benzo[d][1,3]dioxole-5-carbonitrile [Piperonylonitrile] by Asch

Query Query

Results

Date

3 substances in Reaxys

2016-06-21 13h:53m:35s (EST)

2 substances in Reaxys

2016-06-21 13h:55m:02s (EST)

N O

1. Query O

Search as: As drawn, No mixtures, No charges, No radicals 2. Query

(1. Query) AND NOT itemno in (2)

1/33

2016-06-21 13:58:03

Reaxys ID 6224 View in Reaxys

1/2 CAS Registry Number: 4421-09-4 Chemical Name: piperonylonitrile; 1,3-benzodioxol-5-carbonitrile; 3,4-methylenedioxybenzonitrile; 5-cyano-1,3-benzodioxol; piperonylnitrile; benzo[d][1,3]dioxole-5-carbonitrile; benzo[d] [1,3]dioxol-5-carbonitrile Linear Structure Formula: C8H5O2N Molecular Formula: C8H5NO2 Molecular Weight: 147.133 Type of Substance: heterocyclic InChI Key: PKRWWZCDLJSJIF-UHFFFAOYSA-N Note:

N O O

Substance Label (53) Label References 1i

Peng, Yanqing; Song, Gonghua; Tetrahedron Letters; vol. 45; nb. 27; (2004); p. 5313 - 5316, View in Reaxys; Meng, Tuanjie; Liu, Lantao; Jia, Huiyi; Ren, Lifeng; Feng, Cuilan; Wang, Xiaojuan; Zhao, Wenxian; Applied Organometallic Chemistry; vol. 30; nb. 1; (2016); p. 47 - 50, View in Reaxys

Zhang, Lianpeng; Lu, Ping; Wang, Yanguang; Organic and Biomolecular Chemistry; vol. 13; nb. 30; (2015); p. 8322 - 8329, View in Reaxys; Zhang, Lianpeng; Lu, Ping; Wang, Yanguang; Organic and Biomolecular Chemistry; vol. 14; nb. 5; (2016); p. 1840 - 1840, View in Reaxys

Motiwala, Hashim F.; Yin, Qin; Aub, Jeffrey; Molecules; vol. 21; nb. 1; (2016); Art.No: 45, View in Reaxys

Kamal, Ahmed; Arifuddin; Venugopal Rao; Synthetic Communications; vol. 28; nb. 24; (1998); p. 4507 4512, View in Reaxys; Cohen, Daniel T.; Buchwald, Stephen L.; Organic Letters; vol. 17; nb. 2; (2015); p. 202 - 205, View in Reaxys; Kelly, Christopher B.; Lambert, Kyle M.; Mercadante, Michael A.; Ovian, John M.; Bailey, William F.; Leadbeater, Nicholas E.; Angewandte Chemie - International Edition; vol. 54; nb. 14; (2015); p. 4241 - 4245, View in Reaxys; Huang, Ze-Ao; Liu, Hui; Lu, Chong-Dao; Xu, Yan-Jun; Organic Letters; vol. 17; nb. 16; (2015); p. 4042 - 4045, View in Reaxys

Tamura, Toshiyuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2015; nb. 9; (2015); p. 2023 - 2029, View in Reaxys

3l'

Yang, Chu-Ting; Han, Jun; Liu, Jun; Gu, Mei; Li, Yi; Wen, Jun; Yu, Hai-Zhu; Hu, Sheng; Wang, Xiaolin; Organic and Biomolecular Chemistry; vol. 13; nb. 9; (2015); p. 2541 - 2545, View in Reaxys

2-29

Geng, Hui; Huang, Pei-Qiang; Tetrahedron; vol. 71; nb. 23; (2015); p. 3795 - 3801, View in Reaxys

He, Haitao; Qi, Chaorong; Hu, Xiaohan; Lu, Ouyang; Xiong, Wenfang; Jiang, Huanfeng; Journal of Organic Chemistry; vol. 80; nb. 10; (2015); p. 4957 - 4965, View in Reaxys; Zhu, Yamin; Li, Linyi; Shen, Zengming; Chemistry - A European Journal; vol. 21; nb. 38; (2015); p. 13246 - 13252, View in Reaxys

Dockendorff, Chris; Faloon, Patrick W.; Germain, Andrew; Yu, Miao; Youngsaye, Willmen; Nag, Partha P.; Bennion, Melissa; Penman, Marsha; Nieland, Thomas J.F.; Dandapani, Sivaraman; Perez, Jos R.; Munoz, Benito; Palmer, Michelle A.; Schreiber, Stuart L.; Krieger, Monty; Bioorganic and Medicinal Chemistry Letters; vol. 25; nb. 12; (2015); p. 2594 - 2598; Art.No: 22562, View in Reaxys

Kumar, Ravi; Arigela, Rajesh K.; Kundu, Bijoy; Chemistry - A European Journal; vol. 21; nb. 33; (2015); p. 11807 - 11812, View in Reaxys

10i

koch, Karel; Csaov, Ivana; tpnika, Petr; Organometallics; vol. 34; nb. 10; (2015); p. 1942 - 1956, View in Reaxys

S10

Eliasen, Anders M.; Christy, Mitchell; Claussen, Karin R.; Besandre, Ronald; Thedford, Randal P.; Siegel, Dionicio; Organic Letters; vol. 17; nb. 18; (2015); p. 4420 - 4423, View in Reaxys

Reddy, Mallu Chenna; Jeganmohan, Masilamani; Chemical Communications; vol. 51; nb. 53; (2015); p. 10738 - 10741, View in Reaxys; Cai, Yingxiao; Qian, Xin; Rrat, Alice; Auffrant, Audrey; Gosmini, Corinne; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3419 - 3423, View in Reaxys

Patent; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YEUNGNAM UNIVERSITY; Choi, In Ho; Fareeda, Athar; Abdul, Roouf Bhat; US2015/291566; (2015); (A1) English, View in Reaxys

Erman; Snow; Williams; Tetrahedron Letters; vol. 41; nb. 35; (2000); p. 6749 - 6752, View in Reaxys; Tu, Yahui; Zhang, Yi; Xu, Sheng; Zhang, Zhaoguo; Xie, Xiaomin; Synlett; vol. 25; nb. 20; (2014); p. 2938 2942; Art.No: ST-2014-W0578-L, View in Reaxys

Yin, Weiyu; Wang, Chengming; Huang, Yong; Organic Letters; vol. 15; nb. 8; (2013); p. 1850 - 1853, View in Reaxys; Jasem, Yosef Al; Barkhad, Mohamed; Khazali, Mona Al; Butt, Hifsa Pervez; El-Khwass, Noha Ashraf; Azani, Mariam Al; Hindawi, Bassam Al; Thiemann, Thies; Journal of Chemical Research; vol. 38; nb. 2; (2014); p. 80 - 84, View in Reaxys

2/33

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Yapuri, Umanadh; Palle, Sadanandam; Gudaparthi, Omprakash; Narahari, Srinivasa Reddy; Rawat, Dhwajbahadur K.; Mukkanti, Khagga; Vantikommu, Jyothi; Tetrahedron Letters; vol. 54; nb. 35; (2013); p. 4732 - 4734, View in Reaxys; Meng, Xu; Yu, Chaoying; Zhao, Peiqing; RSC Advances; vol. 4; nb. 17; (2014); p. 8612 - 8616, View in Reaxys

Arshad, Mohammad; Bhat, Abdul Roouf; Pokharel, Smritee; Kim, Ji-Eun; Lee, Eun Ju; Athar, Fareeda; Choi, Inho; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 229 - 236, View in Reaxys

16i

Kivrak, Arif; Zora, Metin; Tetrahedron; vol. 70; nb. 4; (2014); p. 817 - 831, View in Reaxys

Louvel, Julien; Guo, Dong; Agliardi, Marta; Mocking, Tamara A. M.; Kars, Roland; Pham, Tan Phat; Xia, Lizi; De Vries, Henk; Brussee, Johannes; Heitman, Laura H.; Ijzerman, Adriaan P.; Journal of Medicinal Chemistry; vol. 57; nb. 8; (2014); p. 3213 - 3222, View in Reaxys

Sanchez, Ana I.; Meneses, Ricardo; Minguez, Jose M.; Nunez, Araceli; Castillo, Rafael R.; Filace, Fabiana; Burgos, Carolina; Vaquero, Juan J.; Alvarez-Builla, Julio; Cortes-Cabrera, Alvaro; Gago, Federico; Terricabras, Emma; Segarra, Victor; Organic and Biomolecular Chemistry; vol. 12; nb. 24; (2014); p. 4233 - 4242, View in Reaxys

Vatele, Jean-Michel; Synlett; vol. 25; nb. 9; (2014); p. 1275 - 1278; Art.No: ST-2014-D0186-L, View in Reaxys

Hazarika, Nabajyoti; Baishya, Gakul; European Journal of Organic Chemistry; vol. 2014; nb. 26; (2014); p. 5686 - 5690,5, View in Reaxys

Srimongkolpithak, Nitipol; Sundriyal, Sandeep; Li, Fengling; Vedadi, Masoud; Fuchter, Matthew J.; MedChemComm; vol. 5; nb. 12; (2014); p. 1821 - 1828, View in Reaxys

Reddy, Mallu Chenna; Jeganmohan, Masilamani; Organic Letters; vol. 16; nb. 18; (2014); p. 4866 - 4869, View in Reaxys

Venkat Narsaiah; Sreenu; Nagaiah; Synthetic Communications; vol. 36; nb. 2; (2006); p. 137 - 140, View in Reaxys; Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 10; nb. 14; (2012); p. 2753 - 2759, View in Reaxys; Wang, Zhen; Chang, Sukbok; Organic Letters; vol. 15; nb. 8; (2013); p. 1990 - 1993, View in Reaxys

Chen; Fu; Meng; Cheng; Lu; Synthesis; nb. 11; (2000); p. 1519 - 1520, View in Reaxys; Chen, Fen-Er; Li, Yong-Ye; Xu, Mei; Jia, Hui-Qing; Synthesis; nb. 13; (2002); p. 1804 - 1806, View in Reaxys; Furuya, Yoshiro; Ishihara, Kazuaki; Yamamoto, Hisashi; Bulletin of the Chemical Society of Japan; vol. 80; nb. 2; (2007); p. 400 - 406, View in Reaxys; Yadav, Dilip Kumar T.; Bhanage, Bhalchandra M.; European Journal of Organic Chemistry; nb. 23; (2013); p. 5106 - 5110, View in Reaxys

Kim, Jinho; Stahl, Shannon S.; ACS Catalysis; vol. 3; nb. 7; (2013); p. 1652 - 1656, View in Reaxys

Li, Bo; Wang, Gaihong; Yang, Mu; Xu, Zhijian; Zeng, Bubing; Wang, Heyao; Shen, Jingshan; Chen, Kaixian; Zhu, Weiliang; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 677 - 684, View in Reaxys

4.28

Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; DAHMANN, Georg; FIEGEN, Dennis; HANDSCHUH, Sandra; KLICIC, Jasna; LINZ, Guenter; SCHAENZLE, Gerhard; SCHNAPP, Andreas; EAST, Stephen P.; MAZANETZ, Michael Philip; SCOTT, John; WALKER, Edward; WO2011/92128; (2011); (A1) English, View in Reaxys

van Veldhoven, Jacobus P.D.; Chang, Lisa C.W.; von Frijtag Drabbe Kuenzel, Jacobien K.; MulderKrieger, Thea; Struensee-Link, Regina; Beukers, Margot W.; Brussee, Johannes; IJzerman, Adriaan P.; Bioorganic and Medicinal Chemistry; vol. 16; nb. 6; (2008); p. 2741 - 2752, View in Reaxys

247

Patent; SCHERING CORPORATION; WO2008/82490; (2008); (A2) English, View in Reaxys

Tab. 2, entry 10, prod.

Yamaguchi, Kazuya; Fujiwara, Hiroshi; Ogasawara, Yoshiyuki; Kotani, Miyuki; Mizuno, Noritaka; Angewandte Chemie - International Edition; vol. 46; nb. 21; (2007); p. 3922 - 3925, View in Reaxys

educt to 1i, 1t

Zhang, Guolin; Hu, Yongzhou; Journal of Heterocyclic Chemistry; vol. 44; nb. 4; (2007); p. 919 - 922, View in Reaxys

T2/12,substrate

Callens, Emmanuel; Burton, Andrew J.; Barrett, Anthony G.M.; Tetrahedron Letters; vol. 47; nb. 49; (2006); p. 8699 - 8701, View in Reaxys

Dichiarante, Valentina; Fagnoni, Maurizio; Albini, Angelo; Chemical Communications; nb. 28; (2006); p. 3001 - 3003, View in Reaxys

37b

Suh, Young-Ger; Lee, Yong-Sil; Min, Kyung-Hoon; Park, Ok-Hui; Kim, Jin-Kwan; Seung, Ho-Sun; Seo, Seung-Yong; Lee, Bo-Young; Nam, Yeon-Hee; Lee, Kwang-Ok; Kim, Hee-Doo; Park, Hyeung-Geun; Lee, Jeewoo; Oh, Uhtaek; Lim, Ju-Ok; Kang, Sang-Uk; Kil, Min-Jung; Koo, Jae-Yeon; Shin, Song Seok; Joo, Yung-Hyup; Kim, Jin Kwan; Jeong, Yeon-Su; Kim, Sun-Young; Park, Young-Ho; Journal of Medicinal Chemistry; vol. 48; nb. 18; (2005); p. 5823 - 5836, View in Reaxys

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Jiang, Xiao-Bin; Minnaard, Adriaan J.; Feringa, Ben L.; De Vries, Johannes G.; Journal of Organic Chemistry; vol. 69; nb. 7; (2004); p. 2327 - 2331, View in Reaxys

2 (Ar2=3,4OCH2OC6H3)

Xu, Xiaoliang; Zhang, Yongmin; Journal of Chemical Research, Synopses; nb. 2; (2003); p. 84 - 86, View in Reaxys

byprod. of 1b

Ran, Chongzhao; Yang, Genjin; Wu, Taizhi; Xie, Meihua; Tetrahedron Letters; vol. 44; nb. 44; (2003); p. 8061 - 8062, View in Reaxys

Table 1. product 7 Srinivas; Mahender; Das, Biswanath; Chemistry Letters; vol. 32; nb. 8; (2003); p. 738 - 739, View in Reaxys 4

Zappala, Maria; Grasso, Silvana; Micale, Nicola; Zuccala, Giuseppe; Menniti, Frank S.; Ferreri, Guido; De Sarro, Giovambattista; De Micheli, Carlo; Bioorganic and Medicinal Chemistry Letters; vol. 13; nb. 24; (2003); p. 4427 - 4430, View in Reaxys

Chen, Fen-Er; Kuang, Yun-Yan; Dai, Hui-Fang; Lu, Liang; Huo, Ming; Synthesis; nb. 17; (2003); p. 2629 2631, View in Reaxys

Kusurkar, Radhika; Goswami, Shailesh; Vyas, Sandhya; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 42; nb. 12; (2003); p. 3148 - 3151, View in Reaxys

Kumar, H. M. Sampath; Reddy, B. V. Subba; Reddy, P. Tirupathi; Yadav, J. S.; Synthesis; nb. 4; (1999); p. 586 - 587, View in Reaxys; Xu, Xiaoliang; Zhang, Yongmin; Synthetic Communications; vol. 32; nb. 17; (2002); p. 2643 - 2650, View in Reaxys

3,4(CH2O2)2C6H3CN

Srinivas; Reddy, E. Bolla; Das, Biswanath; Synlett; nb. 4; (2002); p. 625 - 627, View in Reaxys

Khurana, Jitender M.; Kukreja, Gagan; Synthetic Communications; vol. 32; nb. 8; (2002); p. 1265 - 1269, View in Reaxys

2 R=3,4(OCH2O)C6H3

Zhong; Zhang; Chen; Journal of the Indian Chemical Society; vol. 78; nb. 6; (2001); p. 316 - 318, View in Reaxys

3,4OCH2OC6H3CN

Xu, Xiaoliang; Zhang, Yongmin; Journal of the Chemical Society. Perkin Transactions 1; nb. 21; (2001); p. 2836 - 2839, View in Reaxys

Ramalingam; Subba Reddy; Srinivas; Yadav; Synthetic Communications; vol. 30; nb. 24; (2000); p. 4507 4512, View in Reaxys

3,4(CH2O2)C6H3-CN

Das; Ramesh; Madhusudhan; Synlett; nb. 11; (2000); p. 1599 - 1600, View in Reaxys

3,4(CH2O2)C6H3CN

Das, Biswanath; Madhusudhan; Venkataiah; Synlett; nb. 10; (1999); p. 1569 - 1570, View in Reaxys

Coskun, Necdet; Arikan, Nevin; Tetrahedron; vol. 55; nb. 40; (1999); p. 11943 - 11948, View in Reaxys

Patent-Specific Data (5) Location in Patent References Page/Page column

Patent; Lu, Hongtao; Wang, Rong; US2015/80380; (2015); (A1) English, View in Reaxys Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; DAHMANN, Georg; FIEGEN, Dennis; HANDSCHUH, Sandra; KLICIC, Jasna; LINZ, Guenter; SCHAENZLE, Gerhard; SCHNAPP, Andreas; EAST, Stephen P.; MAZANETZ, Michael Philip; SCOTT, John; WALKER, Edward; WO2011/92128; (2011); (A1) English, View in Reaxys

Claim

Patent; Ube Industries, Ltd.; US2003/9048; (2003); (A1) English, View in Reaxys Patent; G.D. Searle and Co.; EP1193265; (2002); (A2) English, View in Reaxys Patent; Takeda Chemical Industries, Ltd.; US6340704; (2002); (B1) English, View in Reaxys

Melting Point (35) 1 of 35

Melting Point [°C]

91 - 92

Location

supporting information

Wang, Zhen; Chang, Sukbok; Organic Letters; vol. 15; nb. 8; (2013); p. 1990 - 1993, View in Reaxys; Lambert, Kyle M.; Bobbitt, James M.; Eldirany, Sherif A.; Kissane, Liam E.; Sheridan, Rose K.; Stempel, Zachary D.; Sternberg, Francis H.; Bailey, William F.; Chemistry - A European Journal; vol. 22; nb. 15; (2016); p. 5156 - 5159, View in Reaxys 2 of 35

Melting Point [°C]

87 - 89

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Tamura, Toshiyuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2015; nb. 9; (2015); p. 2023 - 2029, View in Reaxys 3 of 35

Melting Point [°C]

94 - 95

Location

supporting information

Cohen, Daniel T.; Buchwald, Stephen L.; Organic Letters; vol. 17; nb. 2; (2015); p. 202 - 205, View in Reaxys 4 of 35

Melting Point [°C]

92 - 94

Geng, Hui; Huang, Pei-Qiang; Tetrahedron; vol. 71; nb. 23; (2015); p. 3795 - 3801, View in Reaxys 5 of 35

Melting Point [°C]

91 - 93

Zhang, Lianpeng; Lu, Ping; Wang, Yanguang; Organic and Biomolecular Chemistry; vol. 13; nb. 30; (2015); p. 8322 - 8329, View in Reaxys 6 of 35

Melting Point [°C]

90 - 92

Location

supporting information

Kumar, Ravi; Arigela, Rajesh K.; Kundu, Bijoy; Chemistry - A European Journal; vol. 21; nb. 33; (2015); p. 11807 - 11812, View in Reaxys 7 of 35

Melting Point [°C]

Location

supporting information

Zhu, Yamin; Li, Linyi; Shen, Zengming; Chemistry - A European Journal; vol. 21; nb. 38; (2015); p. 13246 13252, View in Reaxys 8 of 35

Melting Point [°C]

95 - 98

Arshad, Mohammad; Bhat, Abdul Roouf; Pokharel, Smritee; Kim, Ji-Eun; Lee, Eun Ju; Athar, Fareeda; Choi, Inho; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 229 - 236, View in Reaxys 9 of 35

Melting Point [°C]

93 - 94

Jasem, Yosef Al; Barkhad, Mohamed; Khazali, Mona Al; Butt, Hifsa Pervez; El-Khwass, Noha Ashraf; Azani, Mariam Al; Hindawi, Bassam Al; Thiemann, Thies; Journal of Chemical Research; vol. 38; nb. 2; (2014); p. 80 84, View in Reaxys 10 of 35

Melting Point [°C]

89 - 92

Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; nb. 5; (2013); p. 1462 1469, View in Reaxys 11 of 35

Melting Point [°C]

89 - 90

Shimojo, Hiroyuki; Moriyama, Katsuhiko; Togo, Hideo; Synthesis (Germany); vol. 45; nb. 15; (2013); p. 2155 2164; Art.No: SS-2013-F0311-OP, View in Reaxys 12 of 35

Melting Point [°C]

95 - 98

Wani, Mohmmad Younus; Bhat, Abdul Roouf; Azam, Amir; Choi, Inho; Athar, Fareeda; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 313 - 320, View in Reaxys 13 of 35

Melting Point [°C]

91 - 92

Location

supporting information

Kim, Jinho; Choi, Jiho; Shin, Kwangmin; Chang, Sukbok; Journal of the American Chemical Society; vol. 134; nb. 5; (2012); p. 2528 - 2531, View in Reaxys 14 of 35

Melting Point [°C]

43 - 45

Solvent (Melting Point)

ethanol; water

Zhu, Jintao; Song, Guangwei; Yao, Guoxin; Chen, Gang; Synthetic Communications; vol. 42; nb. 13; (2012); p. 1934 - 1940, View in Reaxys 15 of 35

Melting Point [°C]

83 - 85

Location

supporting information

Rokade, Balaji V.; Malekar, Sanjeev K.; Prabhu, Kandikere Ramaiah; Chemical Communications; vol. 48; nb. 44; (2012); p. 5506 - 5508, View in Reaxys 16 of 35

Melting Point [°C]

83 - 85

5/33

2016-06-21 13:58:03

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5364 5370, View in Reaxys 17 of 35

Melting Point [°C]

89 - 92

Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 10; nb. 14; (2012); p. 2753 - 2759, View in Reaxys 18 of 35

Melting Point [°C]

90 - 92

Suzuki, Yusuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 67; nb. 41; (2011); p. 7956 - 7962, View in Reaxys 19 of 35

Melting Point [°C]

93 - 94

Madhusudana Reddy; Pasha; Chinese Chemical Letters; vol. 21; nb. 9; (2010); p. 1025 - 1028, View in Reaxys 20 of 35

Melting Point [°C]

93.1

Matos, M. Agostinha R.; Sousa, Clara C.S.; Morais, Victor M.F.; Journal of Chemical and Engineering Data; vol. 52; nb. 3; (2007); p. 1089 - 1094, View in Reaxys 21 of 35

Melting Point [°C]

90 - 92

Solvent (Melting Point)

methanol

Sprecher, Milon; Kost, Daniel; Journal of the American Chemical Society; vol. 116; nb. 3; (1994); p. 1016 - 1026, View in Reaxys 22 of 35

Melting Point [°C]

90 - 93

Solvent (Melting Point)

methanol

Azafonov, N. E.; Sedishev, I. P.; Zhulin, V. M.; Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation); vol. 39; nb. 4.1; (1990); p. 738 - 741; Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya; nb. 4; (1990); p. 829 - 832, View in Reaxys 23 of 35

Melting Point [°C]

87 - 89

Knutsen et al.; Journal of Organic Chemistry; vol. 40; (1975); p. 2878, View in Reaxys 24 of 35

Melting Point [°C]

91 - 93

Vowinkel,E.; Bartel,J.; Chemische Berichte; vol. 107; (1974); p. 1221 - 1227, View in Reaxys 25 of 35

Melting Point [°C]

Exner; Bocek; Collection of Czechoslovak Chemical Communications; vol. 38; (1973); p. 50,53, View in Reaxys 26 of 35

Melting Point [°C]

93 - 94

Albright; Alexander; Organic Preparations and Procedures International; vol. 4; (1972); p. 215, View in Reaxys 27 of 35

Melting Point [°C]

Hettler,H.; Neygenfind,H.; Chemische Berichte; vol. 103; (1970); p. 1397 - 1411, View in Reaxys; Garelli; Gazzetta Chimica Italiana; vol. 20; (1890); p. 698, View in Reaxys 28 of 35

Melting Point [°C]

88 - 91

Solvent (Melting Point)

ethanol

Usui; Yakugaku Zasshi; vol. 89; (1969); p. 689,696; Chem.Abstr.; vol. 71; nb. 61352; (1969), View in Reaxys 29 of 35

Melting Point [°C]

Solvent (Melting Point)

petroleum ether

Deshmukh; Jain; Indian Journal of Chemistry; vol. 6; (1968); p. 337,338, View in Reaxys 30 of 35

Melting Point [°C]

89 - 90

Solvent (Melting Point)

H2O

Smith et al.; Journal of Organic Chemistry; vol. 31; (1966); p. 4100, View in Reaxys 31 of 35

Melting Point [°C]

Solvent (Melting Point)

ethanol

Trabert,C.H.; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 246 - 254, View in Reaxys

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2016-06-21 13:58:03

32 of 35

Melting Point [°C]

90 - 91

Gensler; Stouffer; Journal of Organic Chemistry; vol. 23; (1958); p. 908, View in Reaxys 33 of 35

Melting Point [°C]

94 - 95

Mameli; Boi; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 15 II; (1906); p. 104; Gazzetta Chimica Italiana; vol. 36 II; (1906); p. 380, View in Reaxys; Lora Tamayo; Royo Martinez; Anales de la Real Sociedad Espanola de Fisica y Quimica; vol. <B> 48; (1952); p. 81,86, View in Reaxys 34 of 35

Melting Point [°C]

Solvent (Melting Point)

aq. ethanol

Andrewes; King; Walker; Proceedings of the Royal Society of London, Series B: Biological Sciences; vol. 133; (1946); p. 20,30, View in Reaxys 35 of 35

Melting Point [°C]

Marcus; Chemische Berichte; vol. 24; (1891); p. 3652, View in Reaxys Chromatographic Data (3) Chromatographic Location data

References

GC (Gas chromatography)

Geng, Hui; Huang, Pei-Qiang; Tetrahedron; vol. 71; nb. 23; (2015); p. 3795 - 3801, View in Reaxys

TLC (Thin layer chromatography)

supporting information

Kumar, Ravi; Arigela, Rajesh K.; Kundu, Bijoy; Chemistry - A European Journal; vol. 21; nb. 33; (2015); p. 11807 - 11812, View in Reaxys

TLC (Thin layer chromatography)

Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 10; nb. 14; (2012); p. 2753 - 2759, View in Reaxys

Crystal Property Description (10) Colour & Other Location Properties

References

colourless

white

Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 10; nb. 14; (2012); p. 2753 - 2759, View in Reaxys; Jasem, Yosef Al; Barkhad, Mohamed; Khazali, Mona Al; Butt, Hifsa Pervez; El-Khwass, Noha Ashraf; Azani, Mariam Al; Hindawi, Bassam Al; Thiemann, Thies; Journal of Chemical Research; vol. 38; nb. 2; (2014); p. 80 - 84, View in Reaxys; Motiwala, Hashim F.; Yin, Qin; Aub, Jeffrey; Molecules; vol. 21; nb. 1; (2016); Art.No: 45, View in Reaxys supporting information

white

Yin, Weiyu; Wang, Chengming; Huang, Yong; Organic Letters; vol. 15; nb. 8; (2013); p. 1850 - 1853, View in Reaxys; Wang, Zhen; Chang, Sukbok; Organic Letters; vol. 15; nb. 8; (2013); p. 1990 - 1993, View in Reaxys; Tu, Yahui; Zhang, Yi; Xu, Sheng; Zhang, Zhaoguo; Xie, Xiaomin; Synlett; vol. 25; nb. 20; (2014); p. 2938 - 2942; Art.No: ST-2014-W0578-L, View in Reaxys; Cohen, Daniel T.; Buchwald, Stephen L.; Organic Letters; vol. 17; nb. 2; (2015); p. 202 - 205, View in Reaxys; Kelly, Christopher B.; Lambert, Kyle M.; Mercadante, Michael A.; Ovian, John M.; Bailey, William F.; Leadbeater, Nicholas E.; Angewandte Chemie - International Edition; vol. 54; nb. 14; (2015); p. 4241 - 4245, View in Reaxys; Lambert, Kyle M.; Bobbitt, James M.; Eldirany, Sherif A.; Kissane, Liam E.; Sheridan, Rose K.; Stempel, Zachary D.; Sternberg, Francis H.; Bailey, William F.; Chemistry - A European Journal; vol. 22; nb. 15; (2016); p. 5156 5159, View in Reaxys Shimojo, Hiroyuki; Moriyama, Katsuhiko; Togo, Hideo; Synthesis (Germany); vol. 45; nb. 15; (2013); p. 2155 - 2164; Art.No: SS-2013-F0311-OP, View in Reaxys; Arshad, Mohammad; Bhat, Abdul Roouf; Pokharel, Smritee; Kim, Ji-Eun; Lee, Eun Ju; Athar, Fareeda; Choi, Inho; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 229 236, View in Reaxys; Geng, Hui; Huang, Pei-Qiang; Tetrahedron; vol. 71; nb. 23; (2015); p. 3795 - 3801, View in Reaxys; Zhang, Lianpeng; Lu, Ping; Wang, Yanguang; Organic and Biomolecular Chemistry; vol. 13; nb. 30; (2015); p. 8322 - 8329, View in Reaxys

yellow

Paragraph 0131

Patent; Lu, Hongtao; Wang, Rong; US2015/80380; (2015); (A1) English, View in Reaxys

colourless

supporting information

koch, Karel; Csaov, Ivana; tpnika, Petr; Organometallics; vol. 34; nb. 10; (2015); p. 1942 - 1956, View in Reaxys; Kumar, Ravi; Arigela, Rajesh K.; Kundu, Bijoy; Chemistry - A European Journal; vol. 21; nb. 33; (2015); p. 11807 - 11812, View in Reaxys

7/33

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yellow

supporting information

Zhu, Yamin; Li, Linyi; Shen, Zengming; Chemistry - A European Journal; vol. 21; nb. 38; (2015); p. 13246 - 13252, View in Reaxys

yellow

Page/Page column 16

Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; WANG, Rong; LU, Hongtao; WO2013/107336; (2013); (A1) English, View in Reaxys

white

light-yellow

Electrochemical Characteristics (1) 1 of 1

Description (Electrochemical Characteristics)

redox potential

Solvent (Electrochemical Characteristics)

acetonitrile

Comment (Electrochem- 1.73 V; Product: /BRN= 1379329/. Method: cyclovoltammetry. Description: Pt electrode vs. ical Characteristics) SCE, 0.1M Bu4NClO4 Product

1,3-Benzodioxol-4-nitril-Radikalkation

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 Enthalpy of Formation (2) Enthalpy of ForTemperature (Enmation [Jmol-1] thalpy of Formation) [°C]

Pressure (Enthalpy of Formation) [Torr]

References

-114100

24.99

750.075

Matos, M. Agostinha R.; Sousa, Clara C.S.; Morais, Victor M.F.; Journal of Chemical and Engineering Data; vol. 52; nb. 3; (2007); p. 1089 - 1094, View in Reaxys

-23200

24.99

750.075

Matos, M. Agostinha R.; Sousa, Clara C.S.; Morais, Victor M.F.; Journal of Chemical and Engineering Data; vol. 52; nb. 3; (2007); p. 1089 - 1094, View in Reaxys

Enthalpy of Fusion (1) Enthalpy of FuReferences sion [Jmol-1] 20790

Matos, M. Agostinha R.; Sousa, Clara C.S.; Morais, Victor M.F.; Journal of Chemical and Engineering Data; vol. 52; nb. 3; (2007); p. 1089 - 1094, View in Reaxys

Enthalpy of Sublimation (1) Enthalpy of Subli- Temperature (En- References mation [Jmol-1] thalpy of Sublimation) [°C] 90900

24.99

Matos, M. Agostinha R.; Sousa, Clara C.S.; Morais, Victor M.F.; Journal of Chemical and Engineering Data; vol. 52; nb. 3; (2007); p. 1089 - 1094, View in Reaxys

NMR Spectroscopy (55) 1 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

26.84

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2016-06-21 13:58:03

Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Kumar, Ravi; Arigela, Rajesh K.; Kundu, Bijoy; Chemistry - A European Journal; vol. 21; nb. 33; (2015); p. 11807 - 11812, View in Reaxys; Lambert, Kyle M.; Bobbitt, James M.; Eldirany, Sherif A.; Kissane, Liam E.; Sheridan, Rose K.; Stempel, Zachary D.; Sternberg, Francis H.; Bailey, William F.; Chemistry - A European Journal; vol. 22; nb. 15; (2016); p. 5156 - 5159, View in Reaxys 2 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Original Text (NMR Spectroscopy)

1H NMR (400 MHz, CDCl ): δ=7.22 (dd, J=8.1 Hz, J=1.6 Hz, 1H), 7.04 (d, J=1.6 Hz, 1H), 3 6.87 (d, J=8.1 Hz, 1H), 6.07 (s, 2H)

Location

Paragraph 0437

Signals [ppm]

7.22; 7.04; 6.87; 6.07

Kind of signal

dd, J=8.1 Hz, J=1.6 Hz, 1H; d, J=1.6 Hz, 1H; d, J=8.1 Hz, 1H; s, 2H

Patent; Symrise AG; Benoit, Join; Oerting, Heiko; Schroeder, Kerstin; Goemann, Claudia; Diaz, Edison; (27 pag.); US2016/32217; (2016); (A1) English, View in Reaxys 3 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

101

Original Text (NMR Spectroscopy)

13C

Location

Paragraph 0438

Signals [ppm]

148.06; 128.25; 111.46; 109.16; 102.23

NMR (101 MHz, CDCl3): δ=148.06, 128.25, 111.46, 109.16, 102.23

Patent; Symrise AG; Benoit, Join; Oerting, Heiko; Schroeder, Kerstin; Goemann, Claudia; Diaz, Edison; (27 pag.); US2016/32217; (2016); (A1) English, View in Reaxys 4 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Location

supporting information

Natte, Kishore; Jagadeesh, Rajenahally V.; Sharif, Muhammad; Neumann, Helfried; Beller, Matthias; Organic and Biomolecular Chemistry; vol. 14; nb. 13; (2016); p. 3356 - 3359, View in Reaxys 5 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Location

supporting information

Natte, Kishore; Jagadeesh, Rajenahally V.; Sharif, Muhammad; Neumann, Helfried; Beller, Matthias; Organic and Biomolecular Chemistry; vol. 14; nb. 13; (2016); p. 3356 - 3359, View in Reaxys

9/33

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6 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Lambert, Kyle M.; Bobbitt, James M.; Eldirany, Sherif A.; Kissane, Liam E.; Sheridan, Rose K.; Stempel, Zachary D.; Sternberg, Francis H.; Bailey, William F.; Chemistry - A European Journal; vol. 22; nb. 15; (2016); p. 5156 - 5159, View in Reaxys 7 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

500

Drouet, Fleur; Fontaine, Patrice; Masson, Geraldine; Zhu, Jieping; Synthesis; nb. 8; (2009); p. 1370 - 1374; Art.No: T19708SS, View in Reaxys; Geng, Hui; Huang, Pei-Qiang; Tetrahedron; vol. 71; nb. 23; (2015); p. 3795 3801, View in Reaxys 8 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Kim, Jinho; Choi, Jiho; Shin, Kwangmin; Chang, Sukbok; Journal of the American Chemical Society; vol. 134; nb. 5; (2012); p. 2528 - 2531, View in Reaxys; Rokade, Balaji V.; Malekar, Sanjeev K.; Prabhu, Kandikere Ramaiah; Chemical Communications; vol. 48; nb. 44; (2012); p. 5506 - 5508, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5364 - 5370, View in Reaxys; Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 10; nb. 14; (2012); p. 2753 - 2759, View in Reaxys; Wang, Zhen; Chang, Sukbok; Organic Letters; vol. 15; nb. 8; (2013); p. 1990 - 1993, View in Reaxys; Tu, Yahui; Zhang, Yi; Xu, Sheng; Zhang, Zhaoguo; Xie, Xiaomin; Synlett; vol. 25; nb. 20; (2014); p. 2938 - 2942; Art.No: ST-2014-W0578-L, View in Reaxys; Tamura, Toshiyuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2015; nb. 9; (2015); p. 2023 - 2029, View in Reaxys; Zhang, Lianpeng; Lu, Ping; Wang, Yanguang; Organic and Biomolecular Chemistry; vol. 13; nb. 30; (2015); p. 8322 - 8329, View in Reaxys; Noh, Ji-Hyun; Kim, Jinho; Journal of Organic Chemistry; vol. 80; nb. 22; (2015); p. 11624 - 11628, View in Reaxys 9 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

10/33

2016-06-21 13:58:03

Kim, Jinho; Choi, Jiho; Shin, Kwangmin; Chang, Sukbok; Journal of the American Chemical Society; vol. 134; nb. 5; (2012); p. 2528 - 2531, View in Reaxys; Rokade, Balaji V.; Malekar, Sanjeev K.; Prabhu, Kandikere Ramaiah; Chemical Communications; vol. 48; nb. 44; (2012); p. 5506 - 5508, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5364 - 5370, View in Reaxys; Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 10; nb. 14; (2012); p. 2753 - 2759, View in Reaxys; Wang, Zhen; Chang, Sukbok; Organic Letters; vol. 15; nb. 8; (2013); p. 1990 - 1993, View in Reaxys; Tu, Yahui; Zhang, Yi; Xu, Sheng; Zhang, Zhaoguo; Xie, Xiaomin; Synlett; vol. 25; nb. 20; (2014); p. 2938 - 2942; Art.No: ST-2014-W0578-L, View in Reaxys; Zhang, Lianpeng; Lu, Ping; Wang, Yanguang; Organic and Biomolecular Chemistry; vol. 13; nb. 30; (2015); p. 8322 - 8329, View in Reaxys 10 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

125

Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; nb. 5; (2013); p. 1462 1469, View in Reaxys; Geng, Hui; Huang, Pei-Qiang; Tetrahedron; vol. 71; nb. 23; (2015); p. 3795 - 3801, View in Reaxys 11 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

125

Location

supporting information

Cohen, Daniel T.; Buchwald, Stephen L.; Organic Letters; vol. 17; nb. 2; (2015); p. 202 - 205, View in Reaxys; Tamura, Toshiyuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2015; nb. 9; (2015); p. 2023 - 2029, View in Reaxys 12 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

500

Location

supporting information

Cohen, Daniel T.; Buchwald, Stephen L.; Organic Letters; vol. 17; nb. 2; (2015); p. 202 - 205, View in Reaxys 13 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Original Text (NMR Spectroscopy)

1H NMR (400 MHz, CDCl ) δ: 7. 21 (d, T=8.0 Hz, 1H), 7.03 (s, 1H), 6.86 (d, T=8.0 Hz, 3 1H), 6.07 (s, 2H).

Location

Page/Page column 132

Patent; Lu, Hongtao; Wang, Rong; US2015/80380; (2015); (A1) English, View in Reaxys

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14 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

24.84

Frequency (NMR Spectroscopy) [MHz]

500

Location

supporting information

Kelly, Christopher B.; Lambert, Kyle M.; Mercadante, Michael A.; Ovian, John M.; Bailey, William F.; Leadbeater, Nicholas E.; Angewandte Chemie - International Edition; vol. 54; nb. 14; (2015); p. 4241 - 4245, View in Reaxys 15 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

24.84

Frequency (NMR Spectroscopy) [MHz]

125

Location

supporting information

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Kumar, Ravi; Arigela, Rajesh K.; Kundu, Bijoy; Chemistry - A European Journal; vol. 21; nb. 33; (2015); p. 11807 - 11812, View in Reaxys 17 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

12/33

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Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

koch, Karel; Csaov, Ivana; tpnika, Petr; Organometallics; vol. 34; nb. 10; (2015); p. 1942 - 1956, View in Reaxys 18 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectroscopy) [MHz]

100.6

Location

supporting information

koch, Karel; Csaov, Ivana; tpnika, Petr; Organometallics; vol. 34; nb. 10; (2015); p. 1942 - 1956, View in Reaxys 19 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Zhu, Yamin; Li, Linyi; Shen, Zengming; Chemistry - A European Journal; vol. 21; nb. 38; (2015); p. 13246 13252, View in Reaxys 20 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

101

Location

supporting information

Noh, Ji-Hyun; Kim, Jinho; Journal of Organic Chemistry; vol. 80; nb. 22; (2015); p. 11624 - 11628, View in Reaxys 21 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dichloromethane-d2 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Location

supporting information

Cai, Yingxiao; Qian, Xin; Rrat, Alice; Auffrant, Audrey; Gosmini, Corinne; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3419 - 3423, View in Reaxys 22 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy)

13/33

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Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

Location

supporting information

Cai, Yingxiao; Qian, Xin; Rrat, Alice; Auffrant, Audrey; Gosmini, Corinne; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3419 - 3423, View in Reaxys 23 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Original Text (NMR Spectroscopy)

Signals [ppm]

6.9 - 7.18; 6.03

Kind of signal

m, 3H, Ar-H; s, 2H, -O-CH&2%-O-

NMR DMSO/(ppm): 7.18-6.90 (m, 3H, Ar-H), 6.03 (s, 2H, -O-CH2-O-)

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

200

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

50.3

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

14/33

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Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Tan, Da-Wei; Xie, Jing-Bo; Li, Qi; Li, Hong-Xi; Li, Jun-Chi; Li, Hai-Yan; Lang, Jian-Ping; Dalton Transactions; vol. 43; nb. 37; (2014); p. 14061 - 14071, View in Reaxys 27 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Tan, Da-Wei; Xie, Jing-Bo; Li, Qi; Li, Hong-Xi; Li, Jun-Chi; Li, Hai-Yan; Lang, Jian-Ping; Dalton Transactions; vol. 43; nb. 37; (2014); p. 14061 - 14071, View in Reaxys 28 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

24.84

Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Yeung, Pui Yee; So, Chau Ming; Lau, Chak Po; Kwong, Fuk Yee; Organic Letters; vol. 13; nb. 4; (2011); p. 648 651, View in Reaxys; Yin, Weiyu; Wang, Chengming; Huang, Yong; Organic Letters; vol. 15; nb. 8; (2013); p. 1850 - 1853, View in Reaxys 29 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Suzuki, Yusuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 67; nb. 41; (2011); p. 7956 - 7962, View in Reaxys; Shimojo, Hiroyuki; Moriyama, Katsuhiko; Togo, Hideo; Synthesis (Germany); vol. 45; nb. 15; (2013); p. 2155 - 2164; Art.No: SS-2013-F0311-OP, View in Reaxys 30 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

500

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Original Text (NMR Spectroscopy)

Signals [ppm]

7.21; 7.04; 6.87; 6.07; 13

Kind of signal

dd, J=8.0, 1.7 Hz, 1H; d, J=1.7 Hz, 1H; d, J=8.0, 1H; s, 2H

NMR (CDCl3, 500 MHz): δ=7.21 (dd, J=8.0, 1.7 Hz, 1H), 7.04 (d, J=1.7 Hz, 1H), 6.87 (d, J=8.0, 1H), 6.07 (s, 2H)

Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; nb. 5; (2013); p. 1462 1469, View in Reaxys 31 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

24.84

Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Yin, Weiyu; Wang, Chengming; Huang, Yong; Organic Letters; vol. 15; nb. 8; (2013); p. 1850 - 1853, View in Reaxys 32 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Original Text (NMR Spectroscopy)

NMR (400MHz, CDC13) δ: 7. 21 (d, = 8.0 Hz, 1H), 7.03 (s, 1H), 6.86 (d, = 8.0 Hz, 1H), 6.07 (s, 2H).

Location

Page/Page column 16

Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; WANG, Rong; LU, Hongtao; WO2013/107336; (2013); (A1) English, View in Reaxys 33 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Shimojo, Hiroyuki; Moriyama, Katsuhiko; Togo, Hideo; Synthesis (Germany); vol. 45; nb. 15; (2013); p. 2155 2164; Art.No: SS-2013-F0311-OP, View in Reaxys 34 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

16/33

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Suzuki, Yusuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 67; nb. 41; (2011); p. 7956 - 7962, View in Reaxys; Zhu, Jintao; Song, Guangwei; Yao, Guoxin; Chen, Gang; Synthetic Communications; vol. 42; nb. 13; (2012); p. 1934 - 1940, View in Reaxys 35 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Wani, Mohmmad Younus; Bhat, Abdul Roouf; Azam, Amir; Choi, Inho; Athar, Fareeda; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 313 - 320, View in Reaxys 36 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Zhang, Dengyou; Sun, Haifeng; Zhang, Lei; Zhou, Yu; Li, Chunpu; Jiang, Hualiang; Chen, Kaixian; Liu, Hong; Chemical Communications; vol. 48; nb. 23; (2012); p. 2909 - 2911, View in Reaxys 38 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Zhang, Dengyou; Sun, Haifeng; Zhang, Lei; Zhou, Yu; Li, Chunpu; Jiang, Hualiang; Chen, Kaixian; Liu, Hong; Chemical Communications; vol. 48; nb. 23; (2012); p. 2909 - 2911, View in Reaxys 39 of 55

Description (NMR Spec- DEPT (Distorsionless Enhancement by Polarisation Transfer); Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Zhang, Dengyou; Sun, Haifeng; Zhang, Lei; Zhou, Yu; Li, Chunpu; Jiang, Hualiang; Chen, Kaixian; Liu, Hong; Chemical Communications; vol. 48; nb. 23; (2012); p. 2909 - 2911, View in Reaxys

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40 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

24.54

Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Yeung, Pui Yee; So, Chau Ming; Lau, Chak Po; Kwong, Fuk Yee; Organic Letters; vol. 13; nb. 4; (2011); p. 648 651, View in Reaxys 41 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectroscopy) [MHz]

300

Location

supporting information

Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias; Chemistry - A European Journal; vol. 17; nb. 15; (2011); p. 4217 - 4222, View in Reaxys 42 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectroscopy) [MHz]

Location

supporting information

Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias; Chemistry - A European Journal; vol. 17; nb. 15; (2011); p. 4217 - 4222, View in Reaxys 43 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

22.74

Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Yeung, Pui Yee; So, Chau Ming; Lau, Chak Po; Kwong, Fuk Yee; Angewandte Chemie - International Edition; vol. 49; nb. 47; (2010); p. 8918 - 8922, View in Reaxys

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44 of 55

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

22.94

Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Yeung, Pui Yee; So, Chau Ming; Lau, Chak Po; Kwong, Fuk Yee; Angewandte Chemie - International Edition; vol. 49; nb. 47; (2010); p. 8918 - 8922, View in Reaxys 45 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

Drouet, Fleur; Fontaine, Patrice; Masson, Geraldine; Zhu, Jieping; Synthesis; nb. 8; (2009); p. 1370 - 1374; Art.No: T19708SS, View in Reaxys 46 of 55

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Original Text (NMR Spectroscopy)

<SP>1</SP>H NMR(300MHz, CDCl<SB>3</SB>): δ 6.09(s, 2H), 6.88(d, 1H, J = 8.1 Hz), 7.05(d, 1H, J = 1.5 Hz), 7.23(dd, 1H, J = 1.5, 8.1 Hz)

Comment (NMR Spectroscopy)

Signals given

Kind of signal

s, 2H; d, 1H, J = 8.1 Hz; d, 1H, J = 1.5 Hz; dd, 1H, J = 1.5, 8.1 Hz

Patent; Choongwae Pharma Co., Ltd.; EP1073428; (2004); (B1) English, View in Reaxys 47 of 55

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

Original Text (NMR Spectroscopy)

13C NMR(75MHz, CDCl3) : δ 151.9, 148.4, 128.6, 119.2, 111.8, 109.5, 105.4, 102.6

Comment (NMR Spectroscopy)

Signals given

Patent; Choongwae Pharma Co., Ltd.; EP1073428; (2004); (B1) English, View in Reaxys 48 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Frequency (NMR Spectroscopy) [MHz]

300

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Kusurkar, Radhika; Goswami, Shailesh; Vyas, Sandhya; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 42; nb. 12; (2003); p. 3148 - 3151, View in Reaxys 49 of 55

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Frequency (NMR Spectroscopy) [MHz]

300

Kusurkar, Radhika; Goswami, Shailesh; Vyas, Sandhya; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 42; nb. 12; (2003); p. 3148 - 3151, View in Reaxys 50 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Frequency (NMR Spectroscopy) [MHz]

Kusurkar, Radhika; Goswami, Shailesh; Vyas, Sandhya; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 42; nb. 12; (2003); p. 3148 - 3151, View in Reaxys 51 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Sprecher, Milon; Kost, Daniel; Journal of the American Chemical Society; vol. 116; nb. 3; (1994); p. 1016 - 1026, View in Reaxys; Ramalingam; Subba Reddy; Srinivas; Yadav; Synthetic Communications; vol. 30; nb. 24; (2000); p. 4507 - 4512, View in Reaxys 52 of 55

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Ramalingam; Subba Reddy; Srinivas; Yadav; Synthetic Communications; vol. 30; nb. 24; (2000); p. 4507 - 4512, View in Reaxys 53 of 55

Description (NMR Spec- Spin-spin coupling constants troscopy) Solvents (NMR Spectro- CDCl3 scopy) Comment (NMR Spectroscopy)

1H-1H

Sprecher, Milon; Kost, Daniel; Journal of the American Chemical Society; vol. 116; nb. 3; (1994); p. 1016 - 1026, View in Reaxys 54 of 55

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CHCl3 scopy) Azafonov, N. E.; Sedishev, I. P.; Zhulin, V. M.; Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation); vol. 39; nb. 4.1; (1990); p. 738 - 741; Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya; nb. 4; (1990); p. 829 - 832, View in Reaxys 55 of 55

Description (NMR Spec- NMR troscopy) Takai et al.; Chemical and Pharmaceutical Bulletin; vol. 26; (1978); p. 1303,1306, View in Reaxys

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IR Spectroscopy (18) 1 of 18

Description (IR Spectroscopy)

ATR (attenuated total reflectance); Intensity of IR bands; Bands

Solvent (IR Spectroscopy)

neat (no solvent, solid phase)

Location

supporting information

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Location

supporting information

Rokade, Balaji V.; Malekar, Sanjeev K.; Prabhu, Kandikere Ramaiah; Chemical Communications; vol. 48; nb. 44; (2012); p. 5506 - 5508, View in Reaxys; Kumar, Ravi; Arigela, Rajesh K.; Kundu, Bijoy; Chemistry - A European Journal; vol. 21; nb. 33; (2015); p. 11807 - 11812, View in Reaxys 3 of 18

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

chloroform

Tamura, Toshiyuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2015; nb. 9; (2015); p. 2023 - 2029, View in Reaxys 4 of 18

Description (IR Spectroscopy)

Bands

Location

supporting information

Comment (IR Spectroscopy)

film

Cohen, Daniel T.; Buchwald, Stephen L.; Organic Letters; vol. 17; nb. 2; (2015); p. 202 - 205, View in Reaxys 5 of 18

Description (IR Spectroscopy)

Intensity of IR bands; ATR (attenuated total reflectance); Bands

Solvent (IR Spectroscopy)

neat (no solvent, solid phase)

Location

supporting information

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

film

Geng, Hui; Huang, Pei-Qiang; Tetrahedron; vol. 71; nb. 23; (2015); p. 3795 - 3801, View in Reaxys 7 of 18

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Wani, Mohmmad Younus; Bhat, Abdul Roouf; Azam, Amir; Choi, Inho; Athar, Fareeda; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 313 - 320, View in Reaxys; Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5364 - 5370, View in Reaxys; Jasem, Yosef Al; Barkhad, Mohamed; Khazali, Mona Al; Butt, Hifsa Pervez; El-Khwass, Noha Ashraf; Azani, Mariam Al; Hindawi, Bassam Al; Thiemann, Thies; Journal of Chemical Research; vol. 38; nb. 2; (2014); p. 80 - 84, View in Reaxys 8 of 18

Description (IR Spectroscopy)

Bands

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Solvent (IR Spectroscopy)

potassium bromide

Original Text (IR Spectroscopy)

IR νmax (cm-1): 2928 (CH-Ar), 2204 (CN)

Signals [cm-1]

2928; 2204

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent, solid phase)

Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 10; nb. 14; (2012); p. 2753 - 2759, View in Reaxys; Shimojo, Hiroyuki; Moriyama, Katsuhiko; Togo, Hideo; Synthesis (Germany); vol. 45; nb. 15; (2013); p. 2155 - 2164; Art.No: SS-2013-F0311-OP, View in Reaxys 10 of 18

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

nujol

Original Text (IR Spectroscopy)

IR (Nüjol): 2222 cm-1

Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; nb. 5; (2013); p. 1462 1469, View in Reaxys 11 of 18

Description (IR Spectroscopy)

Bands

Kusurkar, Radhika; Goswami, Shailesh; Vyas, Sandhya; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 42; nb. 12; (2003); p. 3148 - 3151, View in Reaxys; Soltani Rad, Mohammad Navid; Behrouz, Somayeh; Nekoei, Abdo-Reza; Synlett; vol. 23; nb. 8; (2012); p. 1191 - 1198, View in Reaxys 12 of 18

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

sodium chloride

Location

supporting information

Kim, Jinho; Choi, Jiho; Shin, Kwangmin; Chang, Sukbok; Journal of the American Chemical Society; vol. 134; nb. 5; (2012); p. 2528 - 2531, View in Reaxys 13 of 18

Description (IR Spectroscopy)

Bands

Location

supporting information

Comment (IR Spectroscopy)

neat (no solvent)

Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias; Chemistry - A European Journal; vol. 17; nb. 15; (2011); p. 4217 - 4222, View in Reaxys 14 of 18

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

nujol

Suzuki, Yusuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 67; nb. 41; (2011); p. 7956 - 7962, View in Reaxys 15 of 18

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

neat (no solvent)

Drouet, Fleur; Fontaine, Patrice; Masson, Geraldine; Zhu, Jieping; Synthesis; nb. 8; (2009); p. 1370 - 1374; Art.No: T19708SS, View in Reaxys

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16 of 18

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Ramalingam; Subba Reddy; Srinivas; Yadav; Synthetic Communications; vol. 30; nb. 24; (2000); p. 4507 - 4512, View in Reaxys 17 of 18

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Comment (IR Spectroscopy)

2205 - 1590 cm**(-1)

Sprecher, Milon; Kost, Daniel; Journal of the American Chemical Society; vol. 116; nb. 3; (1994); p. 1016 - 1026, View in Reaxys 18 of 18

Description (IR Spectroscopy)

Exner; Bocek; Collection of Czechoslovak Chemical Communications; vol. 38; (1973); p. 50,53, View in Reaxys Mass Spectrometry (19) Description (Mass Location Spectrometry)

Peak

gas chromatogra- supporting inforphy mass specmation trometry (GCMS); electron impact (EI); spectrum

spectrum

Paragraph 0438

References Kelly, Christopher B.; Lambert, Kyle M.; Mercadante, Michael A.; Ovian, John M.; Bailey, William F.; Leadbeater, Nicholas E.; Angewandte Chemie - International Edition; vol. 54; nb. 14; (2015); p. 4241 - 4245, View in Reaxys; Lambert, Kyle M.; Bobbitt, James M.; Eldirany, Sherif A.; Kissane, Liam E.; Sheridan, Rose K.; Stempel, Zachary D.; Sternberg, Francis H.; Bailey, William F.; Chemistry - A European Journal; vol. 22; nb. 15; (2016); p. 5156 5159, View in Reaxys

148 m/z; 147 m/z; Patent; Symrise AG; Benoit, Join; Oerting, Heiko; Schroeder, 146 m/z; 89 m/z; Kerstin; Goemann, Claudia; Diaz, Edison; (27 pag.); 88 m/z; 64 m/z; US2016/32217; (2016); (A1) English, View in Reaxys 63 m/z; 62 m/z; 38 m/z; 29 m/z

electron impact (EI); spectrum

high resolution mass spectrometry (HRMS); APCI (atmospheric pressure chemical ionization); spectrum

Tamura, Toshiyuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2015; nb. 9; (2015); p. 2023 2029, View in Reaxys

high resolution supporting informass spectrome- mation try (HRMS); electrospray ionisation (ESI); timeof-flight mass spectra (TOFMS); spectrum

Kumar, Ravi; Arigela, Rajesh K.; Kundu, Bijoy; Chemistry - A European Journal; vol. 21; nb. 33; (2015); p. 11807 - 11812, View in Reaxys

high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); spectrum

Zhu, Yamin; Li, Linyi; Shen, Zengming; Chemistry - A European Journal; vol. 21; nb. 38; (2015); p. 13246 - 13252, View in Reaxys

supporting information

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high resolution mass spectrometry (HRMS); electron impact (EI); spectrum

supporting information

Cai, Yingxiao; Qian, Xin; Rrat, Alice; Auffrant, Audrey; Gosmini, Corinne; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3419 - 3423, View in Reaxys

tandem mass spectrometry; fragmentation pattern; spectrum

Stojanovska, Natasha; Kelly, Tamsin; Tahtouh, Mark; Beavis, Alison; Fu, Shanlin; Rapid Communications in Mass Spectrometry; vol. 28; nb. 7; (2014); p. 731 - 740, View in Reaxys

electrospray ionisation (ESI); spectrum

Stojanovska, Natasha; Kelly, Tamsin; Tahtouh, Mark; Beavis, Alison; Fu, Shanlin; Rapid Communications in Mass Spectrometry; vol. 28; nb. 7; (2014); p. 731 - 740, View in Reaxys

electron impact (EI); spectrum

supporting information

Yin, Weiyu; Wang, Chengming; Huang, Yong; Organic Letters; vol. 15; nb. 8; (2013); p. 1850 - 1853, View in Reaxys

EI (Electron impact); Spectrum

supporting information

Yeung, Pui Yee; So, Chau Ming; Lau, Chak Po; Kwong, Fuk Yee; Angewandte Chemie - International Edition; vol. 49; nb. 47; (2010); p. 8918 - 8922, View in Reaxys; Yeung, Pui Yee; So, Chau Ming; Lau, Chak Po; Kwong, Fuk Yee; Organic Letters; vol. 13; nb. 4; (2011); p. 648 - 651, View in Reaxys; Zhang, Dengyou; Sun, Haifeng; Zhang, Lei; Zhou, Yu; Li, Chunpu; Jiang, Hualiang; Chen, Kaixian; Liu, Hong; Chemical Communications; vol. 48; nb. 23; (2012); p. 2909 - 2911, View in Reaxys

ESI (Electrospray ionisation); QIT (quadrupole ion trap); Spectrum HRMS (High resolution mass spectrometry); EI (Electron impact); Spectrum

Wani, Mohmmad Younus; Bhat, Abdul Roouf; Azam, Amir; Choi, Inho; Athar, Fareeda; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 313 - 320, View in Reaxys supporting information

Spectrum

HRMS (High resolution mass spectrometry); ESI (Electrospray ionisation); Spectrum

Zhang, Dengyou; Sun, Haifeng; Zhang, Lei; Zhou, Yu; Li, Chunpu; Jiang, Hualiang; Chen, Kaixian; Liu, Hong; Chemical Communications; vol. 48; nb. 23; (2012); p. 2909 - 2911, View in Reaxys; Kim, Jinho; Choi, Jiho; Shin, Kwangmin; Chang, Sukbok; Journal of the American Chemical Society; vol. 134; nb. 5; (2012); p. 2528 2531, View in Reaxys Zhu, Jintao; Song, Guangwei; Yao, Guoxin; Chen, Gang; Synthetic Communications; vol. 42; nb. 13; (2012); p. 1934 - 1940, View in Reaxys

supporting information

Rokade, Balaji V.; Malekar, Sanjeev K.; Prabhu, Kandikere Ramaiah; Chemical Communications; vol. 48; nb. 44; (2012); p. 5506 5508, View in Reaxys

HRMS (High resolution mass spectrometry); ESI (Electrospray ionisation); TOFMS (Time of flight mass spectrum); Spectrum

Rokade, Balaji V.; Prabhu, Kandikere Ramaiah; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5364 - 5370, View in Reaxys

high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); timeof-flight mass spectra (TOFMS); spectrum

Lamani, Manjunath; Devadig, Pradeep; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 10; nb. 14; (2012); p. 2753 - 2759, View in Reaxys

EI (Electron imsupporting inforpact); GCMS mation (Gas chromatography mass spectrometry); Spectrum

Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias; Chemistry - A European Journal; vol. 17; nb. 15; (2011); p. 4217 4222, View in Reaxys

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HRMS (High resolution mass spectrometry); Spectrum

supporting information

Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias; Chemistry - A European Journal; vol. 17; nb. 15; (2011); p. 4217 4222, View in Reaxys

Fluorescence Spectroscopy (1) Description (Fluo- Solvent (Fluoresrescence Speccence Spectrotroscopy) scopy)

Comment (Fluorescence Spectroscopy)

References

Maxima

340 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 (5) 1 of 5

Comment (Pharmacological Data)

Bioactivities present

Dallacker,F.; Monatshefte fuer Chemie; vol. 91; (1960); p. 294 - 304, View in Reaxys; Hettler,H.; Neygenfind,H.; Chemische Berichte; vol. 103; (1970); p. 1397 - 1411, View in Reaxys; Vowinkel,E.; Bartel,J.; Chemische Berichte; vol. 107; (1974); p. 1221 - 1227, View in Reaxys; Kametani; Takahashi; Ogasawara; Fukumoto; Tetrahedron; vol. 30; nb. 9; (1974); p. 1047 - 1051, View in Reaxys; Trabert,C.H.; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 246 - 254, View in Reaxys; Patent; GD Searle and Co; US5616601; (1997); (A1) English, View in Reaxys; Patent; Ube Industries, Ltd.; US2003/9048; (2003); (A1) English, View in Reaxys; Vinick,F.J. et al.; Tetrahedron Letters; (1978); p. 4221 - 4224, View in Reaxys; Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys; Mameli; Boi; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 15 II; (1906); p. 104; Gazzetta Chimica Italiana; vol. 36 II; (1906); p. 380, View in Reaxys; Ewins; Journal of the Chemical Society; vol. 95; (1909); p. 1485, View in Reaxys; Angeli; Rimini; Gazzetta Chimica Italiana; vol. 25 II; (1895); p. 205, View in Reaxys; Angeli; Malagnini; Gazzetta Chimica Italiana; vol. 24 II; (1894); p. 136,139, View in Reaxys; Angeli; Malagnini; Gazzetta Chimica Italiana; vol. 24 II; (1894); p. 141, View in Reaxys; Garelli; Gazzetta Chimica Italiana; vol. 20; (1890); p. 698, View in Reaxys; Garelli; Gazzetta Chimica Italiana; vol. 21 II; (1891); p. 180, View in Reaxys; Garelli; Gazzetta Chimica Italiana; vol. 21 II; (1891); p. 181, View in Reaxys; Robin; Annales de Chimie (Cachan, France); vol. <9> 16; (1921); p. 120, View in Reaxys; Brown; Robinson; Journal of the Chemical Society; vol. 111; (1917); p. 957, View in Reaxys; Brady; McHugh; Journal of the Chemical Society; vol. 127; (1925); p. 2421, View in Reaxys; Brady; Klein; Journal of the Chemical Society; vol. 127; (1925); p. 846, View in Reaxys; Keffler; Journal of the Chemical Society; vol. 119; (1921); p. 1478, View in Reaxys; Brady; McHugh; Journal of the Chemical Society; vol. 123; (1923); p. 1198, View in Reaxys; Spaeth; Bretschneider; Monatshefte fuer Chemie; vol. 49; (1928); p. 436, View in Reaxys; Houben; Fischer; Journal fuer Praktische Chemie (Leipzig); vol. <2> 123; (1929); p. 100, View in Reaxys; Gensler; Stouffer; Journal of Organic Chemistry; vol. 23; (1958); p. 908, View in Reaxys; Hauser; Gillaspie; Journal of the American Chemical Society; vol. 52; (1930); p. 4517, View in Reaxys; Benger; Brady; Journal of the Chemical Society; (1950); p. 1221,1225, View in Reaxys; Hauser; Hoffenberg; Journal of Organic Chemistry; vol. 20; (1955); p. 1535, View in Reaxys; Hauser; Sullivan; Journal of the American Chemical Society; vol. 55; (1933); p. 4611, View in Reaxys; Brady; Sharawy; Journal of the Chemical Society; (1953); p. 4082,4083, View in Reaxys; Hauser; Jordan; Journal of the American Chemical Society; vol. 58; (1936); p. 1772,1775, View in Reaxys; Wilson; Journal of the American Chemical Society; vol. 70; (1948); p. 1901, View in Reaxys; Buck; Ide; Journal of the American Chemical Society; vol. 53; (1931); p. 1912,1914, View in Reaxys; Patent; Sterling Drug Inc.; US2852515; (1954), View in Reaxys; Lora Tamayo; Royo Martinez; Anales de la Real Sociedad Espanola de Fisica y Quimica; vol. <B> 48; (1952); p. 81,86, View in Reaxys; Lorz; Baltzly; Journal of the American Chemical Society; vol. 71; (1949); p. 3992, View in Reaxys; Suter; Johnson; Journal of the American Chemical Society; vol. 52; (1930); p. 1585, View in Reaxys; Buck; Ide; Journal of the American Chemical Society; vol. 54; (1932); p. 3302,3308; Journal of the American Chemical Society; vol. 53; (1931); p. 1912,1914, View in Reaxys; Angeli; Chemische Berichte; vol. 25; (1892); p. 1957; Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti; vol. <5> 1 II; (1892); p. 30, View in Reaxys; McMaster; Noller; Journal of the Indian Chemical Society; vol. 12; (1935); p. 653; Chem. Zentralbl.; vol. 107; nb. I; (1936); p. 2920, View in Reaxys; Rupe; v. Majewski; Chemische Berichte; vol. 33; (1900); p. 3405, View in Reaxys; Hauser; Jordan; Journal of the American Chemical Society; vol. 57; (1935); p. 2451; Journal of the American Chemical Society; vol. 58; (1936); p. 1773, View in Reaxys; Hauser; Le Maistre; Rainsford; Journal of the American Chemical Society; vol. 57; (1935); p. 1056,1058, View in Reaxys; Hauser; Jordan; Journal of the American Chemical Society; vol. 58; (1936); p. 1419,1422, View in Reaxys; Hauser; Gillaspie; Le Maistre; Journal of the American Chemical Society; vol. 57; (1935); p. 567, View in Reaxys; Hauser; Hauser; Gillaspie; Journal of the American Chemical Society; vol. 52; (1930); p. 4158,4161, View in Reaxys; La Parola; Gazzetta Chimica Italiana; vol. 73; (1943); p. 94,97, View in Reaxys; Ramart-Lucas; Hoch; Bulletin de la Societe Chimique de France; vol. <5> 5; (1938); p. 987,1007, View in Reaxys; Marcus; Chemische Berichte; vol. 24; (1891); p. 3652, View in Reaxys; Vermillion; Hauser; Journal of Organic Chemistry; vol. 6; (1941); p. 507,508,513,514, View in Reaxys; Fuson; Gaertner; Chadwick; Journal of Organic Chemistry; vol. 13; (1948); p. 489,493, View in Reaxys; Ambrose; Brady; Journal of the Chemical Society; (1950); p. 1243,1246, View in Reaxys; Vermillion; Jordan; Hauser; Journal of Organic Chemistry; vol. 5; (1940); p. 75,78, View in Reaxys; Vermillion; Hauser; Journal of the American Chemical Society; vol. 62; (1940); p. 2939,2941, View in Reaxys; Andrewes; King; Walker; Proceedings of the Royal Society of London, Series B: Biological Sciences; vol. 133; (1946); p. 20,30, View in Reaxys; Rainsford; Hauser; Journal of Organic Chemistry; vol. 4; (1939); p. 480,484, 485, 488, 490, View in Reaxys; Usui; Yakugaku Zasshi; vol. 89; (1969); p. 689,696; Chem.Abstr.; vol. 71; nb. 61352; (1969), View in Reaxys; Lora-Tamayo et al.; Chemische Berichte; vol. 94; (1961); p. 208,211, View in Reaxys; Knutsen et

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PAINE, Helen Angharad; KUMPAN, Ekaterina; SUNDERLAND, Peter Thomas; CHUE YEN WOON, Esther; WO2014/87165; (2014); (A1) English, View in Reaxys; Hazarika, Nabajyoti; Baishya, Gakul; European Journal of Organic Chemistry; vol. 2014; nb. 26; (2014); p. 5686 - 5690,5, View in Reaxys; Tan, Da-Wei; Xie, Jing-Bo; Li, Qi; Li, Hong-Xi; Li, Jun-Chi; Li, Hai-Yan; Lang, Jian-Ping; Dalton Transactions; vol. 43; nb. 37; (2014); p. 14061 14071, View in Reaxys; Srimongkolpithak, Nitipol; Sundriyal, Sandeep; Li, Fengling; Vedadi, Masoud; Fuchter, Matthew J.; MedChemComm; vol. 5; nb. 12; (2014); p. 1821 - 1828, View in Reaxys; Wang, Liang; Wu, Wenting; Chen, Qun; He, Mingyang; Organic and Biomolecular Chemistry; vol. 12; nb. 40; (2014); p. 7923 - 7926, View in Reaxys; Tu, Yahui; Zhang, Yi; Xu, Sheng; Zhang, Zhaoguo; Xie, Xiaomin; Synlett; vol. 25; nb. 20; (2014); p. 2938 - 2942; Art.No: ST-2014-W0578-L, View in Reaxys; Xie, Jing-Bo; Bao, Jia-Jing; Li, Hong-Xi; Tan, Da-Wei; Li, Hai-Yan; Lang, Jian-Ping; RSC Advances; 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Effect (Pharmacological Data)

miticidal

Species or Test-System (Pharmacological Data)

Dermatophagoides farinae

Kind of Dosing (Pharmacological Data)

title comp. dissolved in acetone

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Further Details (Pharmacological Data)

impregnated fabric disk assay; lethal concentration (LD)

Type (Pharmacological Data)

LD50

Value of Type (Pharmacological Data)

0.04 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 3 of 5

Effect (Pharmacological Data)

miticidal

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)

0.03 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 4 of 5

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)

0.59 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 5 of 5

Effect (Pharmacological Data)

P23H rhodopsin yield; effect on

Species or Test-System (Pharmacological Data)

human HEK293 Flp-In T-Rex cells expressing bovine P23H opsin

Method (Pharmacological Data)

Example 3 Effect of Compounds on P23H Rhodopsin Yield The ability of candidate compounds to affect the yield of P23H rhodopsin is believed to be indicative of the ability of the compound to stabilize the mutant opsin. See generally Noorwez et al. (2004) and U.S. Patent Publication No.2004-0242704, both of which are incorporated herein by reference.Cell Lines and Culture Conditions.Stable cell lines expressing the P23H opsin were generated using FIp-In T-Rex system (Invitrogen) in HEK293 cell line. To create plasmids for constructing stable cell lines, an EcoRI-Notl fragment from the wild-type or P23H mutant synthetoc bovine opsin gene in pMT4 (see Kaushal et al., Biochemistry, Vol. 33, pp. 6121-6128 (1994) was combined with the large EcoRI-Not/ fragment of pcDNA5/FRT/TO (Invitrogen). The resulting plasmids contain opsin under the control of a tetracycline-inducible human cytomegalovirus promoter and a flippase recognition sequence (FRT) for sitesepecific recombination at the unique chromosomal FRT site of HEK293 FIp- In T-Rex. The opsin sequence in these plasmids was verified by PCR cycle sequencing. To construct stable cell lines, HEK293 FIp-In T-Rex cells were co-transfected with the flippase vector pOG44 (from Invitrogen) and the pcDNA5/FRT/TO vector or its derivatives containing the opsin gene. Stable recombinants were obtained by selecting for cells expressing resistance to hygromycin due to plasmid recombination at the FRT site. After the initial se-

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lection, the stable cell lines were routinely grown in the same media as HEK293 FIp-In Trex, except that hygromycin was substituted for zeocin.The stable cells were grown in DMEM high glucose media supplemented with 10percent (v/v) fetal bovine serum, antibiotic/antimycotic solution, 5 μg/ml blasticidin and hygromycin at 37 0C in presence of 5percent CO2. For all the experiments the cells were allowed to reach confluence and were induced with 1 μg/mi tetracycline after change of media and then compounds were added. The plates were incubated for 48 h after which the cells were harvested.Opsin purification, regeneration and retinal competition.WT opsin producing cells were grown in 10 cm culture plates and induced for opsin production. After 48 hour of induction the cells were harvested and washed with PBS (10 mM sodium phosphate, 130 mM NaCI, pH 7.2). The cells were lysed in PBSD (PBS containing 1.0percent DM and 1x protease inhibitor cocktail) for 1 hour and the lysate was added to 1D4 coupled sepharose beads and incubated for 1 hour at 4°C. The beads were washed 5 times in PBSD and twice with 10 mM sodium phosphate buffer containing 0.5percent DM1 pH 6.0. The bound WT opsin was eluted with a competing peptide representing the last 18 amino acids of rhodopsin in the latter buffer for 1 hour. The purified opsin was immediately used for regeneration with 11 -cis retinal and for competition studies with the selected NCI compounds and β- ionone.All the opsin regeneration and competition assays were performed under dim red light in a Cary 50 spectrophotometer (Varian) equipped with temperature control. 25 μM purified WT opsin was mixed with 50 μM 11 -cis retinal and scanned every two minutes in the range of 250-650 nm until no more rhodopsin was regenerated. Similarly opsin was mixed with compoundSN10011 (2 or 5 mM) and allowed to sit for 10 minutes on ice. Then retinal was mixed and spectra taken every two minutes, β-lonone was used at 5 and50 μM concentrations. The reactions were conducted in 100 μl total volume where the compounds were provided in 2 μl solution to 98 μl opsin solution.The temperature was maintained at 20 °C.Effect of Compounds.The P23H opsin producing cells were grown in 6-well plates and induced to produce P23H opsin. The DMSO solutions of the test compounds were individually added to separate wells at a final concentration of 100 μM. After incubation for 48 h cells were coll Results

treatment with the title compound showed 20percent increase in P23H rhodopsin yield as compared to control

Location

Page/Page column 72-77

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys Use (21) Use Pattern

References

opsin stabilizer

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

Retinis pigmentosa

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

Ophthalmic condi- Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) Engtions lish, View in Reaxys Conformation of mis-folded onsin protein

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

Ocular protein conformation disease

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

Photoreceptor function

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

Ocular PCD

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

macular degeneration

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

retinal dystrophy

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

macular dystrophy

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

Stargardt's disease

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

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Sorsby's dystrophy

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

autosomal dominant drusen

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

Best's dystrophy

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

peripherin mutation associate with macular dystrophy

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

dominant form of Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) EngStargart's disease lish, View in Reaxys North Carolina macular dystrophy

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

light toxicity

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

light toxicity due to retinal surgery

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

age-related macular degeneration

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

ocular diseases

Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2008/13983; (2008); (A2) English, View in Reaxys

Reaxys ID 10247118 View in Reaxys

N 13 C

2/2 CAS Registry Number: 928266-94-8 Chemical Name: 3,4-methylenedioxybenzo[13C]nitrile Linear Structure Formula: C7 (13)CH5NO2 Molecular Formula: C8H5NO2 Molecular Weight: 148.122 Type of Substance: heterocyclic InChI Key: PKRWWZCDLJSJIF-AZXPZELESA-N Note:

O O

Substance Label (1) Label References 5a

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys

NMR Spectroscopy (3) 1 of 3

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

75.46

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys 2 of 3

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy)

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Frequency (NMR Spectroscopy) [MHz]

300

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys 3 of 3

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys

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