 percent
Bhardwaj, Anu; Tewary, Dhananjay Kumar; Kumar, Rakesh; Kumar, Vinod; Sinha, Arun Kumar; Shanker, Adarsh; Chemistry and Biodiversity; vol. 7; nb. 1; (2010); p. 168 - 177, View in Reaxys 21 of 102
Effect (Pharmacological Data)
aldehyde dehydrogenase (ALDH3) agonist
Species or Test-System (Pharmacological Data)
ALDH3 isozyme
Method (Pharmacological Data)
Example 2Plant-Derived ALDH AgonistsReagents for plant-derived compounds safrole, isosafrole, piperine, sesamin, capsaicin were purchased from Sigma-Aldrich Chemicals and dihydromethysticin was purchased from AvaChem Scientific. Piperine related compounds, Alda-101 to Alda-112, were synthesized by standard organic chemistry. All testing compounds were dissolved in dimethyl-sulfoxide (DMSO) to obtain a stock solution of 20 mM. Different recombinant ALDH isozymes with a His-epitope tag at the N-terminus were constructed, cloned and expressed in BL21 E. coli host cells according published methods (Chen et al., 2008 Science 321:1493). The bacteria were subjected to 0.5 mM IPTG induction for protein expression at 30° C. Purification of the recombinant proteins by affinity nickel columns were carried out using a standard protocol according to manufacturer's instructions (Novagen, Wis., USA).ALDH enzymatic activity was determined spectrophotometrically using purified recombinant protein (15 ug) in the reductive reaction of NAD+ to NADH at 2340 nm (Rex et al., 1985, Alcohol Clin Exp Res 9: 147). All the assays in the presence of absence of a testing compound were carried out at 25° C. in 0.1 sodium pyrophosphate buffer, pH=9.5, 2.4 mM NAD+ and 10 mM acetaldehyde or phenylacetaldehyde as a substrate.FIG. 13 depicts: Activation of ALDH3 by different compounds (50 uM) in a 3-minute kinetic assay using acetaldehyde as a substrate. Enzymatic activity is expressed in percentage using DMSO vehicle alone as the control (100percent), (n=3; **p<0.01 vs. control).FIG. 14 depicts: Activation of ALDH3 by different compounds (50 uM) in a 3-minute kinetic assay using phenylacetaldehyde as a substrate. Enzymatic activity is expressed in percentage using DMSO vehicle alone as the control (100percent), (n=3; **p<0.01 vs. control).FIG. 15 depicts: Dosage effect of safrole (Alda-89) on ALDH3 enzymatic activity using acetaldehyde as a substrate. Note that Alda-1 does not have any effect on enzymatic activity of ALDH3 isozyme, (n=3; **p<0.01 vs. control).FIG. 16 depicts: Activation of ALDH3 enzymatic activity by synthetic derivative compounds (Alda-101-Alda-112, 50 uM) of piperine using acetaldehyde as a substrate (n=3; **p<0.01 vs. control).FIG. 17 depicts: Inhibitory effect of high concentration of safrole (Alda-89, 500 uM 1000 uM) on enzymatic activity of ALDH2 isozyme using acetaldehyde as a substrate. This inhibition can be prevented and reversed by co-incubation of an ALDH2 activator Alda-1 (40 uM), (n=3; **p<0.01 vs. control).FIG. 18 depicts: 15-minute kinetic measurements of inhibitory effect of safrole (Alda-89, 1000 uM) on enzymatic activity of ALDH2 isozyme using acetaldehyde as a substrate. This inhibition can be prevented and reversed by co-incubation of an ALDH2 activator Alda-1 (40 uM). Control is DMSO vehicle alone.
Results
increase of enzyme activity (percent control) = ~300, ~475 and ~875 at 50, 100 and 500 μM, respectively (substrate: acetaldehyde), ~101 at 50 μM (substrate: phenylacetaldehyde)
Location
Page/Page column 1; 49-50
Patent; Mochly-Rosen, Daria; Chen, Che-Hong; Yang, Wenjin; US2010/113423; (2010); (A1) English, View in Reaxys 22 of 102
Effect (Pharmacological Data)
ALDH2 isozyme; inhibition of
Species or Test-System (Pharmacological Data)
ALDH2 isozyme
Method (Pharmacological Data)
Example 2Plant-Derived ALDH AgonistsReagents for plant-derived compounds safrole, isosafrole, piperine, sesamin, capsaicin were purchased from Sigma-Aldrich Chemicals
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
34/69
2016-07-07 14:40:00
and dihydromethysticin was purchased from AvaChem Scientific. Piperine related compounds, Alda-101 to Alda-112, were synthesized by standard organic chemistry. All testing compounds were dissolved in dimethyl-sulfoxide (DMSO) to obtain a stock solution of 20 mM. Different recombinant ALDH isozymes with a His-epitope tag at the N-terminus were constructed, cloned and expressed in BL21 E. coli host cells according published methods (Chen et al., 2008 Science 321:1493). The bacteria were subjected to 0.5 mM IPTG induction for protein expression at 30° C. Purification of the recombinant proteins by affinity nickel columns were carried out using a standard protocol according to manufacturer's instructions (Novagen, Wis., USA).ALDH enzymatic activity was determined spectrophotometrically using purified recombinant protein (15 ug) in the reductive reaction of NAD+ to NADH at 2340 nm (Rex et al., 1985, Alcohol Clin Exp Res 9: 147). All the assays in the presence of absence of a testing compound were carried out at 25° C. in 0.1 sodium pyrophosphate buffer, pH=9.5, 2.4 mM NAD+ and 10 mM acetaldehyde or phenylacetaldehyde as a substrate.FIG. 13 depicts: Activation of ALDH3 by different compounds (50 uM) in a 3-minute kinetic assay using acetaldehyde as a substrate. Enzymatic activity is expressed in percentage using DMSO vehicle alone as the control (100percent), (n=3; **p<0.01 vs. control).FIG. 14 depicts: Activation of ALDH3 by different compounds (50 uM) in a 3-minute kinetic assay using phenylacetaldehyde as a substrate. Enzymatic activity is expressed in percentage using DMSO vehicle alone as the control (100percent), (n=3; **p<0.01 vs. control).FIG. 15 depicts: Dosage effect of safrole (Alda-89) on ALDH3 enzymatic activity using acetaldehyde as a substrate. Note that Alda-1 does not have any effect on enzymatic activity of ALDH3 isozyme, (n=3; **p<0.01 vs. control).FIG. 16 depicts: Activation of ALDH3 enzymatic activity by synthetic derivative compounds (Alda-101-Alda-112, 50 uM) of piperine using acetaldehyde as a substrate (n=3; **p<0.01 vs. control).FIG. 17 depicts: Inhibitory effect of high concentration of safrole (Alda-89, 500 uM 1000 uM) on enzymatic activity of ALDH2 isozyme using acetaldehyde as a substrate. This inhibition can be prevented and reversed by co-incubation of an ALDH2 activator Alda-1 (40 uM), (n=3; **p<0.01 vs. control).FIG. 18 depicts: 15-minute kinetic measurements of inhibitory effect of safrole (Alda-89, 1000 uM) on enzymatic activity of ALDH2 isozyme using acetaldehyde as a substrate. This inhibition can be prevented and reversed by co-incubation of an ALDH2 activator Alda-1 (40 uM). Control is DMSO vehicle alone. Results
inhibition of enzyme activity (percent control) = ~55 and ~30 at 500 and 1000 μM, respectively
Location
Page/Page column 1; 49-50
Patent; Mochly-Rosen, Daria; Chen, Che-Hong; Yang, Wenjin; US2010/113423; (2010); (A1) English, View in Reaxys 23 of 102
Effect (Pharmacological Data)
ALDH2 isozyme; activation of
Species or Test-System (Pharmacological Data)
ALDH2 isozyme
Kind of Dosing (Pharmacological Data)
comcomitant administration with 40 μM of Alda-1
Method (Pharmacological Data)
Example 2Plant-Derived ALDH AgonistsReagents for plant-derived compounds safrole, isosafrole, piperine, sesamin, capsaicin were purchased from Sigma-Aldrich Chemicals and dihydromethysticin was purchased from AvaChem Scientific. Piperine related compounds, Alda-101 to Alda-112, were synthesized by standard organic chemistry. All testing compounds were dissolved in dimethyl-sulfoxide (DMSO) to obtain a stock solution of 20 mM. Different recombinant ALDH isozymes with a His-epitope tag at the N-terminus were constructed, cloned and expressed in BL21 E. coli host cells according published methods (Chen et al., 2008 Science 321:1493). The bacteria were subjected to 0.5 mM IPTG induction for protein expression at 30° C. Purification of the recombinant proteins by affinity nickel columns were carried out using a standard protocol according to manufacturer's instructions (Novagen, Wis., USA).ALDH enzymatic activity was determined spectrophotometrically using purified recombinant protein (15 ug) in the reductive reaction of NAD+ to NADH at 2340 nm (Rex et al., 1985, Alcohol Clin Exp Res 9: 147). All the assays in the presence of absence of a testing compound were carried out at 25° C. in 0.1 sodium pyrophosphate buffer, pH=9.5, 2.4 mM NAD+ and 10 mM acetaldehyde or phenylacetaldehyde as a substrate.FIG. 13 depicts: Activation of ALDH3 by different compounds (50 uM) in a 3-minute kinetic assay using acetaldehyde as a substrate. Enzymatic activity is expressed in percentage using DMSO vehicle alone as the control (100percent), (n=3; **p<0.01 vs. control).FIG. 14 depicts: Activation of ALDH3 by different compounds (50 uM) in a 3-minute kinetic assay using phenylacetaldehyde as a substrate. Enzymatic activity is expressed in percentage using DMSO vehicle alone as the control (100percent), (n=3; **p<0.01 vs. control).FIG. 15 depicts: Dosage effect of safrole (Alda-89) on ALDH3 enzymatic activity using acetaldehyde as a substrate. Note that Alda-1 does not have any effect on enzymatic activity of ALDH3 isozyme, (n=3; **p<0.01 vs. control).FIG. 16 depicts:
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
35/69
2016-07-07 14:40:00
Activation of ALDH3 enzymatic activity by synthetic derivative compounds (Alda-101-Alda-112, 50 uM) of piperine using acetaldehyde as a substrate (n=3; **p<0.01 vs. control).FIG. 17 depicts: Inhibitory effect of high concentration of safrole (Alda-89, 500 uM 1000 uM) on enzymatic activity of ALDH2 isozyme using acetaldehyde as a substrate. This inhibition can be prevented and reversed by co-incubation of an ALDH2 activator Alda-1 (40 uM), (n=3; **p<0.01 vs. control).FIG. 18 depicts: 15-minute kinetic measurements of inhibitory effect of safrole (Alda-89, 1000 uM) on enzymatic activity of ALDH2 isozyme using acetaldehyde as a substrate. This inhibition can be prevented and reversed by co-incubation of an ALDH2 activator Alda-1 (40 uM). Control is DMSO vehicle alone. Results
activation of enzyme activity (percent control) = ~140 and ~125 at 500 and 1000 μM, respectively
Location
Page/Page column 1; 49-50
Patent; Mochly-Rosen, Daria; Chen, Che-Hong; Yang, Wenjin; US2010/113423; (2010); (A1) English, View in Reaxys 24 of 102
Effect (Pharmacological Data)
carcinogenicity
Species or Test-System (Pharmacological Data)
animal
Type (Pharmacological Data)
log TD50
Value of Type (Pharmacological Data)
-0.434
Location
supporting information
Toropov; Toropova; Benfenati; European Journal of Medicinal Chemistry; vol. 45; nb. 9; (2010); p. 3581 - 3587, View in Reaxys 25 of 102
Effect (Pharmacological Data)
growth; inhibition of
Species or Test-System (Pharmacological Data)
tumor breast cancer MCF-7 cells of human
Concentration (Pharmacological Data)
<= 100 μmol/l
Kind of Dosing (Pharmacological Data)
dissolved in ethanol
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Catalan, Luis Espinoza; Villegas, Alejandro Madrid; Liber, Lautaro Taborga; Garcia, Joan Villena; Fritis, Mauricio Cuellar; Altamirano, Hector Carrasco; Journal of the Chilean Chemical Society; vol. 55; nb. 2; (2010); p. 219 - 222, View in Reaxys 26 of 102
Effect (Pharmacological Data)
growth; inhibition of
Species or Test-System (Pharmacological Data)
tumor breast cancer MDA-MB-231 cells of human
Concentration (Pharmacological Data)
<= 100 μmol/l
Kind of Dosing (Pharmacological Data)
dissolved in ethanol
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Catalan, Luis Espinoza; Villegas, Alejandro Madrid; Liber, Lautaro Taborga; Garcia, Joan Villena; Fritis, Mauricio Cuellar; Altamirano, Hector Carrasco; Journal of the Chilean Chemical Society; vol. 55; nb. 2; (2010); p. 219 - 222, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
36/69
2016-07-07 14:40:00
27 of 102
Effect (Pharmacological Data)
growth; inhibition of
Species or Test-System (Pharmacological Data)
colorectal cancer DLD-1 cells of human
Concentration (Pharmacological Data)
<= 100 μmol/l
Kind of Dosing (Pharmacological Data)
dissolved in ethanol
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Catalan, Luis Espinoza; Villegas, Alejandro Madrid; Liber, Lautaro Taborga; Garcia, Joan Villena; Fritis, Mauricio Cuellar; Altamirano, Hector Carrasco; Journal of the Chilean Chemical Society; vol. 55; nb. 2; (2010); p. 219 - 222, View in Reaxys 28 of 102
Effect (Pharmacological Data)
growth; inhibition of
Species or Test-System (Pharmacological Data)
dermal fibroblast DHF cells of human
Concentration (Pharmacological Data)
<= 100 μmol/l
Kind of Dosing (Pharmacological Data)
dissolved in ethanol
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Catalan, Luis Espinoza; Villegas, Alejandro Madrid; Liber, Lautaro Taborga; Garcia, Joan Villena; Fritis, Mauricio Cuellar; Altamirano, Hector Carrasco; Journal of the Chilean Chemical Society; vol. 55; nb. 2; (2010); p. 219 - 222, View in Reaxys 29 of 102
Effect (Pharmacological Data)
AA-induced platelet aggregation; inhibition of
Species or Test-System (Pharmacological Data)
venous blood of human
Concentration (Pharmacological Data)
12.5 - 100 μg/ml
Kind of Dosing (Pharmacological Data)
dissolved in DMSO
Further Details (Pharmacological Data)
AA: arachidonic acid; inhibitory concentration (IC)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
33.3 μg/ml
Moharam, Bushra Abdulkarim; Jantan, Ibrahim; Ahmad, Fasihuddin Bin; Jalil, Juriyati; Molecules; vol. 15; nb. 8; (2010); p. 5124 - 5138, View in Reaxys 30 of 102
Effect (Pharmacological Data)
AA-induced platelet aggregation; inhibition of
Species or Test-System (Pharmacological Data)
venous blood of human
Concentration (Pharmacological Data)
12.5 - 100 μg/ml
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
37/69
2016-07-07 14:40:00
Kind of Dosing (Pharmacological Data)
dissolved in DMSO
Further Details (Pharmacological Data)
AA: arachidonic acid
Type (Pharmacological Data)
inhibition
Value of Type (Pharmacological Data)
10.53 - 93.4 percent
Moharam, Bushra Abdulkarim; Jantan, Ibrahim; Ahmad, Fasihuddin Bin; Jalil, Juriyati; Molecules; vol. 15; nb. 8; (2010); p. 5124 - 5138, View in Reaxys 31 of 102
Effect (Pharmacological Data)
ADP-induced platelet aggregation; inhibition of
Species or Test-System (Pharmacological Data)
venous blood of human
Concentration (Pharmacological Data)
12.5 - 100 μg/ml
Kind of Dosing (Pharmacological Data)
dissolved in DMSO
Further Details (Pharmacological Data)
ADP: adenosine diphosphate; inhibitory concentration (IC)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
28.2 μg/ml
Moharam, Bushra Abdulkarim; Jantan, Ibrahim; Ahmad, Fasihuddin Bin; Jalil, Juriyati; Molecules; vol. 15; nb. 8; (2010); p. 5124 - 5138, View in Reaxys 32 of 102
Effect (Pharmacological Data)
ADP-induced platelet aggregation; inhibition of
Species or Test-System (Pharmacological Data)
venous blood of human
Concentration (Pharmacological Data)
12.5 - 100 μg/ml
Kind of Dosing (Pharmacological Data)
dissolved in DMSO
Further Details (Pharmacological Data)
ADP: adenosine diphosphate
Type (Pharmacological Data)
inhibition
Value of Type (Pharmacological Data)
20.34 - 97.2 percent
Moharam, Bushra Abdulkarim; Jantan, Ibrahim; Ahmad, Fasihuddin Bin; Jalil, Juriyati; Molecules; vol. 15; nb. 8; (2010); p. 5124 - 5138, View in Reaxys 33 of 102
Effect (Pharmacological Data)
receptor binding affinity
Species or Test-System (Pharmacological Data)
platelets of rabbit
Concentration (Pharmacological Data)
18.2 μg/ml
Further Details (Pharmacological Data)
PAF: platelet activating factor (1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine); [3H]PAF was used as radioligand; IC50 = 2.8 μg/ml for cedrol; inhibition related to: PAF receptor
Type (Pharmacological Data)
inhibition
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
38/69
2016-07-07 14:40:00
Value of Type (Pharmacological Data)
30.8 percent
Moharam, Bushra Abdulkarim; Jantan, Ibrahim; Ahmad, Fasihuddin Bin; Jalil, Juriyati; Molecules; vol. 15; nb. 8; (2010); p. 5124 - 5138, View in Reaxys 34 of 102
Effect (Pharmacological Data)
receptor binding affinity
Species or Test-System (Pharmacological Data)
platelets of rabbit
Concentration (Pharmacological Data)
18.2 μg/ml
Further Details (Pharmacological Data)
PAF: platelet activating factor (1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine); [3H]PAF was used as radioligand; IC50 = 2.8 μg/ml for cedrol
Results
molecular target: PAF receptor
Moharam, Bushra Abdulkarim; Jantan, Ibrahim; Ahmad, Fasihuddin Bin; Jalil, Juriyati; Molecules; vol. 15; nb. 8; (2010); p. 5124 - 5138, View in Reaxys 35 of 102
Effect (Pharmacological Data)
enzyme activity; inhibition of
Species or Test-System (Pharmacological Data)
cytochrome P450 1A2
Kind of Dosing (Pharmacological Data)
dissolved in methanol
Further Details (Pharmacological Data)
inhibitory concentration (IC)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
22.1 μmol/l
Huang, Yu-Ting; Onose, Jun-Ichi; Abe, Naoki; Yoshikawa, Kunie; Bioscience, Biotechnology and Biochemistry; vol. 73; nb. 4; (2009); p. 855 - 860, View in Reaxys 36 of 102
Effect (Pharmacological Data)
enzyme activity; inhibition of
Species or Test-System (Pharmacological Data)
cytochrome P450 1A2
Kind of Dosing (Pharmacological Data)
dissolved in methanol
Results
molecular target: cytochrome P450 1A2
Huang, Yu-Ting; Onose, Jun-Ichi; Abe, Naoki; Yoshikawa, Kunie; Bioscience, Biotechnology and Biochemistry; vol. 73; nb. 4; (2009); p. 855 - 860, View in Reaxys 37 of 102
Effect (Pharmacological Data)
enzyme activity; inhibition of
Species or Test-System (Pharmacological Data)
cytochrome P450 3A4
Kind of Dosing (Pharmacological Data)
dissolved in methanol
Further Details (Pharmacological Data)
inhibitory concentration (IC)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
40.2 μmol/l
Huang, Yu-Ting; Onose, Jun-Ichi; Abe, Naoki; Yoshikawa, Kunie; Bioscience, Biotechnology and Biochemistry; vol. 73; nb. 4; (2009); p. 855 - 860, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
39/69
2016-07-07 14:40:00
38 of 102
Effect (Pharmacological Data)
enzyme activity; inhibition of
Species or Test-System (Pharmacological Data)
cytochrome P450 3A4
Kind of Dosing (Pharmacological Data)
dissolved in methanol
Results
molecular target: cytochrome P450 3A4
Huang, Yu-Ting; Onose, Jun-Ichi; Abe, Naoki; Yoshikawa, Kunie; Bioscience, Biotechnology and Biochemistry; vol. 73; nb. 4; (2009); p. 855 - 860, View in Reaxys 39 of 102
Effect (Pharmacological Data)
peroxisome proliferator-activated receptor gamma (PPARγ); binding affinity
Species or Test-System (Pharmacological Data)
peroxisome proliferator-activated receptor (PPAR)-γ-ligand binding domain (LBD)
Method (Pharmacological Data)
Example 1PPAR-Gamma Assay and PPAR-Gamma Binding Activity1.1 Extraction and Preparation of the Plants/Plant Powders100 mg dry powder of plants, herbs or spices was suspended in 1 ml DMSO for 24 h at room temperature. The suspension was stirred on a magnetic stirrer. After 24 h the extract was clarified by centrifugation for 1 h at 13.000 rpm. The clear supernatant was further diluted by DMSO and then binding to PPARγwas tested by Peroxisome Proliferator-Activated Receptor-gamma Competitor Assay Kit, Green (Invitrogen, Carlsbad, Calif.).1.2 Polar Screen PPAR Competitive AssayPPAR-gamma Competitive assay was performed according to manufacturer's instructions as described in the PolarScreen.(TM). PPAR Competitor Assay, Green Protocol (839-0412498 060904). PPAR-gamma-LBD and the fluorescent PPAR-gamma ligand (Fluormone.(TM). PPAR Green) form a PPAR-gamma-LBD/Fluormone.(TM). PPAR-gamma Green complex which has a high polarization value. If a competitor of PPAR-gamma is added the fluorescent ligand is displaced. This causes that the Fluoromone is free in solution and tumbles rapidly during its fluorescence lifetime which results in a low polarisation value. Substances which do not compete will not displace the fluorescent ligand from the complex so that the high polarisation value remains.1 μl of test compounds, which was dissolved and diluted in DMSO, was transferred into a microwell plate. Complete screening buffer was prepared by addition of 0.5 μl DTT (1M) to 1 ml PPAR Green Screening Buffer. 19 μl of this buffer was added to each well of microwell plate. The PPAR-LBD/Fluoromone Green complex solution was prepared by addition of 16 μl Fluoromone PPAR Green solution (500 nM) per 1.6 ml and 2 μl PPAR-gamma-Ligand binding domain (1.56 mg/ml) per 1.6 ml to complete screening buffer. 20 μl of this solution was added to each well. The plate is covered to protect the reagents from light and incubated for two hours at room temperature. Fluorescence polarization was measured at excitation wavelength 485 nm and emission 535 nm with Tecan Genios Pro plate reader (Tecan, Austria).1.3 Curve FittingData of the ligand binding assay were calculated in the following way: Polarization values were plotted against the concentration of test compound. The curve was fitted using a logistic dose-response model from Table Curve 2D software (Jandel Scientific). The used function was:The parameter a equals the baseline, b is the difference between the plateau of the curve and the baseline and c is the transition center of the curve which is the concentration that causes 50percent of efficiency (ligand potency). d gives the transition zone and is a measure for positive or negative co-operatively.The concentration of the test compound that results in a half-maximal shift in polarization value is the EC50 value of the test compound. This value serves as measure of relative binding affinity to PPAR-gamma. Fitted curves are depicted in FIGS. 1 to 4.
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
2.25 mmol/l
Location
Page/Page column 5-6
Patent; Melbrosin International Produktions- und Vertriebs GesmbH and Co KG; US2008/131534; (2008); (A1) English, View in Reaxys 40 of 102
Effect (Pharmacological Data)
calcium accumulation; effect on
Species or Test-System (Pharmacological Data)
osteoblast MC3T3-E1 cells (ATCC CRL-2593)
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
40/69
2016-07-07 14:40:00
Method (Pharmacological Data)
Test Example 1: The influence of the seeds extract of Myristica fragrans on the calcium formation in the osteoblast(1-1) Culture and differentiation induction of osteoblast MC3T3E1 subclone 4 (ATCC CRL-2593) was used as osteoblast cells, and medium and other materials used in cell culture were purchased from HyClone Laboratories Inc.. The osteoblast cells were cultured in an α-MEM medium supplemented with 10percent FBS, and the medium was replaced wih a fresh medium every 3 days. At 70percent confluency, the cultured cells were removed from the culture plate by using trypsin, and 1 x 104 cells were transferred to each well of a 48-well plate. At a confluency of 95percent and more, the medium was changed to a differentiation-inducing medium (α-MEM containing 10percent FBS, 50 μg/m. ascorbic acid and 10 mM β-glycerophosphate). Cells were then cultured while replacing the medium with a fresh medium every 3 days. 0.1, 1 and 10 βglml of the seeds extract of Myristica fragrans of Example 1, the ethylacetate fraction, n-butanol fraction and water fraction were each added thereto (treatment).(1-2) Staining and quantitation of calcium formed in the osteoblast After 21 days of the treatment, the cells were washed with PBS, reacted with an alizarin red S staining solution (0.1368 g in 10 ml water, pH 4.2), and washed with water to detect the presence of accumulated calcium which was stained (Fig. 3A). The accumulated calcium was extracted with IN HCl, and quantified using Calcium C kit (Wako, Japan) (Fig. 3B).As shown in Fig. 3 A, when 10 μg/m-β of the methanol extract of Myristica fragrans, ethylacetate fraction and water fraction, respectively, were used to treat cells, increased amounts of stained calcium were observed as compared with the non-treated control group. Further, as shown in Fig. 3B, the treated groups formed more calcium as compared with the non-treated control group in the view of statistical significance: the statistical significance was tested by t-test (* p<0.01, ** pO.OOl) based on the mean value of the control groups of 2.75 mg/dL.; Test Example 2: Analysis of calcium formation in the osteoblast by the compounds isolated from the seeds extract of Myristica fragransThe effects of the compounds of Examples 2 to 9 isolated from the seeds extract of Myristica fi'agrans on the calcium formation in cases of osteoblast were tested as described in Test Example 1.As shown in Fig. 4, the treatment with 10 μM machilin A showed the highest amount of accumulated calcium, while the treatments with 5 μM macelignan, machilin F, nectandrin B, safrole, licarin A, licarin B, myristagenol A and meso-dihydroguaiaretic acid were each most effective in obtaining the highest amount of accumulated calcium in the osteoblast cases under test.Consequently, the amounts of calcium formation in the osteoblast case induced by the compounds of Examples 2 to 9 were 15 to 100 times higher than that of the non-treated control group.
Results
title compound at 5 μmol/l was most effective in obtaining the highest amount of accumulated calcium in the osteoblast cases; figure is given
Location
Page/Page column 14; 15; sheet 5
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys 41 of 102
Effect (Pharmacological Data)
antibacterial
Species or Test-System (Pharmacological Data)
KCCM-10639 of Bacillus subtilis
Method (Pharmacological Data)
Example 3Examination of Resistance to Prior Fungicides (Agricultural Chemicals)(1) Experimental Method(i) N.A (nutrient broth agar) medium was prepared 2-3 days before the experiment.(ii) Sterilized water (distilled water) was prepared. Then, agricultural chemicals were dissolved in sterilized water (distilled water) in recommended amounts.(iii) 100 μl of the solution of the step (ii) was absorbed into filter paper, followed by drying. Then, the filter paper was placed on 100 μl of smear medium. Then, the medium was sealed and incubated at 25° C. for 2 days. As a control group, distilled water was used.(iv) The test results were observed.(v) Whether a clear zone (growth-inhibitory zone) was produced around the paper disc was determined on the basis of whether the bacteria grew.(vi) When the clear zone was not produced, the antagonistic strain was determined to have resistance to the agricultural chemicals, and when the clear zone was produced, the antagonistic strain was determined to be influenced by the agricultural chemicals. In this case, the diameter of the clear zone was measured and recorded.(2) ResultsThe novel strains KCCM 10639 and KCCM 10640 showed resistance to the prior fungicides. The prior fungicides and the resistance of the novel strains to the fungicides are shown in Table 1.
Results
middle-strong resistance to title compound was observed (100 μl/100 ml comcentration)
Location
Page/Page column 3-4
Comment (Pharmacological Data)
potential area of application: agro
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
41/69
2016-07-07 14:40:00
Patent; Kyu Jin Yum; US2008/267937; (2008); (A1) English, View in Reaxys 42 of 102
Effect (Pharmacological Data)
antibacterial
Species or Test-System (Pharmacological Data)
KCCM-10640 of Bacillus subtilis
Method (Pharmacological Data)
Example 3Examination of Resistance to Prior Fungicides (Agricultural Chemicals)(1) Experimental Method(i) N.A (nutrient broth agar) medium was prepared 2-3 days before the experiment.(ii) Sterilized water (distilled water) was prepared. Then, agricultural chemicals were dissolved in sterilized water (distilled water) in recommended amounts.(iii) 100 μl of the solution of the step (ii) was absorbed into filter paper, followed by drying. Then, the filter paper was placed on 100 μl of smear medium. Then, the medium was sealed and incubated at 25° C. for 2 days. As a control group, distilled water was used.(iv) The test results were observed.(v) Whether a clear zone (growth-inhibitory zone) was produced around the paper disc was determined on the basis of whether the bacteria grew.(vi) When the clear zone was not produced, the antagonistic strain was determined to have resistance to the agricultural chemicals, and when the clear zone was produced, the antagonistic strain was determined to be influenced by the agricultural chemicals. In this case, the diameter of the clear zone was measured and recorded.(2) ResultsThe novel strains KCCM 10639 and KCCM 10640 showed resistance to the prior fungicides. The prior fungicides and the resistance of the novel strains to the fungicides are shown in Table 1.
Results
middle-strong resistance to title compound was observed (100 μl/100 ml comcentration)
Location
Page/Page column 3-4
Comment (Pharmacological Data)
potential area of application: agro
Patent; Kyu Jin Yum; US2008/267937; (2008); (A1) English, View in Reaxys 43 of 102
Effect (Pharmacological Data)
haemolytic
Species or Test-System (Pharmacological Data)
mouse erythrocytes
Concentration (Pharmacological Data)
10 - 200 mg/l
Method (Pharmacological Data)
title comp. incubated with test cells in 0.85 percent saline containing 10 mmol/l CaCl2 at room temp. for 30 min and centrifuged; liberated hemoglobin quantified in supernatant spectrophotometrically at 540 nm
Further Details (Pharmacological Data)
Triton X-100 (20 μl of 0.1 percent solution in 0.85 percent saline) as positive control
Results
title comp. exhibited hemolytic activity only at highest tested concentration 200 μg/ml
Moreira, Diogo Rodrigo de Magalhaes; Lima Leite, Ana Cristina; Pinheiro Ferreira, Paulo Michel; da Costa, Patricia Marcal; Costa Lotufo, Leticia Veras; de Moraes, Manoel Odorico; Brondani, Dalci Jose; do O Pessoa, Claudia; European Journal of Medicinal Chemistry; vol. 42; nb. 3; (2007); p. 351 - 357, View in Reaxys 44 of 102
Effect (Pharmacological Data)
cytotoxicity
Species or Test-System (Pharmacological Data)
human myeloblastic leukemia HL-60 cells
Concentration (Pharmacological Data)
0.39 - 25 mg/l
Kind of Dosing (Pharmacological Data)
title comp. dissolved in DMSO
Method (Pharmacological Data)
MTT assay; title comp. incubated with test cells in RPMI-1640 supplemented with 10 percent fetal calf serum and antibiotics at 37 deg C for 72 h; medium replaced by fresh one, MTT added; 3 h later absorbance of formazan product at 590 nm measured
Further Details (Pharmacological Data)
doxorubicin with IC50 0.03 μmol/l as positive control
Type (Pharmacological Data)
IC50
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
42/69
2016-07-07 14:40:00
Value of Type (Pharmacological Data)
104.5 μmol/l
Moreira, Diogo Rodrigo de Magalhaes; Lima Leite, Ana Cristina; Pinheiro Ferreira, Paulo Michel; da Costa, Patricia Marcal; Costa Lotufo, Leticia Veras; de Moraes, Manoel Odorico; Brondani, Dalci Jose; do O Pessoa, Claudia; European Journal of Medicinal Chemistry; vol. 42; nb. 3; (2007); p. 351 - 357, View in Reaxys 45 of 102
Effect (Pharmacological Data)
cytotoxicity
Species or Test-System (Pharmacological Data)
human colon carcinoma HCT-8 cells
Concentration (Pharmacological Data)
0.39 - 25 mg/l
Kind of Dosing (Pharmacological Data)
title comp. dissolved in DMSO
Method (Pharmacological Data)
MTT assay; title comp. incubated with test cells in RPMI-1640 supplemented with 10 percent fetal calf serum and antibiotics at 37 deg C for 72 h; medium replaced by fresh one, MTT added; 3 h later absorbance of formazan product at 590 nm measured
Further Details (Pharmacological Data)
doxorubicin with IC50 0.03 μmol/l as positive control
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
36.1 μmol/l
Moreira, Diogo Rodrigo de Magalhaes; Lima Leite, Ana Cristina; Pinheiro Ferreira, Paulo Michel; da Costa, Patricia Marcal; Costa Lotufo, Leticia Veras; de Moraes, Manoel Odorico; Brondani, Dalci Jose; do O Pessoa, Claudia; European Journal of Medicinal Chemistry; vol. 42; nb. 3; (2007); p. 351 - 357, View in Reaxys 46 of 102
Effect (Pharmacological Data)
cytotoxicity
Species or Test-System (Pharmacological Data)
human breast cancer MDA-MB-435 cells
Concentration (Pharmacological Data)
0.39 - 25 mg/l
Kind of Dosing (Pharmacological Data)
title comp. dissolved in DMSO
Method (Pharmacological Data)
MTT assay; title comp. incubated with test cells in RPMI-1640 supplemented with 10 percent fetal calf serum and antibiotics at 37 deg C for 72 h; medium replaced by fresh one, MTT added; 3 h later absorbance of formazan product at 590 nm measured
Further Details (Pharmacological Data)
doxorubicin with IC50 0.83 μmol/l as positive control
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
104.7 μmol/l
Moreira, Diogo Rodrigo de Magalhaes; Lima Leite, Ana Cristina; Pinheiro Ferreira, Paulo Michel; da Costa, Patricia Marcal; Costa Lotufo, Leticia Veras; de Moraes, Manoel Odorico; Brondani, Dalci Jose; do O Pessoa, Claudia; European Journal of Medicinal Chemistry; vol. 42; nb. 3; (2007); p. 351 - 357, View in Reaxys 47 of 102
Effect (Pharmacological Data)
cytotoxicity
Species or Test-System (Pharmacological Data)
human glyoblastoma SF-295 cells
Concentration (Pharmacological Data)
0.39 - 25 mg/l
Kind of Dosing (Pharmacological Data)
title comp. dissolved in DMSO
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
43/69
2016-07-07 14:40:00
Method (Pharmacological Data)
MTT assay; title comp. incubated with test cells in RPMI-1640 supplemented with 10 percent fetal calf serum and antibiotics at 37 deg C for 72 h; medium replaced by fresh one, MTT added; 3 h later absorbance of formazan product at 590 nm measured
Further Details (Pharmacological Data)
doxorubicin with IC50 0.42 μmol/l as positive control
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
32.6 μmol/l
Moreira, Diogo Rodrigo de Magalhaes; Lima Leite, Ana Cristina; Pinheiro Ferreira, Paulo Michel; da Costa, Patricia Marcal; Costa Lotufo, Leticia Veras; de Moraes, Manoel Odorico; Brondani, Dalci Jose; do O Pessoa, Claudia; European Journal of Medicinal Chemistry; vol. 42; nb. 3; (2007); p. 351 - 357, View in Reaxys 48 of 102
Effect (Pharmacological Data)
agonist
Species or Test-System (Pharmacological Data)
recombinant rat hepatoma H4L1.1c4 cells
Concentration (Pharmacological Data)
10 μmol/l
Method (Pharmacological Data)
AhR-regulated gene expression analyzed by luciferase reporter gene assay; cells transfected with DRE-driven firefly luciferase reporter gene incubated with title comp. for 4 h at 37 deg C; luciferase activity measured with luminometer
Further Details (Pharmacological Data)
control: dimethylsulfoxide; TCDD: 2,3,7,8-tetrachlorodibenzo-p-dioxin; DRE: dioxin-response element; AhR: aryl hydrocarbon receptor; result expressed as percent of induction by TCDD (1 nM)
Comment (Pharmacological Data)
No effect
Hu, Wenyue; Sorrentino, Claudio; Denison, Michael S.; Kolaja, Kyle; Fielden, Mark R.; Molecular Pharmacology; vol. 71; nb. 6; (2007); p. 1475 - 1486, View in Reaxys 49 of 102
Effect (Pharmacological Data)
DNA adducts; formation of
Species or Test-System (Pharmacological Data)
human hepatoma HepG2 cells
Concentration (Pharmacological Data)
50 - 450 μmol/l
Kind of Dosing (Pharmacological Data)
title comp. dissolved in dimethyl sulfoxide
Method (Pharmacological Data)
cells incubated with title comp. for 24 h; DNA adducts formation analyzed by dinucleotide/ monophosphate version of <32P>-postlabeling assay and multidirectional ion-exchanged thin-layer chromatography
Results
title comp. dose-dependently leads to DNA adduct formation; two types of DNA adducts were detected: major and minor (3' or 1'-carbons of side chain of title comp. binds to guanine, resp.) in the ratio of 3.1
Zhou, Guo-Dong; Moorthy, Bhagavatula; Bi, Jia; Donnelly, Kirby C.; Randerath, Kurt; Environmental and Molecular Mutagenesis; vol. 48; nb. 9; (2007); p. 715 - 721, View in Reaxys 50 of 102
Effect (Pharmacological Data)
calcium homeostasis; effect on
Species or Test-System (Pharmacological Data)
human OC2 oral cancer cells
Concentration (Pharmacological Data)
Ca. 150 - 850 μmol/l
Kind of Dosing (Pharmacological Data)
dissolved in ethanol
Method (Pharmacological Data)
fura-2/acetoxy methyl-loaded cells in Ca(2+)-containing medium exposed to title comp.; fluorescence monitored at 1-s intervals (excitation at 340/380 nm; emission at 510 nm)
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
44/69
2016-07-07 14:40:00
Further Details (Pharmacological Data)
further investigation on mechanism with Ca(2+) entry blockers, endoplasmic reticulum Ca(2+) pump inhibitor (thapsigargin), phospholipase C-depen. agonist (bradykinin), protein kinase C activator (phorbol 12-myristate 13-acetate) or inhibitor (GF109203X)
Results
title comp. dose-dependently (starting at 325 μmol/l) increased intracellular Ca(2+) levels by causing release of stored Ca(2+) from endoplasmic reticulum in a phospholipase C-, protein kinase C-independent fashion via nifedipine-sensitive Ca(2+) entry
Huang, Jong-Khing; Huang, Chun-Jen; Chen, Wei-Chuan; Liu, Shiuh-Inn; Hsu, Shu-Shong; Chang, Hong-Tai; Tseng, Li-Ling; Chou, Chiang-Ting; Chang, Chih-Hung; Jan, Chung-Ren; Naunyn-Schmiedeberg's Archives of Pharmacology; vol. 372; nb. 1; (2005); p. 88 - 94, View in Reaxys 51 of 102
Effect (Pharmacological Data)
growth stimulation
Species or Test-System (Pharmacological Data)
human OC2 oral cancer cells
Concentration (Pharmacological Data)
1 - 1 μmol/l
Kind of Dosing (Pharmacological Data)
dissolved in ethanol
Method (Pharmacological Data)
cells in serum-free medium incubated with title comp. for 16 h; cell viability analyzed using WST-1 reagent
Further Details (Pharmacological Data)
further investigation on mechanism of action with intracellular calcium chelator (BARTA)
Results
1 μmol/l dose of title comp. had no effect; at 10-1000 μmol/l title comp. dose-independently induced significant 50-70 percent increase in cell proliferation in a Ca(2+)-independent manner
Huang, Jong-Khing; Huang, Chun-Jen; Chen, Wei-Chuan; Liu, Shiuh-Inn; Hsu, Shu-Shong; Chang, Hong-Tai; Tseng, Li-Ling; Chou, Chiang-Ting; Chang, Chih-Hung; Jan, Chung-Ren; Naunyn-Schmiedeberg's Archives of Pharmacology; vol. 372; nb. 1; (2005); p. 88 - 94, View in Reaxys 52 of 102
Effect (Pharmacological Data)
farnesoid X-activated receptor (FXR)-mediated transcription; activation of
Species or Test-System (Pharmacological Data)
chinese hamster ovary (CHO K1) cells transfected with FXR DNA of rat
Method (Pharmacological Data)
Example 1 Materials and Methods [0177] A. Cell Growth Conditions [0178] Chinese hamster ovary (CHO K1) cells were grown in Dulbecco's modified Eagle medium: nutrient mixture F-12 (1:1) containing 5percent fetal bovine serum and supplemented with 50 u/ml penicillin, and 50 μg/ml streptomycin (Life Technologies) in a water-jacketed incubator held at 37° C. and maintained with a 5percent CO2 atmosphere. [0179] B. Chemicals [0180] Chemicals were purchased from Sigma-Aldrich Chemical Company (St. Louis, Mo.) unless noted. Plant oils were manufactured by Aura Cacia (Weaverville, Calif.). Juvocimene was synthesized as described (Mestres, R. and E. Munoz, 1996, Synthetic Comm., 26:1309-1319). Myristicin, apiole, bergamotin, tangeretin, bisabolol, and cucurbitacin were obtained from Indofine Chemical Company (Somerville, N.J.). Methyleugenol was provided by the Batelle Chemical Company (Columbus, Ohio). Man-made insecticides were purchased from Chem Service (West Chester, Pa.). The precocene-like suicide substrate 3,4-dimethoxyisopentenylphenol was prepared as described Bowers, W. S., et al., 1976, Science, 217:647-648) except that a 3,4-dimethoxylated reactant was used. [0181] C. Transfection Assay [0182] The transcriptional assay utilized for the study of EcR potentiation by JH (FIGS. 2-5) was modified from the assay described by Forman et al., (Forman, B. M., et al., 1995, Cell 81, 687-695) as described below. Cells were seeded in 6-well polypropylene culture plates (Falcon) with 105 cells per well on the day prior to transfection. Transfection was subsequently performed using either calcium phosphate (Kitareewan, S., et al., 1996, Mol. Biol. Cell, 7:1153-1196) or a GenePorter reagent (Gene Therapy Systems, Inc; San Diego, Calif.) following manufacturer's protocols. Each well received 1.25 μg of (EcRE)5-ΔMTV-CAT (five copies of the hsp27 EcRE inserted into an mouse mammary tumor virus (MTV) promoter upstream of the chloramphenicol acetyltransferase (CAT) gene) or (EcRE)5-ΔMTV-LUC (the same promoter attached to firefly luciferase), 1.25 μg of pCH 111(SV40 early promoter linked to the β-galactosidase gene) to normalize CAT activity, and 0.25 μg of each expression plasmid (EcR, FXR, RXR, USP) that was tested. The cells were incubated with plasmid DNA for seven hours and then washed with 1.x.PBS. Muristerone A (murA; Alexis Biochemicals) or 20-hydroxyecdysone (20E; Sigma) dissolved in ethanol to a concentration of 10 mM was diluted as necessary to the final assay concentration (FAC) in 2 ml of fresh incubation medium that was then applied to the cells. Similarly, JHIII (Sigma) was dissolved in dimethyl sulfoxide (DMSO) to
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
45/69
2016-07-07 14:40:00
a concentration of 80 μM and diluted into the incubation medium to its final assay concentration (20, 40, 80, 160 μM). For experiments to test the effects of chenodeoxycholate (CDCA, Sigma) on FXR and EcR, CDCA was dissolved in DMSO at 20 mM and diluted in the culture medium to a final concentration of 20 μM. A corresponding volume of ethanol and DMSO were added to control cells for all experiments. For all experiments, the cells were allowed to incubate with the medium for 24 hours before collection and cell lysates were prepared by described methods (Kitareewan et al., 1996). Both β-galactosidase and CAT reporter activity were measured based on previously used methods (Kitareewan et al, 1996). Luciferase assays using luciferrin followed the specifications of the manufacturer. [0183] Transcriptional activity, measured as 14C-chloramphenicol counts (for measuring CAT activity) or relative luciferase activity (RLU) was quantified for each cell lysate. The counts were then normalized by adjusting for differences in β-galactosidase activity, since β-galactosidase expression is controlled by a constitutive promoter and provides an estimate of cell mass. Data were normalized as fold-induction based on differences in reporter gene activity between h Results
title compound increases farnesoid X-activated receptor (FXR)-mediated transcription with ~1.5 fold-induction or does not effect on farnesoid X-activated receptor (FXR)-mediated transcription; concentration dependent; see Fig.8E
Location
Page/Page column 14-15; 19-20; 24-25
Patent; Henrich, Vincent C.; Weinberger, Cary Alan; US2005/49230; (2005); (A1) English, View in Reaxys 53 of 102
Effect (Pharmacological Data)
antiaggregant
Species or Test-System (Pharmacological Data)
rabbit platelets
Concentration (Pharmacological Data)
100 mg/l
Method (Pharmacological Data)
washed platelets were preincubated with title comp. at 37 deg C for 3 min; then plateletactivating factor (PAF, 2 ng/ml) added; platelet aggregation determined by anti-platelet aggregation test
Further Details (Pharmacological Data)
negative control: DMSO
Results
title comp. insignificantly inhibited PAF-induced platelet aggregation from 93.0 percent in control to 91.7 percent
Chen, Yu-Chang; Chen, Jih-Jung; Chang, Ya-Ling; Teng, Che-Ming; Lin, Wei-Yu; Wu, Chin-Chung; Chen, IhSheng; Planta Medica; vol. 70; nb. 2; (2004); p. 174 - 177, View in Reaxys 54 of 102
Effect (Pharmacological Data)
antiaggregant
Species or Test-System (Pharmacological Data)
rabbit platelets
Concentration (Pharmacological Data)
20 - 100 mg/l
Method (Pharmacological Data)
washed platelets were preincubated with title comp. at 37 deg C for 3 min; then collagen (Col, 10 μg/ml) added; platelet aggregation determined by anti-platelet aggregation test
Further Details (Pharmacological Data)
positive control: aspirin; negative control: DMSO
Results
title comp. significantly dose-dependently inhibited Col-induced platelet aggregation (from 89.3 percent in control to 84.9-17.0 percent at 20-100 μg/ml, resp.); title comp. was more potent than aspirin (table)
Chen, Yu-Chang; Chen, Jih-Jung; Chang, Ya-Ling; Teng, Che-Ming; Lin, Wei-Yu; Wu, Chin-Chung; Chen, IhSheng; Planta Medica; vol. 70; nb. 2; (2004); p. 174 - 177, View in Reaxys 55 of 102
Effect (Pharmacological Data)
antiaggregant
Species or Test-System (Pharmacological Data)
rabbit platelets
Concentration (Pharmacological Data)
20 - 100 mg/l
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
46/69
2016-07-07 14:40:00
Method (Pharmacological Data)
platelets were preincubated with title comp. at 37 deg C for 3 min; then arachidonic acid (AA, 100 μmol/l) added; platelet aggregation determined by anti-platelet aggregation test
Further Details (Pharmacological Data)
positive control: aspirin; negative control: DMSO
Results
title comp. dose-dependently (significantly at 50-100 μg/ml) inhibited AA-induced platelet aggregation (from 87.8 percent aggregation in control to 84.6-20.9 percent at 20-100 μg/ml, resp.); title comp. was less potent than aspirin
Chen, Yu-Chang; Chen, Jih-Jung; Chang, Ya-Ling; Teng, Che-Ming; Lin, Wei-Yu; Wu, Chin-Chung; Chen, IhSheng; Planta Medica; vol. 70; nb. 2; (2004); p. 174 - 177, View in Reaxys 56 of 102
Effect (Pharmacological Data)
antiaggregant
Species or Test-System (Pharmacological Data)
rabbit platelets
Concentration (Pharmacological Data)
100 mg/l
Method (Pharmacological Data)
after 3-min preincubation of washed platelets with title comp. at 37 deg C, thrombin (0.1 U/ml) added; platelet aggregation determined by anti-platelet aggregation test
Further Details (Pharmacological Data)
negative control: DMSO
Comment (Pharmacological Data)
No effect
Chen, Yu-Chang; Chen, Jih-Jung; Chang, Ya-Ling; Teng, Che-Ming; Lin, Wei-Yu; Wu, Chin-Chung; Chen, IhSheng; Planta Medica; vol. 70; nb. 2; (2004); p. 174 - 177, View in Reaxys 57 of 102
Effect (Pharmacological Data)
enzyme; inhib. of
Species or Test-System (Pharmacological Data)
electric eel acetylcholinesterase
Concentration (Pharmacological Data)
0.5 mmol/l
Kind of Dosing (Pharmacological Data)
dissolved in 5 percent ethanol
Method (Pharmacological Data)
enzyme incubated with ATCI in sodium phosphate buffer for 15 min at 25 deg C, pH 8.0 in presence of title comp.; hydrolysis of ATCI monitored by formation of yellow 5-thio-2-nitrobenzoate at 412 nm
Further Details (Pharmacological Data)
positive control: physostigmine; ATCI: acetylthiocholine iodide
Comment (Pharmacological Data)
No effect
Gilani, Anwar H.; Ghayur, M. Nabeel; Saify, Zafar S.; Ahmed, Shahida P.; Choudhary, M. Iqbal; Khalid, Asaad; Life Sciences; vol. 75; nb. 20; (2004); p. 2377 - 2389, View in Reaxys 58 of 102
Effect (Pharmacological Data)
biotransformation
Species or Test-System (Pharmacological Data)
Wistar rat
Sex
male
Route of Application
peroral
Concentration (Pharmacological Data)
30 - 300 mg/kg
Kind of Dosing (Pharmacological Data)
title comp. dissolved in Mazola corn oil at 30, 75, 150, 300 mg/kg body weight
Method (Pharmacological Data)
4 adult rats/group; urine samples collected for 0-24 h after administration; centrifugated at 10,000 g for 20 min; glucuronidase used to cleave urinary conjugates; incubated at 37 deg C for 16 h; extracted; analyzed using reverse-phased isocratic HPLC
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
47/69
2016-07-07 14:40:00
Further Details (Pharmacological Data)
1 N HCl hydrolysis under nitrogen gas was used to accomplish the deconjugation of metabolites; control group administered Mazola corn oil only
Results
major urinary metabolite was dihydroxychavicol
Metabolite XRN (Pharmacological Data)
1366759; 1937030
Metabolite (Pharmacological Data)
4-allylguaiacol; 1-allyl-3,4-dihydroxybenzene
Chang; Ko; Lin; Hsieh; Archives of Environmental Contamination and Toxicology; vol. 43; nb. 4; (2002); p. 432 437, View in Reaxys 59 of 102
Effect (Pharmacological Data)
biotransformation
Species or Test-System (Pharmacological Data)
human
Sex
male
Route of Application
peroral
Kind of Dosing (Pharmacological Data)
during habitual TBQ chewing, from 2 to 100 TBQ per day
Method (Pharmacological Data)
153 spot urine samples collected by public health study from south of Taiwan; centrifugated at 10,000 g for 20 min; glucuronidase used to cleave urinary conjugates; incubated at 37 deg C for 16 h; extracted; analyzed using reverse-phased isocratic HPLC
Further Details (Pharmacological Data)
year of habitual TBQ chewing 1-61; starting age of chewing: 14-61 years; TBQ: Taiwanese betel quid; 1 N HCl hydrolysis under nitrogen gas was used for deconjugation of metabolites; control group: without habitual TBQ chewing
Results
major urinary metabolite was dihydroxychavicol
Metabolite XRN (Pharmacological Data)
1366759; 1937030
Metabolite (Pharmacological Data)
4-allylguaiacol; 1-allyl-3,4-dihydroxybenzene
Chang; Ko; Lin; Hsieh; Archives of Environmental Contamination and Toxicology; vol. 43; nb. 4; (2002); p. 432 437, View in Reaxys 60 of 102
Effect (Pharmacological Data)
biotransformation
Endpoint of Effect (Pharmacological Data)
GSH-conjugate formation
Species or Test-System (Pharmacological Data)
rat liver microsomes
Kind of Dosing (Pharmacological Data)
title comp. admin. as a part of essential oil of Sassafras albidum (Nutt.)
Method (Pharmacological Data)
title comp. in botanical extract stock solution mixed with GSH, NADPH and flow injected into pulsed ultrafiltration chamber (methylcellulose membrane, male Sprague-Dawley rat microsomes in phosphate buffer); ultrafiltrate collected over 30 min; LC-MS-MS
Further Details (Pharmacological Data)
control to essential oil of sassafras and NADPH without GSH or with GSH, but without rat liver microsomes; screening for formation of GSH-conjugated metabolites of title comp.; GSH: glutathion
Results
sign. formation both title comp.- and it metabolite-GSH conjugates; detection of title comp. GSH-conjugated metabolites formation during pulsed ultrafiltration experiments used as method of screening botanical extracts for title comp. or its metabolites
Metabolite XRN (Pharmacological Data)
1937030
Metabolite (Pharmacological Data)
1-allyl-3,4-dihydroxybenzene
Johnson; Bolton; Van Breemen; Chemical Research in Toxicology; vol. 14; nb. 11; (2001); p. 1546 - 1551, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
48/69
2016-07-07 14:40:00
61 of 102
Effect (Pharmacological Data)
genetic toxicity in vitro
Species or Test-System (Pharmacological Data)
human hepatoma Hep G2 cells
Concentration (Pharmacological Data)
1000 - 6700 μmol/l
Kind of Dosing (Pharmacological Data)
title comp. dissolved in DMSO
Method (Pharmacological Data)
in vitro; cells cultured in DMEM for 24 h in Petri dishes; exposed to title comp. for 24 h; cells trypsinized; single cell gel electrophoresis assay; DNA migration
Results
dose-dependent induction of DNA migration; lowest conc. causing signif. positive effect: 40000 μM
Uhl, Maria; Helma, Christoph; Knasmueller, Siegfried; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 468; nb. 2; (2000); p. 213 - 225, View in Reaxys 62 of 102
Effect (Pharmacological Data)
antifungal
Species or Test-System (Pharmacological Data)
E. flocossum C 114
Type (Pharmacological Data)
MIC
Value of Type (Pharmacological Data)
> 50 mg/l
Zacchino, Susana A.; Lopez, Silvia N.; Pezzenati, German D.; Furlan, Ricardo L.; Santecchia, Carina B.; Munoz, Lorena; Giannini, Fernando A.; Rodriguez, Ana M.; Enriz, Ricardo D.; Journal of Natural Products; vol. 62; nb. 10; (1999); p. 1353 - 1357, View in Reaxys 63 of 102
Effect (Pharmacological Data)
antifungal
Species or Test-System (Pharmacological Data)
T. rubrum C 113
Type (Pharmacological Data)
MIC
Value of Type (Pharmacological Data)
> 50 mg/l
Zacchino, Susana A.; Lopez, Silvia N.; Pezzenati, German D.; Furlan, Ricardo L.; Santecchia, Carina B.; Munoz, Lorena; Giannini, Fernando A.; Rodriguez, Ana M.; Enriz, Ricardo D.; Journal of Natural Products; vol. 62; nb. 10; (1999); p. 1353 - 1357, View in Reaxys 64 of 102
Effect (Pharmacological Data)
antifungal
Species or Test-System (Pharmacological Data)
T. mentagrophytes ATCC 9972
Type (Pharmacological Data)
MIC
Value of Type (Pharmacological Data)
> 50 mg/l
Zacchino, Susana A.; Lopez, Silvia N.; Pezzenati, German D.; Furlan, Ricardo L.; Santecchia, Carina B.; Munoz, Lorena; Giannini, Fernando A.; Rodriguez, Ana M.; Enriz, Ricardo D.; Journal of Natural Products; vol. 62; nb. 10; (1999); p. 1353 - 1357, View in Reaxys 65 of 102
Effect (Pharmacological Data)
antifungal
Species or Test-System (Pharmacological Data)
M. gypseum C 115
Type (Pharmacological Data)
MIC
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
49/69
2016-07-07 14:40:00
Value of Type (Pharmacological Data)
> 50 mg/l
Zacchino, Susana A.; Lopez, Silvia N.; Pezzenati, German D.; Furlan, Ricardo L.; Santecchia, Carina B.; Munoz, Lorena; Giannini, Fernando A.; Rodriguez, Ana M.; Enriz, Ricardo D.; Journal of Natural Products; vol. 62; nb. 10; (1999); p. 1353 - 1357, View in Reaxys 66 of 102
Effect (Pharmacological Data)
antifungal
Species or Test-System (Pharmacological Data)
M. canis C 112
Type (Pharmacological Data)
MIC
Value of Type (Pharmacological Data)
> 50 mg/l
Zacchino, Susana A.; Lopez, Silvia N.; Pezzenati, German D.; Furlan, Ricardo L.; Santecchia, Carina B.; Munoz, Lorena; Giannini, Fernando A.; Rodriguez, Ana M.; Enriz, Ricardo D.; Journal of Natural Products; vol. 62; nb. 10; (1999); p. 1353 - 1357, View in Reaxys 67 of 102
Effect (Pharmacological Data)
genetic toxicity in vitro
Endpoint of Effect (Pharmacological Data)
MN frequency
Species or Test-System (Pharmacological Data)
3.7.2C mouse lymphoma cells L5178Y TK+/- clone
Concentration (Pharmacological Data)
50.69 - 405.5 mg/l
Kind of Dosing (Pharmacological Data)
50.69, 101.37, 202.75, and 405.50 μg/ml in DMSO
Exposure Period (Pharmacological Data)
4h
Method (Pharmacological Data)
metabolic activation; cells were incubated with title comp. in the presence of S9 mix in FM0 at 37 deg C for 4 h; then cells were washed and harvested after 24-hr recovery period; micromethod for the in vitro micronucleus assay
Further Details (Pharmacological Data)
estimation of the number of micronuclei (MN) per 1000 mononucleated cells (MNC); S9 mix was obtained from liver of rats activated with Arochlor 1254; Fischer medium (FM0)
Results
sign. increase in MN frequency at 202.75 μg/ml; at 405.50 μg/ml evaluation was impossible
Nesslany, Fabrice; Marzin, Daniel; Mutagenesis; vol. 14; nb. 4; (1999); p. 403 - 410, View in Reaxys 68 of 102
Effect (Pharmacological Data)
cytotoxicity
Endpoint of Effect (Pharmacological Data)
MTT incorporation
Species or Test-System (Pharmacological Data)
3.7.2C mouse lymphoma cells L5178Y TK+/- clone
Concentration (Pharmacological Data)
50.69 - 405.5 mg/l
Kind of Dosing (Pharmacological Data)
50.69, 101.37, 202.75, and 405.50 μg/ml in DMSO
Exposure Period (Pharmacological Data)
4h
Method (Pharmacological Data)
metabolic activation; cells were incubated with title comp. in the presence of S9 mix in FM0 at 37 deg C for 4 h; MTT cytotoxicity test after 24-hr recovery period
Further Details (Pharmacological Data)
estimation of title comp. cytotoxicity according to 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) incorporation; S9 mix was obtained from liver of rats activated with Arochlor 1254; Fischer medium (FM0)
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
50/69
2016-07-07 14:40:00
Results
dose-dependently reduction of cell viability up to 0 percent at the highest dose
Nesslany, Fabrice; Marzin, Daniel; Mutagenesis; vol. 14; nb. 4; (1999); p. 403 - 410, View in Reaxys 69 of 102
Effect (Pharmacological Data)
oxidative stress
Endpoint of Effect (Pharmacological Data)
LHPs, 8-OH-dG levels in liver; serum ALT and AST activities
Species or Test-System (Pharmacological Data)
Sprague-Dawley rat
Sex
male
Route of Application
intraperitoneal
Concentration (Pharmacological Data)
250 - 1000 mg/kg
Kind of Dosing (Pharmacological Data)
250, 500, and 1000 mg/kg, single administration
Method (Pharmacological Data)
180-220 g rats; rats were sacrificed at days 3, 5, 10, and 15 after treatment with title comp.; isolation of blood serum and liver microsomes; biochemical assays
Further Details (Pharmacological Data)
estimation of oxidative damage induced by title comp. by the level of lipid hydroperoxides (LHPs) and 8-hydroxy-2'-deoxyguanosine (8-OH-dG) in liver, and serum activites of alanine aminotransferase (ALT) and aspartate aminotransferase (AST)
Results
title comp. dose-dependently induced AST and ALT activities and the formation of LHP and 8-OH-dG with peaks of LHP and 8-OH-dG at days 3 and 5, resp., and returned to basal levels to day 15
Liu; Chen; Chi; Food and Chemical Toxicology; vol. 37; nb. 7; (1999); p. 697 - 702, View in Reaxys 70 of 102
Effect (Pharmacological Data)
genetic toxicity in vitro
Species or Test-System (Pharmacological Data)
Saccharomyces cerevisiae diploid strain RS112
Concentration (Pharmacological Data)
0.01 - 2 g/l
Kind of Dosing (Pharmacological Data)
title comp.: 0.01, 0.1, 1 and 2 mg/ml; hydroxyurea: 75 mM
Exposure Period (Pharmacological Data)
17 h
Method (Pharmacological Data)
cells arrested on S-phase by adding of hydroxyurea; frequencies of DEL and ICR recombinations in survived cells
Further Details (Pharmacological Data)
exposure to title comp. in SC-leu medium at 30 deg C; culture contained 3E7 cells/ml
Results
dose-dependent increase in DEL and ICR recombination frequencies, 2.7 and 6-fold at 2 mg/ml, resp.
Galli, Alvaro; Schiestl, Robert H.; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 419; nb. 1-3; (1998); p. 53 - 68, View in Reaxys 71 of 102
Effect (Pharmacological Data)
cytotoxicity
Species or Test-System (Pharmacological Data)
Saccharomyces cerevisiae diploid strain RS112
Concentration (Pharmacological Data)
0.001 - 2 g/l
Kind of Dosing (Pharmacological Data)
title comp.: 0.01, 0.1, 1 and 2 mg/ml; hydroxyurea: 75 mM
Exposure Period (Pharmacological Data)
17 h
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
51/69
2016-07-07 14:40:00
Method (Pharmacological Data)
cells arrested on S-phase by adding of hydroxyurea; exposure to title comp.; cell viability
Further Details (Pharmacological Data)
incubation in in SC-leu medium at 30 deg C; culture contained 3E7 cells/ml
Results
rapid dose-dependent decrease in cell viability to 0.8 and 0.09 percent at 1 and 2 mg/ml, resp.
Galli, Alvaro; Schiestl, Robert H.; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 419; nb. 1-3; (1998); p. 53 - 68, View in Reaxys 72 of 102
Effect (Pharmacological Data)
mutagenic (microorganism)
Species or Test-System (Pharmacological Data)
Salmonella typhimurium TA102
Concentration (Pharmacological Data)
78 - 1250 μg/plate
Method (Pharmacological Data)
plate incorporation assay; with metabolic activation (S9 mix); plates incubated at 37 deg C for 48 h; number of revertants/plate scored
Further Details (Pharmacological Data)
dissolved in DMSO; title comp. tested in at least two replicate experiments and in two laboratories
Comment (Pharmacological Data)
No effect
Watanabe, Kazuko; Sasaki, Toshiaki; Kawakami, Kumiko; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 416; nb. 3; (1998); p. 169 - 181, View in Reaxys 73 of 102
Effect (Pharmacological Data)
mutagenic (microorganism)
Species or Test-System (Pharmacological Data)
Salmonella typhimurium TA2638
Concentration (Pharmacological Data)
78 - 2500 μg/plate
Method (Pharmacological Data)
plate incorporation assay; with metabolic activation (S9 mix); plates incubated at 37 deg C for 48 h; number of revertants/plate scored
Further Details (Pharmacological Data)
dissolved in DMSO; title comp. tested in at least two replicate experiments and in two laboratories
Comment (Pharmacological Data)
No effect
Watanabe, Kazuko; Sasaki, Toshiaki; Kawakami, Kumiko; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 416; nb. 3; (1998); p. 169 - 181, View in Reaxys 74 of 102
Effect (Pharmacological Data)
mutagenic (microorganism)
Species or Test-System (Pharmacological Data)
Escherichia coli WP2/pKM101
Concentration (Pharmacological Data)
78 - 2500 μg/plate
Method (Pharmacological Data)
plate incorporation assay; with metabolic activation (S9 mix); plates incubated at 37 deg C for 48 h; number of revertants/plate scored
Further Details (Pharmacological Data)
dissolved in DMSO; title comp. tested in at least two replicate experiments and in two laboratories
Comment (Pharmacological Data)
No effect
Watanabe, Kazuko; Sasaki, Toshiaki; Kawakami, Kumiko; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 416; nb. 3; (1998); p. 169 - 181, View in Reaxys 75 of 102
Effect (Pharmacological Data)
mutagenic (microorganism)
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
52/69
2016-07-07 14:40:00
Species or Test-System (Pharmacological Data)
Escherichia coli WP2 uvrA/pKM101
Concentration (Pharmacological Data)
78 - 2500 μg/plate
Method (Pharmacological Data)
plate incorporation assay; with metabolic activation (S9 mix); plates incubated at 37 deg C for 48 h; number of revertants/plate scored
Further Details (Pharmacological Data)
dissolved in DMSO; title comp. tested in at least two replicate experiments and in two laboratories
Comment (Pharmacological Data)
No effect
Watanabe, Kazuko; Sasaki, Toshiaki; Kawakami, Kumiko; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 416; nb. 3; (1998); p. 169 - 181, View in Reaxys 76 of 102
Effect (Pharmacological Data)
antitumor
Species or Test-System (Pharmacological Data)
Raji cells derived from Burkitt's lymphoma
Exposure Period (Pharmacological Data)
48 h
Method (Pharmacological Data)
in vitro; Epstein-Barr virus early antigen (EBV-EA) activation assay; RPMI-1640 medium; 37 deg C; TPA; indirect immunofluorescence technique
Results
exhibited significant inhibitory effect on EBV-EA activation
Takasaki, Midori; Konoshima, Takao; Yasuda, Ichiro; Hamano, Tomoko; Tokuda, Harukuni; Biological and Pharmaceutical Bulletin; vol. 20; nb. 7; (1997); p. 776 - 780, View in Reaxys 77 of 102
Effect (Pharmacological Data)
genotoxic
Species or Test-System (Pharmacological Data)
Chinese hamster lung cells
Sex
female
Concentration (Pharmacological Data)
0.025 - 0.2 mg/g
Kind of Dosing (Pharmacological Data)
Solution of title comp. in dimethylsulfoxid (DMSO) in final conc. 0.5 percent v/v
Method (Pharmacological Data)
newborn hamster; lung cells culture in Eagle's medium; title comp. administered with or without S9 for 6 h; than incubated for further 21 h with 5-bromo-2'-deoxyuridine in final conc. 0.5 μg/ml; 32P-postlabeling assay for determination of DNA-adducts
Further Details (Pharmacological Data)
S9: rat liver postmitochondrial supernatant fraction
Results
title comp. in the presence of S9 induced the dose-dependent increase of sister chromatid exchanges and chromosomal aberrations which correlated with title comp.-DNA adducts formation; no effects if S9 was absent
Daimon, Hirohiko; Sawada, Shigeki; Asakura, Shoji; Sagami, Fumio; Teratogenesis Carcinogenesis and Mutagenesis; vol. 17; nb. 1; (1997); p. 7 - 18, View in Reaxys 78 of 102
Effect (Pharmacological Data)
genotoxic
Species or Test-System (Pharmacological Data)
Fischer (F344/Du Crj) rat
Sex
male
Route of Application
intragastric
Concentration (Pharmacological Data)
500 - 1000 mg/kg
Kind of Dosing (Pharmacological Data)
in corn oil; single dose 1000 mg/kg or 5 doses of 500 mg/kg once a day
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
53/69
2016-07-07 14:40:00
Method (Pharmacological Data)
24 h after final title comp. administration hepatocytes isolated; incubated in Williams' medium E with epidermal growth factor to test chromosomal aberrations and sister chromatid exchange (SCE)
Results
title comp. induced SCE; repeated doses induced chromosomal aberrations (mainly chromatid breaks and chromatid exchanges); title comp. induced inhibition of mitosis
Daimon, Hirohiko; Sawada, Shigeki; Asakura, Shoji; Sagami, Fumio; Teratogenesis Carcinogenesis and Mutagenesis; vol. 17; nb. 6; (1997); p. 327 - 337, View in Reaxys 79 of 102
Effect (Pharmacological Data)
genotoxic
Species or Test-System (Pharmacological Data)
Fischer (F344/Du Crj) rat
Sex
male
Route of Application
intragastric
Concentration (Pharmacological Data)
500 - 1000 mg/kg
Kind of Dosing (Pharmacological Data)
in corn oil; single dose 1000 mg/kg or 5 doses of 500 mg/kg once a day
Method (Pharmacological Data)
24 h after final title comp. administration hepatocytes isolated; incubated in Williams' medium E with BrdU; replicative DNA synthesis determined by BrdU incorporation; presence of DNA adducts determined with nuclease P1-enhanced 32P-postlabeling assay
Further Details (Pharmacological Data)
BrdU: 5-bromo-2'-deoxyuridine
Results
two major and two minor DNA adducts observed in liver DNA isolated from rats treated with title comp.; title comp. at repeated doses did not induce replicative DNA synthesis due to severe cytotoxic damage
Daimon, Hirohiko; Sawada, Shigeki; Asakura, Shoji; Sagami, Fumio; Teratogenesis Carcinogenesis and Mutagenesis; vol. 17; nb. 6; (1997); p. 327 - 337, View in Reaxys 80 of 102
Effect (Pharmacological Data)
cytotoxicity
Species or Test-System (Pharmacological Data)
CHO-K1 cells
Concentration (Pharmacological Data)
0.4 - 1 mmol/l
Exposure Period (Pharmacological Data)
3h
Method (Pharmacological Data)
in DMSO; with metabolic activation (4.5 percent v/v S9); frequencies of chromosomal aberrations (CA), endoreduplikations (ERD) and differentially staining sister-chromatids (DSC) in 100, 200 and 100 metaphases counted
Further Details (Pharmacological Data)
cells were grown at 37 deg C in Ham's F-12 medium supplemented with 10 percent FCS, 100 units/ml penicillin and 100 μg/ml streptomycin; ca. 6E5 cells/ml; with 0.5 μg/ml of BUdR; also with 1.5-9.0 percent S9 and 0.6 mM safrole
Results
cells with CAs/100 metaphases: 4, 3, 2, 7; ERDs ( percent): 0.5, 0.5, 2.5, 5.0; DSC ( percent): 98, 95, 69, 24 at the conc. of 0.4, 0.6, 0.8, 1.0 mM, resp. (control: 2, 0.5, 98, resp.)
Tayama, Sumiko; Mutation Research - Genetic Toxicology; vol. 368; nb. 3-4; (1996); p. 249 - 260, View in Reaxys 81 of 102
Effect (Pharmacological Data)
sister chromatid exchange; examination of
Species or Test-System (Pharmacological Data)
CHO-K1 cells
Concentration (Pharmacological Data)
0.4 - 1 mmol/l
Exposure Period (Pharmacological Data)
3h
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
54/69
2016-07-07 14:40:00
Method (Pharmacological Data)
in DMSO; with metabolic activation (4.5 percent v/v S9); 25 metaphases per one group counted
Further Details (Pharmacological Data)
cells were grown at 37 deg C in Ham's F-12 medium supplemented with 10 percent FCS, 100 units/ml penicillin and 100 μg/ml streptomycin; ca. 6E5 cells/ml; with 0.5 μg/ml of BUdR; also with 1.5-9.0 percent S9 and 0.6 mM safrole
Results
mean SCEs/ml: 9.6, 11.0, 12.0 and 13.0 at the conc. of 0.4, 0.6, 0.8, and 1.0 mM, resp. (control: 6.7)
Tayama, Sumiko; Mutation Research - Genetic Toxicology; vol. 368; nb. 3-4; (1996); p. 249 - 260, View in Reaxys 82 of 102
Effect (Pharmacological Data)
cytotoxicity
Species or Test-System (Pharmacological Data)
CHO-K1 cells
Concentration (Pharmacological Data)
0.4 - 0.9 mg/l
Exposure Period (Pharmacological Data)
3h
Method (Pharmacological Data)
in DMSO; without metabolic activation; frequencies of chromosomal aberrations (CA), endoreduplikations (ERD) and differentially staining sister-chromatids (DSC) in 100, 200 and 100 metaphases counted in exp. 1 an 2, resp.
Further Details (Pharmacological Data)
cells were grown at 37 deg C in Ham's F-12 medium supplemented with 10 percent FCS, 100 units/ml penicillin and 100 μg/ml streptomycin; 2 experiments; ca. 6E5 cells/ml; with 0.5 μg/ml of BUdR
Results
cells with CAs/100 metaphases: 3, 3, 2, 5, 2/3, 2, 1, 3, 2; ERDs ( percent): 0, 0, 0.5, 0.5, 2.0/0, 0, 0.5, 0.5, 2.5; DSC ( percent): 96, 94, 91, 82, 60/97, 90, 89, 84, 42 at the conc. of 0.4, 0.5, 0.6, 0.7, 0.8 μg/ml, resp. (exp 1/exp 2) (control: 0, 0, 99, resp.)
Tayama, Sumiko; Mutation Research - Genetic Toxicology; vol. 368; nb. 3-4; (1996); p. 249 - 260, View in Reaxys 83 of 102
Effect (Pharmacological Data)
sister chromatid exchange; examination of
Species or Test-System (Pharmacological Data)
CHO-K1 cells
Concentration (Pharmacological Data)
0.4 - 0.9 mg/l
Exposure Period (Pharmacological Data)
3h
Method (Pharmacological Data)
in DMSO; without metabolic activation; 25 and 50 metaphases per one group counted in exp. 1 an 2, resp.
Further Details (Pharmacological Data)
cells were grown at 37 deg C in Ham's F-12 medium supplemented with 10 percent FCS, 100 units/ml penicillin and 100 μg/ml streptomycin; 2 experiments; ca. 6E5 cells/ml; with 0.5 μg/ml of BUdR
Results
mean SCEs/ml: 5.8, 6.2, 6.0, 6.8, 7.8 (exp. 1) and 5.8, 7.0, 6.8, 6.9, 7.2 (exp. 2) at the conc. of 0.4, 0.5, 0.6, 0.7, 0.8, 0.9 μg/ml, resp. (control: 5.3-5.5)
Tayama, Sumiko; Mutation Research - Genetic Toxicology; vol. 368; nb. 3-4; (1996); p. 249 - 260, View in Reaxys 84 of 102
Effect (Pharmacological Data)
mutagenic
Species or Test-System (Pharmacological Data)
L5178Y tk+/- mouse lymphoma cell
Concentration (Pharmacological Data)
0.5 - 70 mg/l
Method (Pharmacological Data)
mouse lymphoma assay (MLA); RPMI 1640 medium; cloning was performed with 20 percent heat-inactivated horse serum; colonies were counted 12-14 days following plating; twofold rule; without (60 and 70 mg/l) and with (0.50-10.00 mg/l) 2 percent S9
Further Details (Pharmacological Data)
criteria for a positive result: at least a 2-fold increase in mutant frequency (MF) as compared to the MF of the respective solvent control must be observed at 2 or more test conc. (mutant index MI), relative total growth (RTG) should be => 10 percent
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
55/69
2016-07-07 14:40:00
Results
mutagenicity at 10.00 mg/l with S9; various sources of title comp.
Comment (Pharmacological Data)
No effect
Oberly; Hoffman; Garriott; Mutation Research - Genetic Toxicology; vol. 369; nb. 3-4; (1996); p. 221 - 232, View in Reaxys 85 of 102
Effect (Pharmacological Data)
enzyme; induction of
Species or Test-System (Pharmacological Data)
rat liver microsomes
Sex
male
Concentration (Pharmacological Data)
150 mg
Kind of Dosing (Pharmacological Data)
injection once daily for 4 d in trioctanoin (1.3 ml/kg body weight)
Method (Pharmacological Data)
in vitro; microsomes were prepared from F344 rats (300-400 g) were fed semisynthetic AIN 76A diet with title comp.; add. of 1- or 2-naphthylisothiocyanate (0.5 mM); metabolite determined with 2-aminofluorene (2-AF, 0.2 mM) by HPLC
Further Details (Pharmacological Data)
metabolic conversion was determined by production of urea or thiourea with 2-AF vs. time
Results
title comp. induced enzymes responsible for the oxidative metabolism of isothiocyanates
Lee, Mei-Sie; Chemical Research in Toxicology; vol. 9; nb. 7; (1996); p. 1072 - 1078, View in Reaxys 86 of 102
Effect (Pharmacological Data)
antagonist
Species or Test-System (Pharmacological Data)
antisera from rabbits immunized with DMCA-RSA
Concentration (Pharmacological Data)
1 mmol/l
Method (Pharmacological Data)
antisera from rabbits immunized with DMCA-RSA (dilution 1:50 000) were preincubated with title comp. (30 min, RT) and then added to ELISA plates; tested for recognition of DMCA-RSA; absorbance at 492 nm was determined
Further Details (Pharmacological Data)
DMCA-RSA = protein conjugate prepared by coupling 3,4-dimethoxycinnamic acid to rabbit serum albumin
Comment (Pharmacological Data)
No effect
Gardner, Iain; Bergin, Pauline; Stening, Peter; Kenna, J. Gerald; Caldwell, John; Chemical Research in Toxicology; vol. 9; nb. 4; (1996); p. 713 - 721, View in Reaxys 87 of 102
Effect (Pharmacological Data)
antagonist
Species or Test-System (Pharmacological Data)
antisera from rabbits immunized with AME-RSA
Concentration (Pharmacological Data)
1 mmol/l
Method (Pharmacological Data)
antisera from rabbits immunized with AME-RSA (dilution 1:5000) were preincubated with title comp. (30 min, RT) and then added to ELISA plates; tested for recognition of AMERSA; absorbance at 492 nm was determined
Further Details (Pharmacological Data)
AME-RSA = protein conjugate prepared by coupling 1'-acetoxymethyleugenol to rabbit serum albumin
Results
7 percent inhibition of recognition of the AME-RSA conjugates by the antisera
Gardner, Iain; Bergin, Pauline; Stening, Peter; Kenna, J. Gerald; Caldwell, John; Chemical Research in Toxicology; vol. 9; nb. 4; (1996); p. 713 - 721, View in Reaxys 88 of 102
Effect (Pharmacological Data)
antioxidant
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
56/69
2016-07-07 14:40:00
Species or Test-System (Pharmacological Data)
Wistar rat liver mitochondria
Sex
male
Method (Pharmacological Data)
in vitro; effect on ascorbate/Fe2+-induced lipid peroxidation assayed; Tris-HCl buffer, pH 7.4; sucrose; 10 μM FeSO4; 40 μM sodium ascorbate; 37 deg C; incub. for 20 min; lipid peroxidation assessed by measuring oxygen uptake
Further Details (Pharmacological Data)
dl-α-tocopherol with IC50 value of 16 μM used as positive control
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 100 μmol/l
Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys 89 of 102
Effect (Pharmacological Data)
antioxidant
Species or Test-System (Pharmacological Data)
Wistar rat liver microsomes
Sex
male
Method (Pharmacological Data)
in vitro; effect on NADPH-induced lipid peroxidation assayed; 50 mM potassium phosphate buffer, pH 7.4; 10 μM FeSO4; 20 mM NaCl; NADPH-generating system; 37 deg C; incub. for 7.5 min; lipid peroxidation measured by TBA method
Further Details (Pharmacological Data)
TBA: thiobarbituric acid; dl-α-tocopherol with IC50 value of > 1000 μM used as positive control
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
> 1000 μmol/l
Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys 90 of 102
Effect (Pharmacological Data)
antioxidant
Species or Test-System (Pharmacological Data)
Wistar rat liver microsomes
Sex
male
Method (Pharmacological Data)
in vitro; effect on CCl4-induced lipid peroxidation assayed; 50 mM potassium phosphate buffer, pH 7.4; 3.4 mM CCl4; 20 mM NaCl; 0.6 mM EDTA; NADPH-generating system; 37 deg C; incub. for 7.5 min; lipid peroxidation measured by TBA method
Further Details (Pharmacological Data)
TBA: thiobarbituric acid; dl-α-tocopherol with IC50 value of 22 μM used as positive control
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
130 μmol/l
Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys 91 of 102
Effect (Pharmacological Data)
antioxidant
Species or Test-System (Pharmacological Data)
lecithin liposomes
Method (Pharmacological Data)
in vitro; effect on Fe2+-induced lipid peroxidation assayed; 50 mM potassium phosphate buffer, pH 7.4; 1 mM FeSO4; 25 deg C; incub. for 60 min; lipid peroxidation measured by TBA method
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
57/69
2016-07-07 14:40:00
Further Details (Pharmacological Data)
TBA: thiobarbituric acid; dl-α-tocopherol with IC50 value of 18 μM used as positive control
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
240 μmol/l
Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys 92 of 102
Comment (Pharmacological Data)
genotoxic effects in the Drosofila melanogaster wing spot test at conc. 0.1-1.0 mM
Batiste-Alentorn, M.; Xamena, N.; Creus, A.; Marcos, R.; Experientia; vol. 51; nb. 1; (1995); p. 73 - 76, View in Reaxys 93 of 102
Effect (Pharmacological Data)
nematocidal
Species or Test-System (Pharmacological Data)
Toxocara canis, second-stage larvae
Concentration (Pharmacological Data)
1 mg/ml
Exposure Period (Pharmacological Data)
25 h
Method (Pharmacological Data)
in vitro; relative mobility (RM) assay; cellular viability expressed by dye exclusion index (DE)
Results
dual effect: fast acting paralytic effect (temporary) and slowly emerging killing effect
Sugimoto; Goto; Akao; Kiuchi; Kondo; Tsuda; Biological and Pharmaceutical Bulletin; vol. 18; nb. 4; (1995); p. 605 - 609, View in Reaxys 94 of 102
Effect (Pharmacological Data)
biotransformation
Species or Test-System (Pharmacological Data)
Balb/C mouse
Sex
male
Route of Application
intraperitoneal
Concentration (Pharmacological Data)
600 μmol/kg
Kind of Dosing (Pharmacological Data)
single dose
Exposure Period (Pharmacological Data)
24 h
Method (Pharmacological Data)
in vivo experiment; total DNA isolating; (32)P-postlabeling analysis of adducts of DNA with the title comp.
Further Details (Pharmacological Data)
mice weighing 20-22 g; title comp. injected as suspension in sesame oil; controls were received oil alone; deoxyribonucleotides from the isolated DNA labeling with (32)P-ATP; adduct mapping by multi-dimentional TLC; quantified by dry scintillation count
Results
N2-(trans-isosafrol-3'-yl)deoxyguanosine and its 3'-dephosphorylated deriv., N2-(trans-safrol-1'-yl)deoxyguanosine, N6-(trans-isosafrol-3'-yl)deoxyadenosine were identified as DNA adducts formed in the liver
Qato; Guenthner; Toxicology Letters; vol. 75; nb. 1-3; (1995); p. 201 - 207, View in Reaxys 95 of 102
Effect (Pharmacological Data)
carcinogenic in vivo
Species or Test-System (Pharmacological Data)
F344 rat
Sex
male
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
58/69
2016-07-07 14:40:00
Concentration (Pharmacological Data)
500 - 1000 mg/kg
Method (Pharmacological Data)
9 week old rats; oral or s.c. treatment; maximum tolerated dose (MTD) - half of LD50 and 1/2 MTD; single dose; replicate DNA synthesis (RDS) observed 24, 39, 48 h post-tr; liver perfused, minced; 2x104 cells 4 h at 37 deg C; in vivo-iv vitro RDS test
Further Details (Pharmacological Data)
when maximum RDS incidence was 2.0 percent or more it was considered to indicate positive response; less than 2 percent - negative
Results
positive
Uno; Takasawa; Miyagawa; Inoue; Murata; Yoshikawa; Mutation Research - Genetic Toxicology; vol. 320; nb. 3; (1994); p. 189 - 205, View in Reaxys 96 of 102
Comment (Pharmacological Data)
antiplatelet aggregative activity (rabbit)
Wu, Tian-Shung; Huang, Shiow-Chyn; Lai, Jeng-Shiow; Teng, Che-Ming; Ko, Feng-Nien; Kuoh, ChangSheng; Phytochemistry (Elsevier); vol. 32; nb. 2; (1993); p. 449 - 452, View in Reaxys 97 of 102
Effect (Pharmacological Data)
carcinogenic in vitro
Species or Test-System (Pharmacological Data)
Syrian hamster
Method (Pharmacological Data)
Syrian hamster embryo (SHE) micronucleus test in vitro; in DMSO solution; incubated for 18 h; 2000 cells counted microscopically from each coverslip, number of cells with micronuclei was determined
Further Details (Pharmacological Data)
substance inducing a reproducible and dose dependent increase in micronucleus frequency regarded as positive
Results
also correlation with literature data for carcinogenicity
Comment (Pharmacological Data)
No effect
Fritzenschaf, H.; Kohlpoth, M.; Rusche, B.; Schiffmann, D.; Mutation Research; vol. 319; nb. 1; (1993); p. 47 54, View in Reaxys 98 of 102
Comment (Pharmacological Data)
Tribolium castaneum Herbst.; synergistic effects with natural pyrethrins
Tomar; Saxena; Agricultural and Biological Chemistry; vol. 50; nb. 8; (1986); p. 2115 - 2116, View in Reaxys 99 of 102
Comment (Pharmacological Data)
MIC >200 μg/ml (against Streptococcus mutans)
Hattori; Hada; Watahiki; Ihara; Shu; Kakiuchi; Mizuno; Namba; Chemical and Pharmaceutical Bulletin; vol. 34; nb. 9; (1986); p. 3885 - 3893, View in Reaxys 100 of 102 Comment (Pharmacological Data)
inhibited the N-oxidation of diethylcarbamazine in male rats (intraperitoneally); enhancement in female rats (intraperitoneally)
Joseph; Dixon; Journal of Pharmacy and Pharmacology; vol. 36; nb. 10; (1984); p. 711 - 712, View in Reaxys 101 of 102 Comment (Pharmacological Data)
no antifungal effect in the presence of 7-10percent NaCl against Aspergillus oryzae, niger and ochraceus, Penicillium citrinum, viridicatum and cyclopium, Fusarium graminearum, Aureobasidium pullulans, Paecilomyces lilacinus
Kurita; Koike; Agricultural and Biological Chemistry; vol. 46; nb. 1; (1982); p. 159 - 165, View in Reaxys 102 of 102 Comment (Pharmacological Data)
antifungal effects at 27 deg C and 1.0-2.0 mM on growth of Blastomyces dermatitidis, Histoplasma capsulatum, Trichophyton rubrum (H), Fonsecaea pedrosoi (T), Penicillium frequentans, Penicillium cyclopium, no activity against Aspergillus nidulans
Kurita; Miyaji; Kurane; Takahara; Agricultural and Biological Chemistry; vol. 45; nb. 4; (1981); p. 945 - 952, View in Reaxys Ecotoxicology (17) 1 of 17
Effect (Ecotoxicology)
antimitotic
Species or Test-System (Ecotoxicology)
Lytechinus variegatus
Concentration (Ecotoxicology)
10 - 100 mg/l
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
59/69
2016-07-07 14:40:00
Method (Ecotoxicology)
sea urchin egg assay; title comp. added to eggs 2 min after fertilization, shaken at 26 deg C and fixed with 10 percent formaldehyde on appropriate time points to obtain first, third or blastulae stages; egg development observed; number of normal cells counted
Further Details (Ecotoxi- doxorubicin at 10 and 100 μg/ml as positive control cology) Results
title comp. inhibited cell cleavage in concentration-dependent manner; inhibition was significant since first cleavage for both tested concentrations
Moreira, Diogo Rodrigo de Magalhaes; Lima Leite, Ana Cristina; Pinheiro Ferreira, Paulo Michel; da Costa, Patricia Marcal; Costa Lotufo, Leticia Veras; de Moraes, Manoel Odorico; Brondani, Dalci Jose; do O Pessoa, Claudia; European Journal of Medicinal Chemistry; vol. 42; nb. 3; (2007); p. 351 - 357, View in Reaxys 2 of 17
Effect (Ecotoxicology)
microbial activity; effect on
Species or Test-System (Ecotoxicology)
indigenous soil microorganisms
Concentration (Ecotoxicology)
10 - 1000 mg/kg
Kind of Dosing (Ecotoxi- title comp. dissolved in acetone cology) Method (Ecotoxicology)
soils spiked with title comp.; incubated for 14 d at 21 deg C; potential nitrification determined by addition solution (NH4)4SO4 with sodium chlorate and shaked for 5 h
Further Details (Ecotoxi- soil from suburban area south of Adelaide, South Australia: campus soil or garden soil cology) (depth of 0-10 cm, clay 12.5-25 percent, silt 10-22.5 percent, sand 52.5-77.5 percent, pH 7.5-8.5, total carbon 3.01-4.98 percent); water and acetone as controls; duplicate experiments Results
in control acetone inhibited potential nitrification; title comp. stimulated potential nitrification over that in the acetone control at all conc. in campus soil and at 50-1000 ppm in garden soil (histograms)
Scott; Janusz; Perkins; Megharaj; Naidu; Kirkbride; Bulletin of Environmental Contamination and Toxicology; vol. 70; nb. 4; (2003); p. 824 - 831, View in Reaxys 3 of 17
Effect (Ecotoxicology)
microbial activity; effect on
Species or Test-System (Ecotoxicology)
dehydrogenase
Concentration (Ecotoxicology)
10 - 1000 mg/kg
Kind of Dosing (Ecotoxi- title comp. dissolved in acetone cology) Method (Ecotoxicology)
soils spiked with title comp.; incubated for 10 d at 21 deg C; dehydrogenase activity measured by incubation at 37 deg C for 24 h with 2,3,5-triphenyltetrazolium chloride for the production of triphenyltetrazolium formazan
Further Details (Ecotoxi- soil from suburban area south of Adelaide, South Australia: campus or garden soils (depth cology) of 0-10 cm, clay 12.5-25 percent, silt 10-22.5 percent, sand 52.5-77.5 percent, pH 7.5-8.5, total carbon 3.01-4.98 percent); water and acetone as controls; duplicate experiments Results
title comp. stimulated dehydrogenase activity in campus and garden soils at all conc. (histograms)
Scott; Janusz; Perkins; Megharaj; Naidu; Kirkbride; Bulletin of Environmental Contamination and Toxicology; vol. 70; nb. 4; (2003); p. 824 - 831, View in Reaxys 4 of 17
Effect (Ecotoxicology)
genotoxicity
Species or Test-System (Ecotoxicology)
Escherichia coli PQ37
Concentration (Ecotoxicology)
0 - 3.20 μg
Method (Ecotoxicology)
SOS chromotest; with or without S9-mix activation, vehicle DMSO, incubated 37 deg C 2.5 h, β-galactosidase and alkaline phosphatase activity determination
Comment (Ecotoxicology)
No effect
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
60/69
2016-07-07 14:40:00
Kevekordes, Sebastian; Mersch-Sundermann, Volker; Burghaus, Christian M.; Spielberger, Jan; Schmeiser, Heinz H.; Arlt, Volker M.; Dunkelberg, Hartmut; Mutation Research - Genetic Toxicology and Environmental Mutagenesis; vol. 445; nb. 1; (1999); p. 81 - 91, View in Reaxys 5 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
repellency
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Method (Ecotoxicology)
linear track olfactometer assay; oflactometer consisting of odour source, two traps, pipework, pot with test insects, wirework; insect nymphs' contact with vapours of title comp. for few min.; insects' climb up the wire during the test
Type (Ecotoxicology)
repellent conc. 50
Value of Type (Ecotoxicology)
8.42 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 6 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
mortality
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Sex
female
Exposure Period (Ecotoxicology)
24 h
Method (Ecotoxicology)
insect contact in incubator with vapours of title comp. from filter paper impregnated with title comp. solution (6 various concentrations); incubation for 24 h at 30 deg C and 75 percent RH; recording of insect mortality after 96 h
Type (Ecotoxicology)
lethal conc. 95
Value of Type (Ecotoxicology)
0.400 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 7 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
knockdown of insects
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Sex
female
Exposure Period (Ecotoxicology)
24 h
Method (Ecotoxicology)
insect contact in incubator with vapours of title comp. from filter paper impregnated with title comp. solution (6 various concentrations); incubation for 24 h at 30 deg C and 75 percent RH; recording of insect knockdown
Type (Ecotoxicology)
knockdown concentration 95
Value of Type (Ecotoxicology)
0.279 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 8 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
knockdown of insects
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Sex
female
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
61/69
2016-07-07 14:40:00
Exposure Period (Ecotoxicology)
24 h
Method (Ecotoxicology)
insect contact in incubator with vapours of title comp. from filter paper impregnated with title comp. solution (6 various concentrations); incubation for 24 h at 30 deg C and 75 percent RH; recording of insect knockdown
Type (Ecotoxicology)
knockdown concentration 50
Value of Type (Ecotoxicology)
0.159 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 9 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
mortality
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Sex
female
Exposure Period (Ecotoxicology)
24 h
Method (Ecotoxicology)
insect contact in incubator with vapours of title comp. from filter paper impregnated with title comp. solution (6 various concentrations); incubation for 24 h at 30 deg C and 75 percent RH; recording of insect mortality after 96 h
Type (Ecotoxicology)
LC50
Value of Type (Ecotoxicology)
0.202 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 10 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
mortality
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Sex
female
Exposure Period (Ecotoxicology)
24 h
Method (Ecotoxicology)
insect contact with filter paper impregnated with title comp. solution (6 various concentrations); incubation for 24 h at 30 deg C and 75 percent RH; recording of mortality after 96 h
Type (Ecotoxicology)
tethal concentration 95
Value of Type (Ecotoxicology)
0.464 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 11 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
mortality
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Sex
female
Exposure Period (Ecotoxicology)
24 h
Method (Ecotoxicology)
insect contact with filter paper impregnated with title comp. solution (6 various concentrations); incubation for 24 h at 30 deg C and 75 percent RH; recording of mortality after 96 h
Type (Ecotoxicology)
LC50
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
62/69
2016-07-07 14:40:00
Value of Type (Ecotoxicology)
0.335 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 12 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
knockdown of insects
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Sex
female
Exposure Period (Ecotoxicology)
24 h
Method (Ecotoxicology)
insect contact with filter paper impregnated with title comp. solution (6 various concentrations); incubation for 24 h at 30 deg C and 75 percent RH; knockdown recording
Type (Ecotoxicology)
knockdown concentration for 95 percent of insects
Value of Type (Ecotoxicology)
0.478 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 13 of 17
Effect (Ecotoxicology)
toxicity to invertebrates
Endpoint of Effect (Ecotoxicology)
knockdown of insects
Species or Test-System (Ecotoxicology)
Periplaneta americana (L.)
Sex
female
Exposure Period (Ecotoxicology)
24 h
Method (Ecotoxicology)
insect contact with filter paper impregnated with title comp. solution (6 various concentrations); incubation for 24 h at 30 deg C and 75 percent RH; knockdown recording
Type (Ecotoxicology)
knockdown concentration for 50 percent of insects
Value of Type (Ecotoxicology)
0.281 mg/cm-2
Ngoh; Choo; Pang; Huang; Kini; Ho; Pesticide Science; vol. 54; nb. 3; (1998); p. 261 - 268, View in Reaxys 14 of 17
Effect (Ecotoxicology)
cytotoxicity
Species or Test-System (Ecotoxicology)
Saccharomyces cerevisiae strain RS112, yeast
Concentration (Ecotoxicology)
0.01 - 4 g/l
Exposure Period (Ecotoxicology)
17 h
Method (Ecotoxicology)
in 4 percent DMSO; G1-arrested yeast cells; colonies counted after 2-3 days; intrachromosomal and interchromosomal recombination (DEL, ICR); numbers of recombinants/1E4 and 1E5 survivors for DEL recombination events and ICR events calculated, resp.
Further Details (Ecotoxi- 3E7 cells/ml exposed in SC-ura-leu medium at 30 deg C; Salmonella-negative carcinocology) gen; 3 independent experiments Results
showed threshold for recombination induction and induced both DEL recombination and ICR at 1 mg/ml (1.5 percent survival); increased 31- and 48-fold DEL recombination and ICR at 4 mg/ml, resp.; dose response of DEL recombination frequencies diagram
Galli, Alvaro; Schiestl, Robert H.; Mutation Research - Genetic Toxicology; vol. 370; nb. 3-4; (1996); p. 209 - 221, View in Reaxys 15 of 17
Effect (Ecotoxicology)
carcinogenic
Species or Test-System (Ecotoxicology)
Saccharomyces cerevisiae, yeast
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
63/69
2016-07-07 14:40:00
Concentration (Ecotoxicology)
100 - 1600 mg/l
Exposure Period (Ecotoxicology)
17 h
Method (Ecotoxicology)
diploid strain RS112; frequency of deletion (DEL) and interchromosomal recombination (ICR); with and without metabolic activ.; S9 from Aroclor-1254-induced rat liver; 30 deg C; colonies counted after 2-3 d of inc.; International Program on Chem. Safety
Results
increase in DEL recombination frequency 5-fold, ECR more than 40-fold; these effect completely abolished in the presence of S9
Carls; Schiestl; Mutation Research - Genetic Toxicology; vol. 320; nb. 4; (1994); p. 293 - 303, View in Reaxys 16 of 17
Effect (Ecotoxicology)
mortality
Species or Test-System (Ecotoxicology)
Drosophila melanogaster (wi)4
Sex
male and female
Route of Application
peroral
Concentration (Ecotoxicology)
0.5 - 1 mmol/l
Method (Ecotoxicology)
pre-imaginal mortality; solvent: 5 percent EtOH plus 1 percent Tween 80; no. of larvae treatment: 1000; 72 hr after egg laying, larvae were fed with title compound during the rest of their development until pupation
Results
no. adults emerged: females 81, 6 (254), males 11, 1 (262); sex-ratio: 7.36, 6.00 (0.97); mortality: 90.80 percent, 99.30 percent (48.40 percent) (conc. 0.50 mM, 1.00 mM, resp.; control in parentheses)
Batiste-Alentorn; Xamena; Creus; Marcos; Environmental and Molecular Mutagenesis; vol. 24; nb. 2; (1994); p. 143 - 147, View in Reaxys 17 of 17
Effect (Ecotoxicology)
mutation
Endpoint of Effect (Ecotoxicology)
eye color mosaicism
Species or Test-System (Ecotoxicology)
Drosophila melanogaster (wi)4
Route of Application
peroral
Concentration (Ecotoxicology)
0.5 - 1 mmol/l
Method (Ecotoxicology)
solvent: 5 percent EtOH plus 1 percent of Tween 80; eye color mosaicism detected in adult males; 72 hr after egg laying, larvae were fed with title compound during the rest of their development until pupation
Results
eyes scored: 972, 1180, 1342; spots: 4 (0.41 percent), 10 (0.85 percent), 4 (0.30 percent); males with eye color mosaicism: 4, 10, 4 (conc. 0.50 mM, 1.00 mM, control, resp.)
Batiste-Alentorn; Xamena; Creus; Marcos; Environmental and Molecular Mutagenesis; vol. 24; nb. 2; (1994); p. 143 - 147, View in Reaxys Concentration in the Environment (1) 1 of 1
Media (Concentration in the Environment)
semicoking tar of lignites
Location
Klimovsk open pit, near-Moscow fields
Method, Remarks (Concentration in the Environment)
eluate 3; preparative TLC on Silufol (eluate Me2CO:toluene:CHCl3 1:6:13); elemental, functional, emission spectrum, structural-group analyses; IR, UV, 1H and 13C NMR spectroscopy, chromatography-MS, cryoscopy
Platonov; Proskuryakov; Antonio, Teka Zheremiash; Ryl'tsova; Platonova; Shvykin; Russian Journal of Applied Chemistry; vol. 72; nb. 2; (1999); p. 316 - 326, View in Reaxys Use (17) Use Pattern
Location
References
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
64/69
2016-07-07 14:40:00
controlling the population size of Papilio demoleus in combination with attractant
Page/Page colPatent; UNIVERSITY OF THE WEST INDIES, A REGIONAL INSTITUTION, ESTABumn 31-33; 35-36 LISHED BY ROYAL CHARTER; YEE, Trevor, Herbert; WATSON, Charah, Tabetha; GARRAWAY, Eric; ROBINSON, Dwight; GARCIA, Nemoi Nastassia, Sri; WO2011/92600; (2011); (A2) English, View in Reaxys
pest control agent Page/Page colPatent; UNIVERSITY OF THE WEST INDIES, A REGIONAL INSTITUTION, ESTABfor reducing the umn 31-33; 35-36 LISHED BY ROYAL CHARTER; YEE, Trevor, Herbert; WATSON, Charah, Tabetha; number of citrusGARRAWAY, Eric; ROBINSON, Dwight; GARCIA, Nemoi Nastassia, Sri; feeding butterflies WO2011/92600; (2011); (A2) English, View in Reaxys reducing the num- Page/Page colPatent; UNIVERSITY OF THE WEST INDIES, A REGIONAL INSTITUTION, ESTABber butterflies in umn 31-33; 35-36 LISHED BY ROYAL CHARTER; YEE, Trevor, Herbert; WATSON, Charah, Tabetha; combination with GARRAWAY, Eric; ROBINSON, Dwight; GARCIA, Nemoi Nastassia, Sri; attractant WO2011/92600; (2011); (A2) English, View in Reaxys increases endothelial nitric oxide synthase (eNOS) activity
Patent; Melbrosin International Produktions- und Vertriebs GesmbH and Co KG; US2008/131534; (2008); (A1) English, View in Reaxys
metabolic syndrome
Patent; Melbrosin International Produktions- und Vertriebs GesmbH and Co KG; US2008/131534; (2008); (A1) English, View in Reaxys
osteoporosis
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys
health care food for preventing osteoporosis
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/96998; (2008); (A1) English, View in Reaxys
Beverages
Page/Page column 1
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys
Topical antiseptic
Page/Page column 1
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys
Pediculicide
Page/Page column 1
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys
Fragrance
Page/Page column 2
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys
Floor waxe
Page/Page column 2
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys
Polishe
Page/Page column 2
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys
Ecstasy manufac- Page/Page colture umn 2
Patent; FLEXITRAL, INC; WO2008/9926; (2008); (A2) English, View in Reaxys
CYP3A4 inhibitor
Patent; LIFECYCLE PHARMA A/S; WO2006/136175; (2006); (A2) English, View in Reaxys
pharmaceutical composition with enhanced oral bioavailability of tacrolimus
Patent; LIFECYCLE PHARMA A/S; WO2006/136175; (2006); (A2) English, View in Reaxys
irritates the nasal passages and/or pharynx
Patent; Bartholomaus, Johannes; Kugelmann, Heinrich; US2005/31546; (2005); (A1) English, View in Reaxys
Isolation from Natural Product (54) Isolation from Comment (IsolaNatural Product tion from Natural Product) dried seed kernels of Myristica fragrans Houtt; purchased from Anguo Chinese Medicinal Herbs Market (Anguo
References
Du, Shu-Shan; Yang, Kai; Wang, Cheng-Fang; You, Chun-Xue; Geng, Zhu-Feng; Guo, Shan-Shan; Deng, Zhi-Wei; Liu, Zhi-Long; Chemistry and Biodiversity; vol. 11; nb. 9; (2014); p. 1449 - 1456, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
65/69
2016-07-07 14:40:00
071200, Baoding, Hebei Province, P. R. China). dried seeds of extraction, metha- Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Myristica fragrans nol; extraction, WO2008/96998; (2008); (A1) English, View in Reaxys water/ethyl acetate (1:1); chromatography of ethyl acetate fraction, silica gel, nhexane/ethyl acetate (10:1 to 0.1); chromatography, silica gel, n-hexane/ethyl acetate (100:1); reverse phase chromatography, RP-18, 80 percent methanol stems of Piper sanctum (Miq.) Schl. (Piperaceae), collected in San Andres Tuxtla, State of Veracruz, Mexico
Mata, Rachel; Morales, Iliana; Perez, Olga; Rivero-Cruz, Isabel; Acevedo, Laura; Enriquez-Mendoza, Isolda; Bye, Robert; Franzblau, Scott; Timmermann, Barbara; Journal of Natural Products; vol. 67; nb. 12; (2004); p. 1961 - 1968, View in Reaxys
Ocotea pretiosa
De Araujo Jr., Joao X.; Barreiro, Eliezer J.; Parente, Jose P.; Fraga, Carlos A. M.; Synthetic Communications; vol. 29; nb. 2; (1999); p. 263 - 273, View in Reaxys
leaves of Piper aduncum
Parmar, Virinder S.; Jain, Subhash C.; Gupta, Sangita; Talwar, Sangeeta; Rajwanshi, Vivek K.; Kumar, Rajesh; Azim, Abul; Malhotra, Sanjay; Kumar, Naresh; Jain, Rajni; Sharma, Nawal K.; Tyagi, Om D.; Lawrie, Stephen J.; Errington, William; Howarth, Oliwer W.; Olsen, Carl E.; Singh, Sanjay K.; Wengel, Jesper; Phytochemistry; vol. 49; nb. 4; (1998); p. 1069 - 1078, View in Reaxys
Illicium dunnianum by extraction with CH2Cl2 in Soxhlet apparatus for 8 h, removal of solvent and chromatograophy
Sy, Lai-King; Saunders, Richard M. K.; Brown, Geoffrey D.; Phytochemistry; vol. 44; nb. 6; (1997); p. 1099 - 1108, View in Reaxys
Piper aduncum
Parmar, Virinder S.; Jain, Subhash C.; Bisht, Kirpal S.; Jain, Rajni; Taneja, Poonam; Jha, Amitabh; Tyagi, Om D.; Prasad, Ashok K.; Wengel, Jesper; Olsen, Carl E.; Boll, Per M.; Phytochemistry; vol. 46; nb. 4; (1997); p. 597 - 673, View in Reaxys
radix of Asiasarum heterotropoides var. mandshuricum (China)
Takasaki, Midori; Konoshima, Takao; Yasuda, Ichiro; Hamano, Tomoko; Tokuda, Harukuni; Biological and Pharmaceutical Bulletin; vol. 20; nb. 7; (1997); p. 776 - 780, View in Reaxys
Clausena excavata
Wu, Tian-Shung; Huang, Shiow-Chyn; Lai, Jeng-Shiow; Teng, Che-Ming; Ko, FengNien; Kuoh, Chang-Sheng; Phytochemistry (Elsevier); vol. 32; nb. 2; (1993); p. 449 452, View in Reaxys
Piper auritum
Nair, Muraleedharan G.; Sommerville, John; Burke, Basil A.; Phytochemistry (Elsevier); vol. 28; nb. 2; (1989); p. 654 - 655, View in Reaxys
lhe petrol extract of the leaves of Drimys winteri
Sierra, Jorge R.; Lopez, Jose T.; Cortes, Manuel J.; Phytochemistry (Elsevier); vol. 25; nb. 1; (1986); p. 253 - 254, View in Reaxys
leaves of Illicum tashiroi MAXIM., collected on Iriomote Island (Japan)
Yakushijin, Kenichi; Tohshima, Tomoko; Suzuki, Rika; Murata, Hiroyuki; Lu, ShengTen; Furukawa, Hiroshi; Chemical & Pharmaceutical Bulletin; vol. 31; nb. 8; (1983); p. 2879 - 2883, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
66/69
2016-07-07 14:40:00
aus Pogostemon plectranthoides (Desf.)
Nigam; Ramaiah; Riechstoffe und Aromen; vol. 22; (1972); p. 378,388, View in Reaxys
aus Anethum graveolens
Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 155,156,158, View in Reaxys
aus aether. Oel v. Saccopetalum tomentosum
Ramaiah; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 71,74, View in Reaxys
aus Eugenia bracteata Roxb.
Narasimha; Nigam; Riechstoffe und Aromen; vol. 22; (1972); p. 231,236, View in Reaxys
aus Anethum sowa KURZ
Baslas; Baslas; Riechstoffe und Aromen; vol. 22; (1972); p. 200,202, View in Reaxys
aus Magnolia salicifolia
Fujita; Fujita; Chemical and Pharmaceutical Bulletin; vol. 20; (1972); p. 2251, View in Reaxys
aus Acorus gramineus
Fujita et al.; Yakugaku Zasshi; vol. 90; (1970); p. 1367,1371; Chem.Abstr.; vol. 74; nb. 34553; (1971), View in Reaxys
Bananenaromastoff, Gaschromat. Nachweis
Tressl,R. et al.; Z. Naturforsch., B: Anorg. Chem., Org. Chem., Biochem., Biophys.,; vol. 24; (1969); p. 781 - 783, View in Reaxys
aus d. Blaettern v. Hamamelis virginiana L.
Messerschmidt; Arzneimittel-Forschung; vol. 18; nb. 12; (1968); p. 1618 - 1618, View in Reaxys
aether. Oel aus Ocimum basilicum
Hoerhammer et al.; Journal of Pharmaceutical Sciences; vol. 53; (1964); p. 1033; Chem.Abstr.; nb. 305; (1962), View in Reaxys
........... Oil aus Myristica fraga.s
Bejnarowicz; Kirch; Journal of Pharmaceutical Sciences; vol. 52; (1963); p. 988, View in Reaxys
aetherisches Oel von Eremopleila Longifolia F.Muell.
Della; Jefferies; Australian Journal of Chemistry; vol. 14; (1961); p. 663, View in Reaxys
Petersiliensamenoel
Dallacker et al.; Monatshefte fuer Chemie; vol. 91; (1960); p. 1089,1096, View in Reaxys
Schinus weinmanniae folius
Fester et al.; Revista de la Facultad de Ingenieria Quimica (Universidad Nacional del Litoral); vol. 28; (1959); p. 9; Chem.Abstr.; vol. 55; nb. 10809; (1961), View in Reaxys
aus dem aetherischen Oel des Holzes von Ocotea pretiosa
Hickey; Journal of Organic Chemistry; vol. 13; (1948); p. 443,445, View in Reaxys; Raoul; Jachan; Rev. Quim. ind.; vol. 19; (1950); p. 12,13, View in Reaxys
aus dem aetherischen Oel des Holzes von Sassafras albidum
Hickey; Journal of Organic Chemistry; vol. 13; (1948); p. 443,445, View in Reaxys
aus dem aetherischen Oel der Blaetter von Cinnamomum micranthum
Fujita; Tamashita; Nippon Kagaku Kaishi; vol. 65; (1944); p. 385,388, 591; Chem.Abstr.; (1947); p. 3509, View in Reaxys
aus dem aetherischen Oel der Blaetter von Cinnamomum camphora
Fujita; Nippon Kagaku Kaishi; vol. 63; (1942); p. 58,62; Chem.Abstr.; (1947); p. 3509, View in Reaxys; Naito; Nippon Kagaku Kaishi; vol. 64; (1943); p. 1125; Chem.Abstr.; (1947); p. 3776, View in Reaxys
aus dem aetherischen Oel der Blaetter von Illicium parviflorum
Foote; Journal of the American Pharmaceutical Association (1912-1977); vol. 27; (1938); p. 573, View in Reaxys
aus dem aetherischen Oel der
Chabeau; Bl. Acad. Med. Belgique; vol. <6> 3; (1938); p. 46,52, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
67/69
2016-07-07 14:40:00
Rinde von Nemuaron humboldtii aus dem aetherischen Oel der Wurzeln von Ligusticum acutilobum
Noguchi et al.; Yakugaku Zasshi; vol. 57; (1937); p. 769,773; dtsch. Ref. S. 187; Chem.Abstr.; (1938); p. 3360, View in Reaxys; Noguchi; Kawanami; Yakugaku Zasshi; vol. 57; (1937); p. 783,788; dtsch. Ref. S. 196, 199; Chem. Zentralbl.; vol. 108; nb. II; (1937); p. 4050, View in Reaxys
aus dem aetherischen Oel der Wurzeln von Asarum sieboldii
Kaku; Kondo; Yakugaku Zasshi; vol. 51; (1931); p. 8,16; dtsch. Ref. S. 3, 6; Chem.Abstr.; (1931); p. 1948, View in Reaxys
bildet den Hauptbestandteil der aether. Oele aus der Rinde und den Blaettern von Laurelia serrata Bert.
Fester; Salgado; Angewandte Chemie; vol. 42; (1929); p. 988, View in Reaxys; Schimmel and Co.; Ber. Schimmel 1927, 61; C. 1927 II, 1518, View in Reaxys
aus dem aetherischen Oel der Blaetter von Boronia pinnata
Penfold; Journal and Proceedings of the Royal Society of New South Wales; vol. 62; (1928); p. 225,230, View in Reaxys
im aether. Oel aus den Blaettern von Doryphora Sassafras
Penfold; Perfumery and Essential Oil Record; vol. 13; p. 273; Chem. Zentralbl.; vol. 93; nb. IV; (1922); p. 673, View in Reaxys
im Pichurimbohnen-Oel
Roure-Bertrand fils; Chem. Zentralbl.; vol. 93; nb. I; (1922); p. 360, View in Reaxys
Vorkommen in verschiedenen japanischen aetherischen Oelen
Anonymus; Chem. Zentralbl.; vol. 91; nb. III; (1920); p. 597, View in Reaxys
Im aether. Oel der Rinde von Cinnamomum Oliveri Bail.
Hargreaves; Journal of the Chemical Society; vol. 109; (1916); p. 751, View in Reaxys
Im aether. Oel der Blaetter von Atherosperma moschatum Labill.
Scott; Journal of the Chemical Society; vol. 101; (1912); p. 1613, View in Reaxys
Im aether. Oel des Holzes von Cinnamomum glanduliferum Meissn.
Pickles; Journal of the Chemical Society; vol. 101; (1912); p. 1437, View in Reaxys
Safrol ist der Hauptbestandteil des Oeles aus dem Holz von Cinnamomum Parthenoxylon Meissn.
Schimmel and Co.; Chem. Zentralbl.; vol. 82; nb. I; (1911); p. 1837, View in Reaxys
Vorkommen im Oel der Fruechte von Illicium verum (Sternanisoel)
Schimmel and Co.; Chem. Zentralbl.; vol. 81; nb. I; (1910); p. 1719, View in Reaxys
im aether. Oel aus der Wurzelrinde von Cinnamomum ceylanicum
Pilgrim; Chem. Zentralbl.; vol. 80; nb. I; (1909); p. 534, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
68/69
2016-07-07 14:40:00
im aether. Muskatnussoel (Ol. Nucis moschatae)
Power; Salway; Journal of the Chemical Society; vol. 91; (1907); p. 2045,2049, View in Reaxys
im californischen Lorbeerblaetteroel (von Umbellularia californica)
Power; Lees; Journal of the Chemical Society; vol. 85; (1904); p. 638, View in Reaxys
im aether. Rindenoel von Cinnamomum pedatinervium
Goulding; Journal of the Chemical Society; vol. 83; (1903); p. 1099, View in Reaxys
als Hauptbestandteil des aether. Oels der Wurzel und des Wurzelstocks von Asarum arifolium
Miller; Archiv der Pharmazie (Weinheim, Germany); vol. 240; (1902); p. 377, View in Reaxys
im Oel aus den Blaettern und den gruenen Fruechten von Illicium religiosum (Japanisches Sternanisoel)
Eijkman; Recueil des Travaux Chimiques des Pays-Bas; vol. 4; (1885); p. 39, View in Reaxys; Tardy; Bulletin de la Societe Chimique de France; vol. <3> 27; (1902); p. 995, View in Reaxys
im Wurzelholz und in der Wurzelrinde von Sassafras officinalis Nees (Sassafraswurzeloel)
Grimaux; Ruotte; Bulletin de la Societe Chimique de France; vol. <2> 11; (1869); p. 465; Justus Liebigs Annalen der Chemie; vol. 152; (1869); p. 91, View in Reaxys; Flueckiger; Annalen der Physik (Weinheim, Germany); vol. 158; (1876); p. 248, View in Reaxys; Power; Kleber; Chem. Zentralbl.; vol. 68; nb. II; (1897); p. 42, View in Reaxys; Saint-Evre; Annales de Chimie (Cachan, France); vol. <3> 12; (1844); p. 107; Justus Liebigs Annalen der Chemie; vol. 52; (1844); p. 397, View in Reaxys; Binder; Buchners Repertorium fuer die Pharmacie 11 <1821>, 346, View in Reaxys
im Massoirindenoel (Cinnamomum, Spezies unsicher)
Woy; Archiv der Pharmazie (Weinheim, Germany); vol. 228; (1890); p. 40, View in Reaxys
im Campheroel (Cinnamomum Camphora)
Schimmel and Co.; Bericht vom September 1885, 7, View in Reaxys
Vorkommen von Safrol in weiteren aetherischen Oelen
Semmler; Die aetherischen Oele, Bd. IV <Leipzig 1907>, S. 144ff, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
69/69
2016-07-07 14:40:00