4-Methylbenzenesulfonohydrazide (TsNHNH2) [C7H10N2O2S] by Asch

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Date

2 substances in Reaxys

2018-08-12 13h:50m:47s (UTC)

O O

1. Query H 2N

S NH

Search as: As drawn ) AND (IDE.XRN=610130) OR (IDE.XRN=3719947))

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Reaxys ID 610130 View in Reaxys

H 2N

1/2 CAS Registry Number: 1576-35-8 Chemical Name: toluene-4-sulfonic acid hydrazide; (p-toluenesulphonyl)hydrazine; p-Toluenesulfonyl hydrazide Linear Structure Formula: H2NNHSO2C6H4CH3 Molecular Formula: C7H10N2O2S Molecular Weight: 186.235 Type of Substance: isocyclic InChI Key: ICGLPKIVTVWCFT-UHFFFAOYSA-N Note:

NH O

S O

Substance Label (124) Label References 3

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Takezawa, Hiroki; Murase, Takashi; Fujita, Makoto; Journal of the American Chemical Society; vol. 134; nb. 42; (2012); p. 17420 - 17423, View in Reaxys; Underwood, Brian S.; Tanuwidjaja, Jessica; Ng, Sze-Sze; Jamison,

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Timothy F.; Tetrahedron; vol. 69; nb. 25; (2013); p. 5205 - 5220, View in Reaxys; Cortez, Felipe De Jesus; Lapointe, David; Hamlin, Amy M.; Simmons, Eric M.; Sarpong, Richmond; Tetrahedron; vol. 69; nb. 27-28; (2013); p. 5665 5676, View in Reaxys; Volgraf, Matthew; Chan, Lina; Huestis, Malcolm P.; Purkey, Hans E.; Burkard, Michael; Geck Do, Mary; Harris, Julie; Hunt, Kevin W.; Liu, Xingrong; Lyssikatos, Joseph P.; Rana, Sumeet; Thomas, Allen A.; Vigers, Guy P.A.; Siu, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 24; nb. 11; (2014); p. 2477 - 2480, View in Reaxys; Witten, Michael R.; Jacobsen, Eric N.; Angewandte Chemie - International Edition; vol. 53; nb. 23; (2014); p. 5912 - 5916; Angew. Chem.; nb. 23; (2014); p. 6022 - 6026,5, View in Reaxys; Meloche, Jennifer L.; Ashfeld, Brandon L.; Angewandte Chemie - International Edition; vol. 56; nb. 23; (2017); p. 6604 - 6608; Angew. Chem.; vol. 129; nb. 23; (2017); p. 6704 - 6708,5, View in Reaxys 4a

Huang, Liangbin; Qi, Ji; Wu, Xia; Wu, Wanqing; Jiang, Huanfeng; Chemistry - A European Journal; vol. 19; nb. 46; (2013); p. 15462 - 15466, View in Reaxys; Zhang, Datong; Ma, Yuntong; Liu, Yu; Liu, Zhao-Peng; Archiv der Pharmazie; vol. 347; nb. 8; (2014); p. 576 - 588, View in Reaxys; Jiang, Bo; Li, Jie; Pan, Yuanyuan; Hao, Wenjuan; Li, Guigen; Tu, Shujiang; Chinese Journal of Chemistry; vol. 35; nb. 3; (2017); p. 323 - 334, View in Reaxys; Chen, Pengquan; Zhu, Chuanle; Zhu, Rui; Wu, Wanqing; Jiang, Huanfeng; Chemistry - An Asian Journal; vol. 12; nb. 15; (2017); p. 1875 - 1878, View in Reaxys

Ding, Ya; Zhang, Te; Chen, Qiu-Yun; Zhu, Chunyin; Organic Letters; vol. 18; nb. 17; (2016); p. 4206 - 4209, View in Reaxys; Qiu, Jiang-Kai; Shan, Cheng; Wang, De-Cai; Wei, Ping; Jiang, Bo; Tu, Shu-Jiang; Li, Guigen; Guo, Kai; Advanced Synthesis and Catalysis; vol. 359; nb. 24; (2017); p. 4332 - 4339, View in Reaxys

Morales, Sara; Aceña, José Luis; García Ruano, José Luis; Cid, M. Belén; Journal of Organic Chemistry; vol. 81; nb. 20; (2016); p. 10016 - 10022, View in Reaxys; Wilkerson-Hill, Sidney M.; Yu, Diana; Painter, Phillip P.; Fisher, Ethan L.; Tantillo, Dean J.; Sarpong, Richmond; Hein, Jason E.; Journal of the American Chemical Society; vol. 139; nb. 30; (2017); p. 10569 - 10577, View in Reaxys

43a

Hernandez, Anolan Garcia; Grooms, Gregory M.; El-Alfy, Abir T.; Stec, Jozef; Synthesis (Germany); vol. 49; nb. 10; (2017); p. 2163 - 2176; Art.No: SS-2016-M0860-OP, View in Reaxys

Khakyzadeh, Vahid; Wang, Yu-Hsuan; Breit, Bernhard; Chemical Communications; vol. 53; nb. 36; (2017); p. 4966 - 4968, View in Reaxys

2-1

Patent; Sichuan People Hospital; Shi Jianyou; (21 pag.); CN106957242; (2017); (A) Chinese, View in Reaxys

nucleophiles 7c

Hekal, Mohamed H.; Abu El-Azm, Fatma S. M.; Journal of Heterocyclic Chemistry; vol. 54; nb. 6; (2017); p. 3056 3064, View in Reaxys

Formula IV

Patent; Tsinghua University; Hua Ruimao; (15 pag.); CN106749239; (2017); (A) Chinese, View in Reaxys

Khamarui, Saikat; Maiti, Rituparna; Mondal, Ramij R.; Maiti, Dilip K.; RSC Advances; vol. 5; nb. 129; (2015); p. 106633 - 106643, View in Reaxys; Nie, Yousong; Zhong, Min; Jiang, Zhiyuan; Sun, Jian; Gao, Yangguang; Ding, Fei; Li, Hang; Zhang, Yongmin; He, Xianran; Medicinal Chemistry Research; vol. 25; nb. 7; (2016); p. 1425 - 1432, View in Reaxys

11d

Özer, Merve Sinem; Menges, Nurettin; Keskin, Selbi; Şahin, Ertan; Balci, Metin; Organic Letters; vol. 18; nb. 3; (2016); p. 408 - 411, View in Reaxys

Saba, Sumbal; Rafique, Jamal; Braga, Antonio L.; Catalysis Science and Technology; vol. 6; nb. 9; (2016); p. 3087 3098, View in Reaxys

Segretti, Natanael D.; Serafim, Ricardo A.M.; Segretti, Mariana C.F.; Miyata, Marcelo; Coelho, Fernando R.; Augusto, Ohara; Ferreira, Elizabeth I.; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 16; (2016); p. 3988 3993, View in Reaxys

Li, Yu; Xia, Guiquan; Guo, Qi; Wu, Li; Chen, Shizhen; Yang, Zhigang; Wang, Wei; Zhang, Zhong-Yin; Zhou, Xin; Jiang, Zhong-Xing; MedChemComm; vol. 7; nb. 8; (2016); p. 1672 - 1680, View in Reaxys

III

Patent; Hebei University of Science & Technology; Shang, Zhen Hua; Liu, Qing; Chu, qianqian; An, chenhong; (20 pag.); CN103588720; (2016); (B) Chinese, View in Reaxys

Inturi, Surendra Babu; Kalita, Biswajit; Ahamed, A. Jafar; Organic and Biomolecular Chemistry; vol. 14; nb. 47; (2016); p. 11061 - 11064, View in Reaxys

Supuran, Claudiu T.; Banciu, Mircea D.; Revue Roumaine de Chimie; vol. 36; nb. 11-12; (1991); p. 1345 - 1354, View in Reaxys; Bonacorso, Helio G.; Libero, Francieli M.; Dal Forno, Gean M.; Pittaluga, Everton P.; Porte, Liliane M.F.; Martins, Marcos A.P.; Zanatta, Nilo; Tetrahedron Letters; vol. 56; nb. 37; (2015); p. 5190 - 5195, View in Reaxys

TSH

Wu, Maojiang; Sun, Qiming; Yang, Chunhao; Chen, Dongdong; Ding, Jian; Chen, Yi; Lin, Liping; Xie, Yuyuan; Bioorganic and Medicinal Chemistry Letters; vol. 17; nb. 4; (2007); p. 869 - 873, View in Reaxys; Wang, Zhan; Yang, Qingkun; Bai, Zhaoshi; Sun, Jun; Jiang, Xuewei; Song, Hongrui; Wu, Yingliang; Zhang, Weige; MedChemComm; vol. 6; nb. 5; (2015); p. 971 - 976, View in Reaxys

Akhmetova; Nadyrgulova; Tyumkina; Starikova; Golovanov; Antipin; Kunakova; Dzhemilev; Russian Chemical Bulletin; vol. 55; nb. 10; (2006); p. 1824 - 1834, View in Reaxys; DePinto, Jeffrey T.; DeProphetis, Wendy A.; Menke, Jessica L.; McMahon, Robert J.; Journal of the American Chemical Society; vol. 129; nb. 8; (2007); p. 2308 -

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2315, View in Reaxys; Timofeeva, Svetlana A.; Kinzhalov, Mikhail A.; Valishina, Elena A.; Luzyanin, Konstantin V.; Boyarskiy, Vadim P.; Buslaeva, Tatyana M.; Haukka, Matti; Kukushkin, Vadim Yu.; Journal of Catalysis; vol. 329; (2015); p. 449 - 456; Art.No: 11782, View in Reaxys 3a

Levrand, Barbara; Fieber, Wolfgang; Lehn, Jean-Marie; Herrmann, Andreas; Helvetica Chimica Acta; vol. 90; nb. 12; (2007); p. 2281 - 2314, View in Reaxys; Sun, Jun; Qiu, Jiang-Kai; Zhu, Yi-Long; Guo, Cheng; Hao, Wen-Juan; Jiang, Bo; Tu, Shu-Jiang; Journal of Organic Chemistry; vol. 80; nb. 16; (2015); p. 8217 - 8224, View in Reaxys

pTsNHNH&2%

Pabon, Adriana; Escobar, Gustavo; Vargas, Esteban; Cruz, Victor; Notario, Rafael; Blair, Silvia; Echeverri, Fernando; Molecules; vol. 18; nb. 3; (2013); p. 3356 - 3378, View in Reaxys; Gaugele, Dominik; Maier, Martin E.; Synlett; vol. 24; nb. 8; (2013); p. 955 - 958; Art.No: ST-2013-B0137-L, View in Reaxys; Renko, Dolor; Provot, Olivier; Rasolofonjatovo, Evelia; Bignon, Jérôme; Rodrigo, Jordi; Dubois, Joëlle; Brion, Jean-Daniel; Hamze, Abdallah; Alami, Mouad; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 834 - 844, View in Reaxys

PTSH

Song, Qiao; Zhang, Dongmei; Zhu, Qihua; Xu, Yungen; Organic Letters; vol. 16; nb. 20; (2014); p. 5272 - 5274, View in Reaxys; Nilewski, Christian; Chapelain, Camille Le; Wolfrum, Susanne; Carreira, Erick M.; Organic Letters; vol. 17; nb. 22; (2015); p. 5602 - 5605, View in Reaxys

2a; 1a

Bagdi, Avik Kumar; Mitra, Shubhanjan; Ghosh, Monoranjan; Hajra, Alakananda; Organic and Biomolecular Chemistry; vol. 13; nb. 11; (2015); p. 3314 - 3320, View in Reaxys

Wang, Ting-Ting; Yang, Fu-Lai; Tian, Shi-Kai; Advanced Synthesis and Catalysis; vol. 357; nb. 5; (2015); p. 928 932, View in Reaxys

Dao, Hai T.; Li, Chao; Michaudel, Quentin; Maxwell, Brad D.; Baran, Phil S.; Journal of the American Chemical Society; vol. 137; nb. 25; (2015); p. 8046 - 8049, View in Reaxys

TsNNH2

Zhou, Yujing; Ye, Fei; Wang, Xi; Xu, Shuai; Zhang, Yan; Wang, Jianbo; Journal of Organic Chemistry; vol. 80; nb. 12; (2015); p. 6109 - 6118, View in Reaxys

SH2

Backes, Gregory L.; Jursic, Branko S.; Neumann, Donna M.; Bioorganic and Medicinal Chemistry; vol. 23; nb. 13; (2015); p. 3397 - 3407; Art.No: 12252, View in Reaxys

17a

Bazhin, Denis N.; Kudyakova, Yulia S.; Röschenthaler, Gerd-Volker; Burgart, Yanina V.; Slepukhin, Pavel A.; Isenov, Maksim L.; Saloutin, Victor I.; Charushin, Valery N.; European Journal of Organic Chemistry; vol. 2015; nb. 23; (2015); p. 5236 - 5245, View in Reaxys

reagent gm

Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D'AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; WONG, Tzu-Tshin; XU, He; XU, Tianlin; YE, Yingchun; WO2015/108861; (2015); (A1) English, View in Reaxys; Patent; MILLENNIUM PHARMACEUTICALS, INC.; Bharathan, Indu T.; Blackburn, Chris; Ciavarri, Jeffrey P.; Chouitar, Jouhara; Cullis, Courtney A.; D'Amore, Natalie; Fleming, Paul E.; Gigstad, Kenneth M.; Gipson, Krista E.; Girard, Mario; Hu, Yongbo; Lee, Janice; Li, Gang; Rezaei, Mansoureh; Sintchak, Michael D.; Soucy, Francois; Stroud, Stephen G.; Vos, Tricia J.; Wong, Tzu-Tshin; Xu, He; Xu, Tianlin; Ye, Yingchun; US2015/225422; (2015); (A1) English, View in Reaxys

Victor, Napoleon John; Gana, Janardhanan; Muraleedharan, Kannoth Manheri; Chemistry - A European Journal; vol. 21; nb. 42; (2015); p. 14742 - 14747, View in Reaxys

19'

Gao, Zhinan; Lv, Min; Li, Qin; Xu, Hui; Bioorganic and Medicinal Chemistry Letters; vol. 25; nb. 22; (2015); p. 5092 - 5096, View in Reaxys

Alsaeedi, Huda S.; Aljaber, Nabila A.; Ara, Ismet; Asian Journal of Chemistry; vol. 27; nb. 10; (2015); p. 3639 3646, View in Reaxys

p-TsNHNH2

Mori, Kenji; Matsui, Junichi; Yokota, Takao; Sakai, Hidenori; Bando, Masahiko; Takeuchi, Yasutomo; Tetrahedron Letters; vol. 40; nb. 5; (1999); p. 943 - 946, View in Reaxys; Zelikin, Alexander; Shastri, Venkatram R.; Langer, Robert; Journal of Organic Chemistry; vol. 64; nb. 9; (1999); p. 3379 - 3380, View in Reaxys; Yajima, Arata; Mori, Kenji; European Journal of Organic Chemistry; nb. 24; (2000); p. 4079 - 4091, View in Reaxys; Rispens; Sanchez; Knol; Hummelen; Chemical Communications; nb. 2; (2001); p. 161 - 162, View in Reaxys; Maiti, Soumen; Sengupta, Sujaya; Giri, Chandana; Achari, Basudeb; Banerjee, Asish Kr.; Tetrahedron Letters; vol. 42; nb. 12; (2001); p. 2389 - 2391, View in Reaxys; Jiang, Qin; Shing, Tony K.M; Tetrahedron Letters; vol. 42; nb. 31; (2001); p. 5271 5273, View in Reaxys; Coltart, Don M.; Danishefsky, Samuel J.; Organic Letters; vol. 5; nb. 8; (2003); p. 1289 - 1292, View in Reaxys; Naya, Akira; Ishikawa, Makoto; Matsuda, Kenji; Ohwaki, Kenji; Saeki, Toshihiko; Noguchi, Kazuhito; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 11; nb. 6; (2003); p. 875 - 884, View in Reaxys; Kaasalainen, Emmi; Tois, Jan; Russo, Luca; Rissanen, Kari; Helaja, Juho; Tetrahedron Letters; vol. 47; nb. 32; (2006); p. 5669 - 5672, View in Reaxys; Convertino, Vito; Manini, Peter; Schweizer, W. Bernd; Diederich, Francois; Organic and Biomolecular Chemistry; vol. 4; nb. 7; (2006); p. 1206 - 1208, View in Reaxys; Patent; AQUINOX

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PHARMACEUTICALS INC.; MACKENZIE, Lloyd, F.; HARWIG, Curtis; BOGUCKI, David; RAYMOND, Jeffery, R.; PETTIGREW, Jeremy, D.; WO2014/143561; (2014); (A1) English, View in Reaxys 2a; TsNHNH&2%

Li, Xiaoqing; Xu, Xiangsheng; Zhou, Can; Chemical Communications; vol. 48; nb. 100; (2012); p. 12240 - 12242, View in Reaxys; Li, Xiaoqing; Xu, Xiangsheng; Hu, Peizhu; Xiao, Xuqiong; Zhou, Can; Journal of Organic Chemistry; vol. 78; nb. 14; (2013); p. 7343 - 7348, View in Reaxys; Li, Xianwei; Xu, Yanli; Wu, Wanqing; Jiang, Chang; Qi, Chaorong; Jiang, Huanfeng; Chemistry - A European Journal; vol. 20; nb. 26; (2014); p. 7911 - 7915, View in Reaxys

p-TsNHNH&2%

Shing, Tony K. M.; Ng, Wai-Lung; Chan, Judy Y.-W.; Lau, Clara B.-S.; Angewandte Chemie - International Edition; vol. 52; nb. 32; (2013); p. 8401 - 8405; Angew. Chem.; vol. 125; nb. 32; (2013); p. 8559 - 8563,5, View in Reaxys; Zirimwabagabo, Jean-Olivier; Harrity, Joseph P. A.; Chemical Communications; vol. 50; nb. 21; (2014); p. 2735 2737, View in Reaxys

11t

More, Uttam A.; Joshi, Shrinivas D.; Aminabhavi, Tejraj M.; Gadad, Andanappa K.; Nadagouda, Mallikarjuna N.; Kulkarni, Venkatrao H.; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 199 - 218, View in Reaxys

NH&2%NHTs

Creary, Xavier; Heffron, Anna; Journal of Organic Chemistry; vol. 79; nb. 6; (2014); p. 2547 - 2555, View in Reaxys

1a; TsNHNH&2%

Tang, Hai-Tao; Zhou, Yun-Bing; Zhu, Yu; Sun, Hong-Chao; Lin, Min; Zhan, Zhuang-Ping; Chemistry - An Asian Journal; vol. 9; nb. 5; (2014); p. 1278 - 1281, View in Reaxys

TsNHNH2; 2a

Zhang, Jie; Shao, Ying; Wang, Hongxiang; Luo, Qiang; Chen, Jijun; Xu, Dongmei; Wan, Xiaobing; Organic Letters; vol. 16; nb. 12; (2014); p. 3312 - 3315, View in Reaxys

S5c

Tripathi, Chandra Bhushan; Mukherjee, Santanu; Organic Letters; vol. 16; nb. 12; (2014); p. 3368 - 3371, View in Reaxys

NH&2%NHTos

La Rosa, Andrea; Gillemot, Katalin; Leary, Edmund; Evangeli, Charalambos; González, María Teresa; Filippone, Salvatore; Rubio-Bollinger, Gabino; Agraït, Nicolás; Lambert, Colin J.; Martín, Nazario; Journal of Organic Chemistry; vol. 79; nb. 11; (2014); p. 4871 - 4877, View in Reaxys

Patent; Crawford, Lynne; Lawrence, Nathan; Jones, Timothy; US2014/332413; (2014); (A1) English, View in Reaxys

S2; N1

Xu, Kun; Khakyzadeh, Vahid; Bury, Timm; Breit, Bernhard; Journal of the American Chemical Society; vol. 136; nb. 46; (2014); p. 16124 - 16127, View in Reaxys

3; TsNHNH&2%

Chen, Zhengkai; Yan, Qiangqiang; Liu, Zhanxiang; Zhang, Yuhong; Chemistry - A European Journal; vol. 20; nb. 52; (2014); p. 17635 - 17639, View in Reaxys

TsNHNH&2%; NH&2%NHTs

Li, Xianwei; Liu, Xiaohang; Chen, Huoji; Wu, Wanqing; Qi, Chaorong; Jiang, Huanfeng; Angewandte Chemie International Edition; vol. 53; nb. 52; (2014); p. 14485 - 14489; Angew. Chem.; vol. 126; nb. 52; (2014); p. 14713 14717,5, View in Reaxys

Luzina, Elena L.; Popov, Anatoliy V.; Journal of Fluorine Chemistry; vol. 148; (2013); p. 41 - 48, View in Reaxys

Iwai, Yuri; Ozaki, Takashi; Takita, Ryo; Uchiyama, Masanobu; Shimokawa, Jun; Fukuyama, Tohru; Chemical Science; vol. 4; nb. 3; (2013); p. 1111 - 1119, View in Reaxys

3-1

Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; KIM, Yuntae; LEE, Changsik; YANG, Hyun-mo; CHOI, Hojin; MIN, Jaeki; KIM, Soyoung; KIM, Dal-Hyun; HA, Nina; KIM, Jung-Min; LIM, Hyojin; KO, Eunhee; WO2013/62344; (2013); (A1) English, View in Reaxys

TsN&2%H&3%

Mazurov, Anatoly A.; Kombo, David C.; Akireddy, Srinivasa; Murthy, Srinivasa; Hauser, Terry A.; Jordan, Kristen G.; Gatto, Gregory J.; Yohannes, Daniel; Bioorganic and Medicinal Chemistry Letters; vol. 23; nb. 13; (2013); p. 3927 - 3934, View in Reaxys

Maghari, Shokoofeh; Ramezanpour, Sorour; Balalaie, Saeed; Darvish, Fatemeh; Rominger, Frank; Bijanzadeh, Hamid Reza; Journal of Organic Chemistry; vol. 78; nb. 13; (2013); p. 6450 - 6456, View in Reaxys

Da Paixao Soares, Fabio; Silva, Maria Joselice E; Doboszewski, Bogdan; Carbohydrate Research; vol. 380; (2013); p. 143 - 148, View in Reaxys

12a

Detistov, Oleksandr S.; Orlov, Valeriy D.; Zhuravel', Irina O.; Journal of Heterocyclic Chemistry; vol. 49; nb. 4; (2012); p. 883 - 892, View in Reaxys

Yu, Xiuzhao; Zhang, Junliang; Chemistry--A European Journal; vol. 18; nb. 41; (2012); p. 12945 - 12949,5, View in Reaxys

p-TsH

Verhille; Benachour; Ibrahim; Achard; Arnoux; Barberi-Heyob; André; Allonas; Baros; Vanderesse; Frochot; Current Medicinal Chemistry; vol. 19; nb. 32; (2012); p. 5580 - 5594, View in Reaxys

XIV

Patent; Hanmi Science Co., Ltd.; EP2524916; (2012); (A2) English, View in Reaxys; Patent; HANMI SCIENCE CO., LTD; US2012/330020; (2012); (A1) English, View in Reaxys

1; TsNHNH&2%

Ideue, Eiji; Toma, Tatsuya; Shimokawa, Jun; Fukuyama, Tohru; Organic Syntheses; vol. 89; (2012); p. 501 - 509, View in Reaxys

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Patent; ADDEX PHARMA S.A.; BOLEA, Christelle; SYLVAIN, Celanire; WO2010/79238; (2010); (A1) English, View in Reaxys

educt to 32

Rao, Pemmaraju N.; Cessac, James W.; Boyd, James W.; Hanson, Arthur D.; Shah, Jamshed; Steroids; vol. 73; nb. 2; (2008); p. 158 - 170, View in Reaxys

hydrazide entry 4

Iranpoor, Nasser; Firouzabadi, Habib; Nowrouzi, Najmeh; Tetrahedron Letters; vol. 49; nb. 27; (2008); p. 4242 4244, View in Reaxys

1, Ar = 4CH3C6H4

Anaraki-Ardakani, Hossein; Sadeghian, Shirin; Rastegari, Foroghossadat; Hassanabadi, Alireza; Anary-Abbasinejad, Mohammad; Synthetic Communications; vol. 38; nb. 12; (2008); p. 1990 - 1999, View in Reaxys

Zanatta, Nilo; Alves, Sydney H.; Coelho, Helena S.; Borchhardt, Deise M.; Machado, Pablo; Flores, Kelen M.; da Silva, Fabio M.; Spader, Tatiana B.; Santurio, Janio M.; Bonacorso, Helio G.; Martins, Marcos A.P.; Bioorganic and Medicinal Chemistry; vol. 15; nb. 5; (2007); p. 1947 - 1958, View in Reaxys

RSO2NHNH2 (R=p-MeC6H4)

Birman, Vladimir B.; Zhao, Zhufeng; Guo, Lei; Organic Letters; vol. 9; nb. 7; (2007); p. 1223 - 1225, View in Reaxys

PTsNHNH2

Bonacorso, Helio G.; Wentz, Alexandre P.; Lourega, Rogerio V.; Cechinel, Cleber A.; Moraes, Tatiana S.; Flores, Alex F. C.; Zanatta, Nilo; Martins, Marcos A. P.; Journal of Heterocyclic Chemistry; vol. 44; nb. 1; (2007); p. 233 236, View in Reaxys

Safaei-Ghomi, Javad; Journal of the Chinese Chemical Society; vol. 54; nb. 6; (2007); p. 1561 - 1563, View in Reaxys

educt to 13

Eastham, Stephan A.; Ingham, Steven P.; Hallett, Michael R.; Herbert, John; Quayle, Peter; Raftery, James; Tetrahedron Letters; vol. 47; nb. 14; (2006); p. 2299 - 2304, View in Reaxys

t; R-NHNH2

Ge, Min; Cline, Eric; Yang, Lihu; Tetrahedron Letters; vol. 47; nb. 32; (2006); p. 5797 - 5799, View in Reaxys

H2NNHTs

Freeman, Peter K.; Pugh, James K.; Journal of Organic Chemistry; vol. 64; nb. 11; (1999); p. 3947 - 3953, View in Reaxys; Seyberlich, Birgit; Laackmann, Peter; Peters, Eva-Maria; Peters, Karl; Georg Von Schnering, Hans; Tochtermann, Werner; Tetrahedron; vol. 56; nb. 25; (2000); p. 4129 - 4137, View in Reaxys; Angle, Steven R.; Neitzel, Martin L.; Journal of Organic Chemistry; vol. 65; nb. 20; (2000); p. 6458 - 6461, View in Reaxys; Kraft, Philip; Cadalbert, Riccardo; Chemistry - A European Journal; vol. 7; nb. 15; (2001); p. 3254 - 3262, View in Reaxys; Von E. Doering, William; Zhang, Ting-Hu; Schmidt, Eckhart K. G.; Journal of Organic Chemistry; vol. 71; nb. 15; (2006); p. 5688 - 5693, View in Reaxys; Koval'chuk; Kuz'menok; Zvonok; Chemistry of Heterocyclic Compounds; vol. 41; nb. 10; (2005); p. 1237 - 1244, View in Reaxys; Strakova; Strakovs; Petrova; Chemistry of Heterocyclic Compounds; vol. 41; nb. 11; (2005); p. 1398 - 1404, View in Reaxys

NH2NHSO2C6H4 Me-4

Dovlatyan; Eliazyan; Pivazyan; Yengoyan; Chemistry of Heterocyclic Compounds; vol. 42; nb. 3; (2006); p. 383 388, View in Reaxys

Patent; FIRMENICH SA; UNIVERSITE LOUIS PASTEUR; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; WO2006/16248; (2006); (A1) English, View in Reaxys

scheme1/i, educt

Serra, Stefano; Fuganti, Claudio; Tetrahedron Letters; vol. 46; nb. 28; (2005); p. 4769 - 4772, View in Reaxys

Educt to 12

Girard, Nicolas; Hurvois, Jean-Pierre; Moinet, Claude; Toupet, Loic; European Journal of Organic Chemistry; nb. 11; (2005); p. 2269 - 2280, View in Reaxys

1 R1=4SO2CH3C6H4

Jagath Reddy; Sailaja; Manjula; Srinivasa Rao; Khalilullah; Latha; Heterocyclic Communications; vol. 11; nb. 5; (2005); p. 385 - 388, View in Reaxys

Matunas, Robert; Lai, Amy J.; Lee, Chulbom; Tetrahedron; vol. 61; nb. 26; (2005); p. 6298 - 6308, View in Reaxys

Ed. to 5

Jung, Jae-Chul; Blake Watkins; Avery, Mitchell A.; Heterocycles; vol. 65; nb. 1; (2005); p. 77 - 94, View in Reaxys

Ts-NHNH2

Adams, Luke A.; Aggarwal, Varinder K.; Bonnert, Roger V.; Bressel, Bettina; Cox, Russell J.; Shepherd, Jon; De Vicente, Javier; Walter, Magnus; Whittingham, William G.; Winn, Caroline L.; Journal of Organic Chemistry; vol. 68; nb. 24; (2003); p. 9433 - 9440, View in Reaxys; Dolly; Batanero, Belen; Barba, Fructuoso; Heterocycles; vol. 63; nb. 5; (2004); p. 1175 - 1180, View in Reaxys

pMeC6H4SO2NHN H2

Nishikawa, Hiroyuki; Kojima, Shigeru; Kodama, Takeshi; Ikemoto, Isao; Suzuki, Shinzo; Kikuchi, Koichi; Fujitsuka, Mamoru; Luo, Hongxia; Araki, Yasuyiki; Ito, Osamu; Journal of Physical Chemistry A; vol. 108; nb. 11; (2004); p. 1881 - 1890, View in Reaxys

TsNHNH

Fehr, Charles; Galindo, Jose; Etter, Olivier; European Journal of Organic Chemistry; nb. 9; (2004); p. 1953 - 1957, View in Reaxys

pTSH

Buchbauer, Gerhard; Stappen, Iris; Pretterklieber, Claudia; Wolschann, Peter; European Journal of Medicinal Chemistry; vol. 39; nb. 12; (2004); p. 1039 - 1046, View in Reaxys

educt to 35

Kozhushkov, Sergei I.; Langer, Rainer; Yufit, Dmitrii S.; Howard, Judith A. K.; Schill, Heiko; Demus, Dietrich; Miyazawa, Kazutoshi; De Meijere, Armin; European Journal of Organic Chemistry; nb. 2; (2004); p. 289 - 303, View in Reaxys

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educt to 4

Zheng, Shi-Long; Yu, Wing-Yiu; Xu, Ming-Xia; Che, Chi-Ming; Tetrahedron Letters; vol. 44; nb. 7; (2003); p. 1445 - 1447, View in Reaxys

p-Ts-NHNH2

Guldi, Dirk M.; Nuber, Berthold; Bracher, Paul J.; Alabi, Christopher A.; MacMahon, Shaun; Kukol, Jonathan W.; Wilson, Stephen R.; Schuster, David I.; Journal of Physical Chemistry A; vol. 107; nb. 18; (2003); p. 3215 - 3221, View in Reaxys; Watanabe, Akiko; Aso, Mariko; Suemune, Hiroshi; Organic and Biomolecular Chemistry; vol. 1; nb. 10; (2003); p. 1726 - 1729, View in Reaxys

educt to 5a,8a,10a

Kragol, Goran; Benko, Iva; Muharemspahic, Jasmina; Mlinaric-Majerski, Kata; European Journal of Organic Chemistry; nb. 14; (2003); p. 2622 - 2625, View in Reaxys

start to 4j

Chong, Youhoon; Chu, Chung K; Carbohydrate Research; vol. 337; nb. 5; (2002); p. 397 - 402, View in Reaxys

TosNHNH2

Huttenloch, Oliver; Laxman, Eltepu; Waldmann, Herbert; Chemistry - A European Journal; vol. 8; nb. 20; (2002); p. 4767 - 4780, View in Reaxys

11b

Olmstead, Kay Kim; Nickon, Alex; Tetrahedron; vol. 55; nb. 12; (1999); p. 3585 - 3594, View in Reaxys; De Lucas, Ana I; Fernandez-Gadea, Javier; Martin, Nazario; Seoane, Carlos; Tetrahedron; vol. 57; nb. 26; (2001); p. 5591 5595, View in Reaxys

R=CH3

Schenone, Silvia; Bruno, Olga; Ranise, Angelo; Bondavalli, Francesco; Filippelli, Walter; Falcone, Giuseppe; Giordano, Lucio; Vitelli, Maria Redenta; Bioorganic and Medicinal Chemistry; vol. 9; nb. 8; (2001); p. 2149 - 2153, View in Reaxys

pTsNHNH2

Mlinaric-Majerski, Kata; Kragol, Goran; European Journal of Organic Chemistry; nb. 6; (1999); p. 1401 - 1406, View in Reaxys; Bredenkoetter, Bjoern; Floerke, Ulrich; Kuck, Dietmar; Chemistry - A European Journal; vol. 7; nb. 15; (2001); p. 3387 - 3400, View in Reaxys

Amelichev; Barriga; Konstantinova; Markova; Rakitin; Rees; Torroba; Journal of the Chemical Society. Perkin Transactions 1; nb. 19; (2001); p. 2409 - 2412, View in Reaxys

Tos-NHNH2

Jia; Wu; Li; Ren; Tu; Chan; Kitching; Organic letters; vol. 3; nb. 6; (2001); p. 847 - 849, View in Reaxys

Arcadi, Antonio; Di Giuseppe, Sabrina; Marinelli, Fabio; Rossi, Elisabetta; Advanced Synthesis and Catalysis; vol. 343; nb. 5; (2001); p. 443 - 446, View in Reaxys

educt to 1

Chandrasekhar; Venkat Reddy; Srinivasa Reddy; Ramarao; Tetrahedron Letters; vol. 41; nb. 15; (2000); p. 2667 2670, View in Reaxys

Kantlehner, Willi; Hauber, Michael; Haug, Erwin; Schallenmueller, Claus; Regele, Claudia; Journal fuer Praktische Chemie - Practical Applications and Applied Chemistry (Germany); vol. 342; nb. 7; (2000); p. 682 - 699, View in Reaxys

Ts-NH-NH2

Chandrasekhar; Reddy; Rajaiah; Tetrahedron Letters; vol. 41; nb. 51; (2000); p. 10131 - 10134, View in Reaxys

ed. to 5

Ishikura, Minoru; Imaizumi, Katsuaki; Katagiri, Nobuya; Heterocycles; vol. 53; nb. 3; (2000); p. 553 - 556, View in Reaxys

10i

Katritzky, Alan R.; Huang, Tian-Bao; Voronkov, Michael V.; Journal of Organic Chemistry; vol. 65; nb. 7; (2000); p. 2246 - 2248, View in Reaxys

Attanasi, Orazio A.; Filippone, Paolino; Fiorucci, Chiara; Mantellini, Fabio; Tetrahedron Letters; vol. 40; nb. 20; (1999); p. 3891 - 3894, View in Reaxys

pTsNHNH2, educt to 8, 9

Matsui, Junichi; Yokota, Takao; Bando, Masahiko; Takeuchi, Yasutomo; Mori, Kenji; European Journal of Organic Chemistry; nb. 9; (1999); p. 2201 - 2210, View in Reaxys

H2N-NH-Ts

Bollbuck, Birgit; Tochtermann, Werner; Tetrahedron; vol. 55; nb. 23; (1999); p. 7191 - 7208, View in Reaxys

NH2-NH-Ts

Bollbuck, Birgit; Tochtermann, Werner; Tetrahedron; vol. 55; nb. 23; (1999); p. 7209 - 7220, View in Reaxys

educt to 9

Quast, Helmut; Seefelder, Maximilian; Becker, Christian; Heubes, Markus; Peters, Eva-Maria; Peters, Karl; European Journal of Organic Chemistry; nb. 11; (1999); p. 2763 - 2779, View in Reaxys

H2NNHSO2C6H4 CH3

Goerlitzer, Jochen; Gale, Thomas F.; Williams, Dudley H.; Journal of the Chemical Society - Perkin Transactions 1; nb. 22; (1999); p. 3253 - 3257, View in Reaxys

H2NNHTos

Kunz; Schurter; Maetzke; Pesticide Science; vol. 50; nb. 4; (1997); p. 275 - 282, View in Reaxys

VIII

Savelova; Karpichev; Simanenko; Prokop'eva; Lobachev; Belousova; Russian Journal of Organic Chemistry; vol. 32; nb. 4; (1996); p. 530 - 539, View in Reaxys

Patent-Specific Data (29) Prophetic ComLocation in Patent pound

References

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prophetic product

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Druglikeness (1) 1 of 1

LogP

0.694

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

80.57

Lipinski Number

Veber Number

Catalyst Investigation (1) 1 of 1

Investigated characteristic(s)

Catalytic activity

Type of reaction (Catalyst Investigation)

Arylation

Location

supporting information

Song, Qiao; Zhang, Dongmei; Zhu, Qihua; Xu, Yungen; Organic Letters; vol. 16; nb. 20; (2014); p. 5272 - 5274, View in Reaxys Derivative (5) Comment (Derivative)

References

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Na-Salz : MS, Bestimmung der gebildeten Diamine

Holzmann; Minkwitz; Zeitschrift fuer Anorganische und Allgemeine Chemie; vol. 413; (1975); p. 72,74,75, View in Reaxys

K-Salz pTsNHNHK: aus (Me3Si)2NK u.pTsNHNH2; Thermolyse: Prod.vert. (Tab.1); MS

Wiberg et al.; Chemische Berichte; vol. 107; (1974); p. 1456,1458,1467, View in Reaxys

Li-Salz pTsNHNHLi: aus (Me3Si)2NLi u.pTsNHNH2; Thermolyse: Prod.vert. (Tab.1); MS

Wiberg et al.; Chemische Berichte; vol. 107; (1974); p. 1456,1458,1467, View in Reaxys

Na-Salz pTsNHNHNa: aus (Me3Si)2NNa u.pTsNHNH2; Thermolyse: Prod.vert. (Tab.1); MS

Wiberg et al.; Chemische Berichte; vol. 107; (1974); p. 1456,1458,1467, View in Reaxys

Verb. m. HBr <2:1> Poshkus et al.; Journal of Organic Chemistry; vol. 28; (1963); p. 2766,2767, View in Reaxys (C7H10N2O2S)2* HBr: B. beim Behandeln einer Toluolsulfonsaeure-(4)-hydrazid-Suspension in CCl4 m. 0.65Mol Brom in CCl4 (neben geringen Mengen Toluolsulfonsaeure-(4)-bromid); unl. in Ae. u. CCl4 Melting Point (29) 1 of 29

Melting Point [°C]

101 - 105

Arshad, Muhammad; Jadoon, Mehwish; Iqbal, Zafar; Fatima, Mehwish; Ali, Muhammad; Ayub, Khurshid; Qureshi, Ashfaq Mahmood; Ashraf, Muhammad; Arshad, Muhammad Nadeem; Asiri, Abdullah M.; Waseem, Amir; Mahmood, Tariq; Journal of Molecular Structure; vol. 1133; (2017); p. 80 - 89, View in Reaxys 2 of 29

Melting Point [°C]

107 - 109

Fernandes, Thais B.; Cunha, Micael R.; Sakata, Renata P.; Candido, Thalita M.; Baby, André R.; Tavares, Maurício T.; Barbosa, Euzébio G.; Almeida, Wanda P.; Parise-Filho, Roberto; Archiv der Pharmazie; vol. 350; nb. 11; (2017); Art.No: 1700163, View in Reaxys 3 of 29

Melting Point [°C]

106 - 107

Solvent (Melting Point)

ethanol

Liu, Fei; Yang, Jin-Feng; Liu, Hong; Wei, Wen-Zhen; Ma, Yan-Mei; Journal of the Chinese Chemical Society; vol. 63; nb. 3; (2016); p. 254 - 260, View in Reaxys 4 of 29

Melting Point [°C]

170 - 175

Solvent (Melting Point)

ethyl acetate; hexane

Melting Point [°C]

106 - 108

Alsaeedi, Huda S.; Aljaber, Nabila A.; Ara, Ismet; Asian Journal of Chemistry; vol. 27; nb. 10; (2015); p. 3639 - 3646, View in Reaxys 6 of 29

Melting Point [°C]

110 - 111

Location

supporting information

Tripathi, Chandra Bhushan; Mukherjee, Santanu; Organic Letters; vol. 16; nb. 12; (2014); p. 3368 - 3371, View in Reaxys

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2018-08-12 13:51:32

7 of 29

Melting Point [°C]

105.2

Solvent (Melting Point)

ethanol

Zhang, Datong; Ma, Yuntong; Liu, Yu; Liu, Zhao-Peng; Archiv der Pharmazie; vol. 347; nb. 8; (2014); p. 576 - 588, View in Reaxys 8 of 29

Melting Point [°C]

109 - 111

Solvent (Melting Point)

water

Da Paixao Soares, Fabio; Silva, Maria Joselice E; Doboszewski, Bogdan; Carbohydrate Research; vol. 380; (2013); p. 143 148, View in Reaxys 9 of 29

Melting Point [°C]

104 - 107

Velikorodov; Kovalev; Krivosheev; Russian Journal of Organic Chemistry; vol. 45; nb. 8; (2009); p. 1208 - 1209, View in Reaxys 10 of 29

Melting Point [°C]

104 - 107

Dawidar et al.; Egyptian Journal of Chemistry; vol. 21; (1978); p. 1,5, View in Reaxys; Charya, Sudin Bbhatta; Dutta, Susanta; Sanyal, Utpal; Journal of the Indian Chemical Society; vol. 75; nb. 1; (1998); p. 46 - 48, View in Reaxys 11 of 29

Melting Point [°C]

106 - 108

Shoppee, Charles W.; Hart, Reinhold J.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 10; (1983); p. 2369 - 2373, View in Reaxys 12 of 29

Melting Point [°C]

110

Joshi et al.; Journal of Heterocyclic Chemistry; vol. 16; (1979); p. 1141,1142, 1145, View in Reaxys; Jacobs; Journal of Organic Chemistry; vol. 42; (1977); p. 571,572, View in Reaxys 13 of 29

Melting Point [°C]

100 - 102

Formanovskii,A.A. et al.; Zhurnal Organicheskoi Khimii; vol. 13; nb. 9; (1977); p. 1883 - 1887,1745 - 1749, View in Reaxys 14 of 29

Melting Point [°C]

110 - 112

Baldwin,J.E.; Krauss,H.C.; Journal of Organic Chemistry; vol. 35; nb. 7; (1970); p. 2426, View in Reaxys; Ariesan et al.; Farmacia (Bucharest, Romania); vol. 19; (1971); p. 213,215, View in Reaxys; Cremlyn; Waters; Journal of the Chemical Society; (1964); p. 6243, View in Reaxys; Grekov et al.; Zhurnal Organicheskoi Khimii; vol. 10; (1974); p. 526,530,531,533, View in Reaxys 15 of 29

Melting Point [°C]

109

Elvidge; Pickett; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1972); p. 1483,1486, View in Reaxys 16 of 29

Melting Point [°C]

109 - 110

Jacobson; Chemica Scripta; vol. 2; (1972); p. 127,129, View in Reaxys; Liu; Shapiro; Journal of the Chinese Chemical Society (Taipei, Taiwan); vol. 16; (1969); p. 30,34, View in Reaxys 17 of 29

Melting Point [°C]

107.8 - 109.8

Solvent (Melting Point)

aq. methanol

Freeman,P.K.; Johnson,R.C.; Journal of Organic Chemistry; vol. 34; (1969); p. 1751 - 1759, View in Reaxys 18 of 29

Melting Point [°C]

109

Solvent (Melting Point)

methanol; H2O

Julia,M. et al.; Bulletin de la Societe Chimique de France; nb. 9; (1968); p. 3742 - 3749, View in Reaxys 19 of 29

Melting Point [°C]

107 - 108

Landgrebe,J.A.; Kirk,A.G.; Journal of Organic Chemistry; vol. 32; (1967); p. 3499 - 3506, View in Reaxys 20 of 29

Melting Point [°C]

109 - 110

Solvent (Melting Point)

ethanol

Dshidshelawa et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 35; (1965); p. 831,834, View in Reaxys 21 of 29

Melting Point [°C]

113

Kobayashi; Furukawa; Chemical and Pharmaceutical Bulletin; vol. 12; (1964); p. 1129,1131, View in Reaxys 22 of 29

Melting Point [°C]

111 - 112

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Solvent (Melting Point)

aq. methanol

Litwinenko et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 34; (1964); p. 3730,3780, View in Reaxys 23 of 29

Melting Point [°C]

112

Solvent (Melting Point)

CHCl3

Albert; Royer; Journal of the Chemical Society; (1949); p. 1148,1150, View in Reaxys; Munshi et al.; Indian Journal of Chemistry; vol. 1; (1963); p. 311,312, View in Reaxys 24 of 29

Melting Point [°C]

104 - 107

Solvent (Melting Point)

aq. methanol

Friedman; Litle; Reichle; Organic Syntheses; vol. 40; (1960); p. 93, View in Reaxys 25 of 29

Melting Point [°C]

109 - 110

Solvent (Melting Point)

H2O

De Puy et al.; Journal of the American Chemical Society; vol. 82; (1960); p. 631, View in Reaxys 26 of 29

Melting Point [°C]

112

Solvent (Melting Point)

H2O

Albert; Royer; Journal of the Chemical Society; (1949); p. 1148,1150, View in Reaxys 27 of 29

Melting Point [°C]

109 - 110

Solvent (Melting Point)

ethanol

Comment (Melting Point)

Decomposition.

Curtius; Vorbach; Journal fuer Praktische Chemie (Leipzig); vol. <2>125; (1930); p. 340,343, View in Reaxys 28 of 29

Melting Point [°C]

115

Comment (Melting Point)

Decomposition.

Borsche; Frank; Justus Liebigs Annalen der Chemie; vol. 450; (1926); p. 79, View in Reaxys 29 of 29

Melting Point [°C]

112

Freudenberg; Bluemmel; Justus Liebigs Annalen der Chemie; vol. 440; (1924); p. 51, View in Reaxys Association (MCS) (3) 1 of 3

Description (Association (MCS))

Association with compound

Partner (Association (MCS))

calf thymus DNA

Murtaza, Shahzad; Shamim, Saima; Kousar, Naghmana; Tahir, Muhammad Nawaz; Sirajuddin, Muhammad; Rana, Usman Ali; Journal of Molecular Structure; vol. 1107; (2016); p. 99 - 108, View in Reaxys 2 of 3

Description (Association (MCS))

NMR spectrum of the complex

Partner (Association (MCS))

bovine CA II

Briganti; Pierattelli; Scozzafava; Supuran; European Journal of Medicinal Chemistry; vol. 31; nb. 12; (1996); p. 1001 - 1010, View in Reaxys 3 of 3

Description (Association (MCS))

UV/VIS spectrum of the complex

Partner (Association (MCS))

Co(II)CA II

Briganti; Pierattelli; Scozzafava; Supuran; European Journal of Medicinal Chemistry; vol. 31; nb. 12; (1996); p. 1001 - 1010, View in Reaxys Chromatographic Data (1) Chromatographic References data TLC (Thin layer chromatography)

Ideue, Eiji; Toma, Tatsuya; Shimokawa, Jun; Fukuyama, Tohru; Organic Syntheses; vol. 89; (2012); p. 501 - 509, View in Reaxys; Arshad, Muhammad; Jadoon, Mehwish; Iqbal, Zafar; Fatima, Mehwish; Ali, Muhammad; Ayub,

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Khurshid; Qureshi, Ashfaq Mahmood; Ashraf, Muhammad; Arshad, Muhammad Nadeem; Asiri, Abdullah M.; Waseem, Amir; Mahmood, Tariq; Journal of Molecular Structure; vol. 1133; (2017); p. 80 - 89, View in Reaxys Crystal Phase (2) Description (Crystal Phase)

Comment (Crystal Phase)

References

Crystal structure determination

β=106.2 grad, Harris, Kenneth D. M.; Tremayne, Maryjane; Lightfoot, Philip; Bruce, Peter G.; Journal of a=18.6 Angstroem, the American Chemical Society; vol. 116; nb. 8; (1994); p. 3543 - 3547, View in Reaxys b=5.64 Angstroem, c=8.54 Angstroem, n=4.; Method of determination: Powder X-ray Diffraction

Crystal structure determination

β=106.2 grad, Lightfoot, Philip; Tremayne, Maryjane; Glidewell, Christopher; Harris, Kenneth D. M.; a=18.6 Angstroem, Bruce, Peter G.; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemb=5.64 Angstroem, istry (1972-1999); nb. 9; (1993); p. 1625 - 1630, View in Reaxys c=8.54 Angstroem.; Method of determination: X-ray Diffraction

Crystal Property Description (4) Colour & Other Location Properties

References

white

Zhang, Datong; Ma, Yuntong; Liu, Yu; Liu, Zhao-Peng; Archiv der Pharmazie; vol. 347; nb. 8; (2014); p. 576 - 588, View in Reaxys; Alsaeedi, Huda S.; Aljaber, Nabila A.; Ara, Ismet; Asian Journal of Chemistry; vol. 27; nb. 10; (2015); p. 3639 - 3646, View in Reaxys; Arshad, Muhammad; Jadoon, Mehwish; Iqbal, Zafar; Fatima, Mehwish; Ali, Muhammad; Ayub, Khurshid; Qureshi, Ashfaq Mahmood; Ashraf, Muhammad; Arshad, Muhammad Nadeem; Asiri, Abdullah M.; Waseem, Amir; Mahmood, Tariq; Journal of Molecular Structure; vol. 1133; (2017); p. 80 - 89, View in Reaxys; Queen, Aarfa; Khan, Parvez; Idrees, Danish; Azam, Amir; Hassan, Md. Imtaiyaz; International Journal of Biological Macromolecules; vol. 106; (2018); p. 840 850, View in Reaxys

white

supporting informa- Tripathi, Chandra Bhushan; Mukherjee, Santanu; Organic Letters; vol. 16; nb. 12; (2014); p. tion 3368 - 3371, View in Reaxys; Jha, Abadh Kishor; Jain, Nidhi; Chemical Communications; vol. 52; nb. 9; (2016); p. 1831 - 1834, View in Reaxys; Li, Wei; Gao, Lingfeng; Zhuge, Wenyun; Sun, Xu; Zheng, Gengxiu; Organic and Biomolecular Chemistry; vol. 15; nb. 37; (2017); p. 7819 - 7823, View in Reaxys

white

Paragraph 0022; 0030; 0038

Nadeln

Patent; Li Jianheng; Ma Siyue; (7 pag.); CN107056871; (2017); (A) Chinese, View in Reaxys Freudenberg; Bluemmel; Justus Liebigs Annalen der Chemie; vol. 440; (1924); p. 51, View in Reaxys

Crystal System (1) Crystal System References monoclinic

Dissociation Exponent (5) 1 of 5

Comment (Dissociation Exponent)

(pk')pK(app.) (25grad): 10.71 (H2O); 11.87 (MCS)

Exner; Janak; Collection of Czechoslovak Chemical Communications; vol. 40; (1975); p. 2510,2514, View in Reaxys 2 of 5

Comment (Dissociation Exponent)

(pk')pKa

Sayer,J.M. et al.; Journal of the American Chemical Society; vol. 95; (1973); p. 4277 - 4287, View in Reaxys 3 of 5

Comment (Dissociation Exponent)

(pk')pKa bei Anionbildung

Sayer,J.M. et al.; Journal of the American Chemical Society; vol. 95; (1973); p. 4277 - 4287, View in Reaxys 4 of 5

Comment (Dissociation Exponent)

(pk')pK(a1): 1.42 +-0.02 (Tab.3,4; Fig.1,2,3)

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Grekov et al.; Zhurnal Organicheskoi Khimii; vol. 7; (1971); p. 787,794,795-797, View in Reaxys 5 of 5

Comment (Dissociation Exponent)

(pk')pK(a2): 11.35 +-0.04 (Tab.3,4; Fig.1,2,3)

Grekov et al.; Zhurnal Organicheskoi Khimii; vol. 7; (1971); p. 787,794,795-797, View in Reaxys Electrical Moment (1) 1 of 1

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

Îź(D) in 1.4-Dioxan

Titov; Kal'nitzkii; Sov. Prog. Chem. (Engl. Transl.); vol. 38; nb. 11; (1972); p. 1149,66, View in Reaxys Electrochemical Characteristics (4) 1 of 4

Description (Electrochemical Characteristics)

cyclovoltammetry

Solvent (Electrochemical Characteristics)

dimethyl sulfoxide

Location

supporting information

Comment (Electrochemical Characteristics)

Saturated silver chloride electrode; potential diagram; 0.1 M n-Bu4NBF4

Zhao, Yu; Lai, Yin-Long; Du, Ke-Si; Lin, Dian-Zhao; Huang, Jing-Mei; Journal of Organic Chemistry; vol. 82; nb. 18; (2017); p. 9655 - 9661, View in Reaxys 2 of 4

Description (Electrochemical Characteristics)

cyclovoltammetry

Solvent (Electrochemical Characteristics)

acetonitrile; water

Location

supporting information

Comment (Electrochemical Characteristics)

Glass electrode; potential diagram; Bu4NClO4

Terent'ev, Alexander O.; Mulina, Olga M.; Pirgach, Dmitry A.; Ilovaisky, Alexey I.; Syroeshkin, Mikhail A.; Kapustina, Nadezhda I.; Nikishin, Gennady I.; Tetrahedron; vol. 73; nb. 49; (2017); p. 6871 - 6879, View in Reaxys 3 of 4

Description (Electrochemical Characteristics)

cyclovoltammetry

Solvent (Electrochemical Characteristics)

dimethyl sulfoxide

Location

supporting information

Comment (Electrochemical Characteristics)

Saturated silver chloride electrode; potential diagram; nBu4NBF4 (0.1 M)

Tang, Shan; Wu, Yong; Liao, Wenqing; Bai, Ruopeng; Liu, Chao; Lei, Aiwen; Chemical Communications; vol. 50; nb. 34; (2014); p. 4496 - 4499, View in Reaxys 4 of 4

Description (Electrochemical Characteristics)

cyclic voltammetry

Solvent (Electrochemical Characteristics)

dimethylformamide

Ragnarsson, Ulf; Grehn, Leif; Maia, Hernani L. S.; Monteiro, Luis S.; Journal of Chemical Research, Miniprint; nb. 1; (2000); p. 129 - 149, View in Reaxys Further Information (4) Description (FurReferences ther Information) Further information Holzmann; Minkwitz; Zeitschrift fuer Anorganische und Allgemeine Chemie; vol. 413; (1975); p. 72,74,75, View in Reaxys Further information Wiberg et al.; Chemische Berichte; vol. 107; (1974); p. 1456,1458,1467, View in Reaxys Further information Dychanow et al.; Russian Journal of Physical Chemistry; vol. 40; (1966); p. 1403; Zhurnal Fizicheskoi Khimii; vol. 40; (1966); p. 2617, View in Reaxys

Copyright ÂŠ 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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Further information Poshkus et al.; Journal of Organic Chemistry; vol. 28; (1963); p. 2766,2767, View in Reaxys Interatomic Distances and Angles (1) Description References Interatomic distances and angles

Space Group (1) Space Group 14

Lightfoot, Philip; Tremayne, Maryjane; Glidewell, Christopher; Harris, Kenneth D. M.; Bruce, Peter G.; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 9; (1993); p. 1625 - 1630, View in Reaxys; Harris, Kenneth D. M.; Tremayne, Maryjane; Lightfoot, Philip; Bruce, Peter G.; Journal of the American Chemical Society; vol. 116; nb. 8; (1994); p. 3543 - 3547, View in Reaxys References Lightfoot, Philip; Tremayne, Maryjane; Glidewell, Christopher; Harris, Kenneth D. M.; Bruce, Peter G.; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 9; (1993); p. 1625 - 1630, View in Reaxys; Harris, Kenneth D. M.; Tremayne, Maryjane; Lightfoot, Philip; Bruce, Peter G.; Journal of the American Chemical Society; vol. 116; nb. 8; (1994); p. 3543 - 3547, View in Reaxys

NMR Spectroscopy (21) 1 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 600 scopy) [MHz] Location

Paragraph 0192

Patent; Soochow University (Suzhou); Li Huanqiu; Zhou Zehao; Huang Jun; Chen Xihua; (19 pag.); CN107759532; (2018); (A) Chinese, View in Reaxys 2 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Li, Wei; Gao, Lingfeng; Zhuge, Wenyun; Sun, Xu; Zheng, Gengxiu; Organic and Biomolecular Chemistry; vol. 15; nb. 37; (2017); p. 7819 - 7823, View in Reaxys 3 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Choudhuri, Khokan; Achar, Tapas Kumar; Mal, Prasenjit; Advanced Synthesis and Catalysis; vol. 359; nb. 20; (2017); p. 3566 - 3576, View in Reaxys 4 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

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Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Fernandes, Thais B.; Cunha, Micael R.; Sakata, Renata P.; Candido, Thalita M.; Baby, André R.; Tavares, Maurício T.; Barbosa, Euzébio G.; Almeida, Wanda P.; Parise-Filho, Roberto; Archiv der Pharmazie; vol. 350; nb. 11; (2017); Art.No: 1700163, View in Reaxys 5 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Fernandes, Thais B.; Cunha, Micael R.; Sakata, Renata P.; Candido, Thalita M.; Baby, André R.; Tavares, Maurício T.; Barbosa, Euzébio G.; Almeida, Wanda P.; Parise-Filho, Roberto; Archiv der Pharmazie; vol. 350; nb. 11; (2017); Art.No: 1700163, View in Reaxys 6 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Wang, Ting-Ting; Yang, Fu-Lai; Tian, Shi-Kai; Advanced Synthesis and Catalysis; vol. 357; nb. 5; (2015); p. 928 - 932, View in Reaxys; Wang, Fu-Xiang; Tian, Shi-Kai; Journal of Organic Chemistry; vol. 80; nb. 24; (2015); p. 12697 - 12703, View in Reaxys; Yang, Fu-Lai; Gui, Yang; Yu, Bang-Kui; Jin, You-Xiang; Tian, Shi-Kai; Advanced Synthesis and Catalysis; vol. 358; nb. 21; (2016); p. 3368 - 3372, View in Reaxys 7 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 300.1 scopy) [MHz] Location

supporting information

Jha, Abadh Kishor; Jain, Nidhi; Chemical Communications; vol. 52; nb. 9; (2016); p. 1831 - 1834, View in Reaxys 8 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 75.5 scopy) [MHz]

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Location

supporting information

Jha, Abadh Kishor; Jain, Nidhi; Chemical Communications; vol. 52; nb. 9; (2016); p. 1831 - 1834, View in Reaxys 9 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 400 scopy) [MHz] Zhang, Datong; Ma, Yuntong; Liu, Yu; Liu, Zhao-Peng; Archiv der Pharmazie; vol. 347; nb. 8; (2014); p. 576 - 588, View in Reaxys; Alsaeedi, Huda S.; Aljaber, Nabila A.; Ara, Ismet; Asian Journal of Chemistry; vol. 27; nb. 10; (2015); p. 3639 - 3646, View in Reaxys 10 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 400 scopy) [MHz] Location

Paragraph 0216

Patent; Sogang University Academic Cooperation; Haw, Nam Hwe; Lee, Byung Noh; (24 pag.); KR2015/88523; (2015); (A) Korean, View in Reaxys 13 of 21

Description (NMR Spectroscopy)

Chemical shifts

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Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 100 scopy) [MHz] Location

Paragraph 0217

Patent; Sogang University Academic Cooperation; Haw, Nam Hwe; Lee, Byung Noh; (24 pag.); KR2015/88523; (2015); (A) Korean, View in Reaxys 14 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Tripathi, Chandra Bhushan; Mukherjee, Santanu; Organic Letters; vol. 16; nb. 12; (2014); p. 3368 - 3371, View in Reaxys 15 of 21

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Tripathi, Chandra Bhushan; Mukherjee, Santanu; Organic Letters; vol. 16; nb. 12; (2014); p. 3368 - 3371, View in Reaxys 16 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Ragnarsson, Ulf; Grehn, Leif; Pehk, Tnis; Tetrahedron Letters; vol. 55; nb. 51; (2014); p. 7019 - 7022, View in Reaxys 17 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Ragnarsson, Ulf; Grehn, Leif; Pehk, Tnis; Tetrahedron Letters; vol. 55; nb. 51; (2014); p. 7019 - 7022, View in Reaxys 18 of 21

Description (NMR Spectroscopy)

Chemical shifts

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Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 300 scopy) [MHz] Da Paixao Soares, Fabio; Silva, Maria Joselice E; Doboszewski, Bogdan; Carbohydrate Research; vol. 380; (2013); p. 143 148, View in Reaxys 19 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 75 scopy) [MHz] Da Paixao Soares, Fabio; Silva, Maria Joselice E; Doboszewski, Bogdan; Carbohydrate Research; vol. 380; (2013); p. 143 148, View in Reaxys 20 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

tetradeuterioacetic acid

Briganti; Pierattelli; Scozzafava; Supuran; European Journal of Medicinal Chemistry; vol. 31; nb. 12; (1996); p. 1001 - 1010, View in Reaxys 21 of 21

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

tetradeuterioacetic acid

Frequency (NMR Spectro- 60 scopy) [MHz] Supuran, Claudiu T.; Banciu, Mircea D.; Revue Roumaine de Chimie; vol. 36; nb. 11-12; (1991); p. 1345 - 1354, View in Reaxys IR Spectroscopy (11) 1 of 11

Description (IR Spectroscopy)

ATR (attenuated total reflectance); Bands

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Khan, Khalid Mohammed; Salar, Uzma; Fakhri, Muhammad Imran; Taha, Muhammad; Hameed, Abdul; Perveen, Shahnaz; Voelter, Wolfgang; Letters in Organic Chemistry; vol. 12; nb. 9; (2015); p. 637 - 644, View in Reaxys; Alsaeedi, Huda S.; Aljaber, Nabila A.; Ara, Ismet; Asian Journal of Chemistry; vol. 27; nb. 10; (2015); p. 3639 - 3646, View in Reaxys 3 of 11

Description (IR Spectroscopy)

Intensity of IR bands; Bands

Location

supporting information

Comment (IR Spectroscopy)

film

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Tripathi, Chandra Bhushan; Mukherjee, Santanu; Organic Letters; vol. 16; nb. 12; (2014); p. 3368 - 3371, View in Reaxys 4 of 11

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Comment (IR Spectroscopy)

3260 - 510 cm**(-1)

Briganti; Pierattelli; Scozzafava; Supuran; European Journal of Medicinal Chemistry; vol. 31; nb. 12; (1996); p. 1001 - 1010, View in Reaxys 5 of 11

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

KBr

Comment (IR Spectroscopy)

4000 - 400 cm**(-1)

Edwards, H.G.M.; Lewis, I.R.; Journal of Molecular Structure; vol. 301; (1993); p. 37 - 46, View in Reaxys 6 of 11

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

polyethylene

Comment (IR Spectroscopy)

500 - 100 cm**(-1)

Edwards, H.G.M.; Lewis, I.R.; Journal of Molecular Structure; vol. 301; (1993); p. 37 - 46, View in Reaxys 7 of 11

Description (IR Spectroscopy)

Reflection spectrum

Edwards, H.G.M.; Lewis, I.R.; Journal of Molecular Structure; vol. 301; (1993); p. 37 - 46, View in Reaxys 8 of 11

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Supuran, Claudiu T.; Banciu, Mircea D.; Revue Roumaine de Chimie; vol. 36; nb. 11-12; (1991); p. 1345 - 1354, View in Reaxys 9 of 11

Description (IR Spectroscopy)

Grekov; Otroshko; Zhurnal Organicheskoi Khimii; vol. 10; (1974); p. 1905,1916, View in Reaxys; Grekov et al.; Zhurnal Organicheskoi Khimii; vol. 7; (1971); p. 787,794,795-797, View in Reaxys; Cremlyn; Waters; Journal of the Chemical Society; (1964); p. 6243, View in Reaxys 10 of 11

Description (IR Spectroscopy)

Bands

TANAKA; Chemical and pharmaceutical bulletin; vol. 13; (1965); p. 399 - 405, View in Reaxys 11 of 11

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

nujol

Comment (IR Spectroscopy)

4000 - 600 cm**(-1)

Wang et al.; Huaxue Xuebao; vol. 25; (1959); p. 254,255,256; Chem.Abstr.; (1960); p. 18371, View in Reaxys Mass Spectrometry (3) Description (Mass Location Spectrometry) electron impact (EI); spectrum high resolution mass spectrometry (HRMS); electrospray ionisation

References Khan, Khalid Mohammed; Salar, Uzma; Fakhri, Muhammad Imran; Taha, Muhammad; Hameed, Abdul; Perveen, Shahnaz; Voelter, Wolfgang; Letters in Organic Chemistry; vol. 12; nb. 9; (2015); p. 637 - 644, View in Reaxys

supporting informa- Tripathi, Chandra Bhushan; Mukherjee, Santanu; Organic Letters; vol. 16; nb. 12; (2014); p. tion 3368 - 3371, View in Reaxys

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(ESI); time-offlight mass spectra (TOFMS); spectrum Balza; Duran; Organic Mass Spectrometry; vol. 8; (1974); p. 413, View in Reaxys; Kascheres; van Fossen Bravo; Organic Mass Spectrometry; vol. 14; (1979); p. 293,294, View in Reaxys UV/VIS Spectroscopy (3) 1 of 3

Description (UV/VIS Spectroscopy)

Spectrum

Murtaza, Shahzad; Shamim, Saima; Kousar, Naghmana; Tahir, Muhammad Nawaz; Sirajuddin, Muhammad; Rana, Usman Ali; Journal of Molecular Structure; vol. 1107; (2016); p. 99 - 108, View in Reaxys 2 of 3

Description (UV/VIS Spectroscopy)

Absorption maxima

Exner; Janak; Collection of Czechoslovak Chemical Communications; vol. 40; (1975); p. 2510,2514, View in Reaxys 3 of 3

Description (UV/VIS Spectroscopy)

UV/VIS

Sayer,J.M. et al.; Journal of the American Chemical Society; vol. 95; (1973); p. 4277 - 4287, View in Reaxys Raman Spectroscopy (2) Description (Ram- Comment (Raman an Spectroscopy) Spectroscopy)

References

Spectrum

neat (no solvent, solid phase)

Edwards, H.G.M.; Lewis, I.R.; Journal of Molecular Structure; vol. 301; (1993); p. 37 - 46, View in Reaxys

Bands

acetonitrile

Edwards, H.G.M.; Lewis, I.R.; Journal of Molecular Structure; vol. 301; (1993); p. 37 - 46, View in Reaxys

Use (5) Use Pattern

Location

References

Page/Page column 8; 9

Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; MATHARU, Saroop Singh; GRANT, Ewart; HEINRICH, Brian W.; US2015/252052; (2015); (A1) English, View in Reaxys

sulfonic acid hydra- Page/Page column zide in process for 8; 9 preparing 8,14-dihydrooripavine

Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; MATHARU, Saroop Singh; GRANT, Ewart; HEINRICH, Brian W.; US2015/252052; (2015); (A1) English, View in Reaxys

sulfonic acid hydra- Page/Page column zide in process for 8; 9 preparing 8,14-dihydrothebaine

Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; MATHARU, Saroop Singh; GRANT, Ewart; HEINRICH, Brian W.; US2015/252052; (2015); (A1) English, View in Reaxys

air-permeable foaming agent

Patent; SILO CHEM CO., LTD.; WO2005/123750; (2005); (A1) English, View in Reaxys

preparing the oxygen enriching membrane

Patent; SILO CHEM CO., LTD.; WO2005/123750; (2005); (A1) English, View in Reaxys

General chemicals

Quantum Chemical Calculations (2) Calculated Proper- Method (Quantum ties Chemical Calculations)

References

Atom distances, an- Ab initio calcns. gles (LCAO, GO SCF, DIM, SAMO, X-à, Hartree-Fock)

Akita, Motoko; Takahashi, Mai; Kobayashi, Keiji; Hayashi, Naoto; Tukada, Hideyuki; Journal of Molecular Structure; vol. 1034; (2013); p. 346 - 353, View in Reaxys

Electronegativity; Electronic energy levels; Population analysis, charge distribution

Singh; Rawat, Poonam; Journal of Molecular Structure; vol. 1054-1055; (2013); p. 65 - 75, View in Reaxys

Ab initio calcns. (LCAO, GO SCF, DIM, SAMO, X-à, Hartree-Fock)

Medchem (34) 1 of 34

Target Name

enzyme

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Target Synonyms

enzyme

Target, Subunit, Species

enzyme

Target Mutant/Chimera Details

enzyme:Wild

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |enzyme; inhib. of Bioassay : the enzyme concentration in the assay cell was approx. 1E-8 M Maren's micromethod; substrate-enzyme-inhibitor technique

Substance RN

610130View in Reaxys

Substance Name

1431124

Measurement Parameter

IC50

Unit

ÂľM

Quantitative value

Measurement pX

4.28

Supuran, Claudiu T.; Banciu, Mircea D.; Revue Roumaine de Chimie; vol. 36; nb. 11-12; (1991); p. 1345 - 1354, View in Reaxys 2 of 34

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

610130View in Reaxys

Substance Name

1431124

Qualitative Results

inhibition of CA I and CA II in the reactions of CO2 hydration and 4-nitrophenyl acetate hydrolysis

Measurement Parameter

qualitative

Briganti; Pierattelli; Scozzafava; Supuran; European Journal of Medicinal Chemistry; vol. 31; nb. 12; (1996); p. 1001 - 1010, View in Reaxys 3 of 34

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent growth inhibition of Microsporum canis was determined upon incubation for 7-10 days with compound dissolved DMSO using antifungal assay

Biological Species/NCBI ID

Arthroderma otae

Substance RN

610130View in Reaxys

Measurement Parameter

inhibition rate

Unit

Measurement Object

Growth inhibition

Qualitative value

Quantitative value

Maqsood, Zahida T.; Khan, Khalid M.; Ashiq, Uzma; Jamal, Rifat A.; Chohan, Zahid H.; Mahroof-Tahir, Mohammad; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 21; nb. 1; (2006); p. 37 - 42, View in Reaxys 4 of 34

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent growth inhibition of Fusarium solani was determined upon incubation for 7-10 days with compound dissolved DMSO using antifungal assay

Biological Species/NCBI ID

Fusarium solani

Substance RN

610130View in Reaxys

Measurement Parameter

inhibition rate

Unit

Copyright ÂŠ 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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Measurement Object

Growth inhibition

Qualitative value

Quantitative value

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent growth inhibition of Trichophyton longifusus was determined upon incubation for 7-10 days with compound dissolved DMSO using antifungal assay

Biological Species/NCBI ID

Trichophyton longifusum

Substance RN

610130View in Reaxys

Measurement Parameter

inhibition rate

Unit

Measurement Object

Percent growth inhibition

Qualitative value

Quantitative value

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent growth inhibition of Candida albicans was determined upon incubation for 7-10 days with compound dissolved DMSO using antifungal assay

Biological Species/NCBI ID

Candida albicans

Substance RN

610130View in Reaxys

Measurement Parameter

inhibition rate

Unit

Measurement Object

Growth inhibition

Qualitative value

Quantitative value

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent growth inhibition of Aspergillus flavus was determined upon incubation for 7-10 days with compound dissolved DMSO using antifungal assay

Biological Species/NCBI ID

Aspergillus flavus

Substance RN

610130View in Reaxys

Measurement Parameter

inhibition rate

Unit

Measurement Object

Percent growth inhibition

Qualitative value

Quantitative value

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent growth inhibition of Candida glabrata was determined upon incubation for 7-10 days with compound dissolved DMSO using antifungal assay

Copyright ÂŠ 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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Biological Species/NCBI ID

Candida glabrata

Substance RN

610130View in Reaxys

Measurement Parameter

inhibition rate

Unit

Measurement Object

Percent growth inhibition

Qualitative value

Quantitative value

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Minimum inhibitory concentration against Microsporum canis was determined upon incubation for 7-10 days with compound dissolved DMSO using agar tube dilution assay

Biological Species/NCBI ID

Arthroderma otae

Substance RN

610130View in Reaxys

Measurement Parameter

MIC

Unit

µg/mL

Measurement Object

Minimum Inhibitory Concentration

Qualitative value

Quantitative value

350

Measurement pX

2.73

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Minimum inhibitory concentration of the compound against Escherichia coli ATCC 25922 with the absence methionine

Biological Species/NCBI ID

Escherichia coli ATCC 25922

Substance RN

610130View in Reaxys

Measurement Parameter

MIC

Unit

µg/mL

Measurement Object

Minimum Inhibitory Concentration

Qualitative value

Quantitative value

Measurement pX

3.76

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Minimum inhibitory concentration of the compound against Candida albicans ATCC 90028

Biological Species/NCBI ID

Candida albicans ATCC 90028

Substance RN

610130View in Reaxys

Measurement Parameter

MIC

Unit

µg/mL

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Measurement Object

Minimum Inhibitory Concentration

Qualitative value

Quantitative value

128

Measurement pX

3.16

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Minimum inhibitory concentration of the compound against Escherichia coli ATCC 25922 with the presence methionine

Biological Species/NCBI ID

Escherichia coli ATCC 25922

Substance RN

610130View in Reaxys

Measurement Parameter

MIC

Unit

µg/mL

Qualitative value

Quantitative value

Measurement pX

3.46

Concomitants: Compound name

Methionine

Concomitants: Compound role

COM

Target Name

Cystathionine beta-lyase [Escherichia coli]

Target Synonyms

cystathionine beta-lyase (beta-cystathionase); cystathionine beta-lyase; cystathionine beta-lyase metc; cystathionine beta-lyase, plp-dependent; l-cysteine desulfhydrase; metc; metc_2

Target Uniprot ID

a0a066q4r2; a0a066t1w5; a0a093ep09; a0a0a1a8s3; a0a0a6rmf6; a0a0b1jpd9; a0a0d8wcr7; a0a0f3tw31; a0a0f3ue19; a0a0j2edh5; a0a0j3vp00; a0a0j8xka8; a0a0k3qt72; a0a0k3yvz8; a0a0k4qkc6; a0a0l6zw52; a0a0t5xqh9; a0a0t5xr68; a0a0u4jq55; a0a0v9miy1; a0a0v9rhk0; a0a148hx19; a0a166slq7; a0a166ww63; a0a166yep0; a0a193lxf4; a0a193mtt1; a0a1a9pde8; a0a1d3kdq9; a0a1d7pfp7; a0a1e5m9p2; a0a1m0cwc6; a0a1m2shy9; a0a1q4pas6; a0a1q6b422; a0a1u9suc2; a0a1x0q0a5; a0a1x1m1x9; c3sum2; c3sum5; e2d2q9; f5a553; j7q9n8; w8t5a0

Target, Subunit, Species

Cystathionine beta-lyase [Escherichia coli]

Target Mutant/Chimera Details

Cystathionine beta-lyase [Escherichia coli]:Wild

Target Species (Bioactivity)

Escherichia coli

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory concentration of the compound dissolved in DMSO against Escherichia coli cystathionine beta-lyase using cystathionine as substrate upon incubation in 50 mM TAPS buffer, pH 8.5 for 10 min at RT

Biological Species/NCBI ID

Escherichia coli

Substance RN

610130View in Reaxys

Measurement Parameter

IC50

Unit

µM

Qualitative value

Quantitative value

2.2

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Deviation

0.1

Measurement pX

5.66

Concomitants: Compound name

cystathionine

Concomitants: Compound role

SUB

Substance Effect

Antimicrobial

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Minimum inhibitory concentration of compound against growth of Gram-negative Escherichia coli using tube dilution assay

Biological Species/NCBI ID

Escherichia coli

Substance RN

610130View in Reaxys

Measurement Parameter

MIC

Unit

µg/mL

Measurement Object

Growth inhibition

Qualitative value

Quantitative value

150

Measurement pX

3.09

Hrushikesh Deokar; Jyotsna Chaskar; Atul Chaskar; Pharm Chem J; vol. 46; nb. 7; (2012); p. 429 - 434, View in Reaxys 15 of 34

Substance Effect

Antimicrobial

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Minimum inhibitory concentration of compound against growth of Gram-positive Staphylococcus aureus using tube dilution assay

Biological Species/NCBI ID

Staphylococcus aureus

Substance RN

610130View in Reaxys

Measurement Parameter

MIC

Unit

µg/mL

Measurement Object

Growth inhibition

Qualitative value

Quantitative value

150

Measurement pX

3.09

Hrushikesh Deokar; Jyotsna Chaskar; Atul Chaskar; Pharm Chem J; vol. 46; nb. 7; (2012); p. 429 - 434, View in Reaxys 16 of 34

Substance Effect

Antimicrobial

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Minimum inhibitory concentration of compound against growth of Salmonella typhi using tube dilution assay

Biological Species/NCBI ID

Salmonella enterica serovar Typhi

Substance RN

610130View in Reaxys

Measurement Parameter

MIC

Unit

µg/mL

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Measurement Object

Growth inhibition

Qualitative value

Quantitative value

200

Measurement pX

2.97

Hrushikesh Deokar; Jyotsna Chaskar; Atul Chaskar; Pharm Chem J; vol. 46; nb. 7; (2012); p. 429 - 434, View in Reaxys 17 of 34

18 of 34

Target Name

Carbonic anhydrase 2 [human]

Target Synonyms

ca-ii; ca2; cac; carbonate dehydratase ii; carbonic anhydrase 2; carbonic anhydrase c; carbonic anhydrase ii

Target Uniprot ID

p00918

Target PDB ID

12ca; 1a42; 1am6; 1avn; 1bn4; 1bnm; 1bnn; 1bnq; 1bnt; 1bnu; 1bnv; 1cah; 1cai; 1caj; 1cak; 1cal; 1cam; 1ccs; 1cct; 1ccu; 1cil; 1cim; 1cin; 1cnb; 1cnj; 1cnk; 1cnw; 1cnx; 1cny; 1cra; 1cva; 1cvf; 1cvh; 1dca; 1dcb; 1eou; 1f2w; 1fr4; 1fr7; 1fsn; 1fsq; 1fsr; 1g0e; 1g0f; 1g48; 1g4j; 1g4o; 1g52; 1g53; 1g54; 1h4n; 1heb; 1hec; 1hed; 1hva; 1i8z; 1i90; 1i9o; 1i9p; 1i9q; 1if4; 1if5; 1if6; 1if7; 1lg5; 1lg6; 1lgd; 1lug; 1lzv; 1moo; 1mua; 1ray; 1raz; 1rza; 1rzb; 1rzc; 1rzd; 1te3; 1teq; 1teu; 1tg3; 1tg9; 1th9; 1thk; 1ugd; 1uge; 1ugf; 1ugg; 1xeg; 1xev; 1xpz; 1ydd; 1yo0; 1yo1; 1yo2; 1z9y; 1ze8; 1zh9; 1zsa; 1zsb; 1zsc; 2abe; 2aw1; 2ax2; 2cbd; 2cbe; 2eu2; 2eu3; 2ez7; 2f14; 2fmg; 2foq; 2fos; 2fou; 2fov; 2gd8; 2geh; 2hl4; 2hnc; 2hoc; 2ili; 2nng; 2nno; 2nns; 2nwz; 2nxr; 2nxs; 2nxt; 2o4z; 2osf; 2osm; 2q1q; 2q38; 2qo8; 2qoa; 2qp6; 2vva; 2weh; 2wej; 2weo; 2x7s; 2x7t; 2x7u; 3b4f; 3ca2; 3caj; 3cyu; 3d8w; 3d92; 3d93; 3d9z; 3dcc; 3dcs; 3dcw; 3dd0; 3dd8; 3dv7; 3eft; 3f4x; 3f8e; 3ffp; 3gz0; 3hfp; 3hkn; 3hs4; 3ibi; 3ibl; 3ibn; 3ibu; 3ieo; 3igp; 3kkx; 3kne; 3koi; 3kok; 3kon; 3ks3; 3m1j; 3m1k; 3m1q; 3m1w; 3m2n; 3m2x; 3m2y; 3m5s; 3m5t; 3m67; 3m96; 3m98; 3mhc; 3mhi; 3mmf; 3mna; 3mnh; 3mni; 3mnj; 3mnk; 3n0n; 3n2p; 3n3j; 3n4b; 3nb5; 3ni5; 3nj9; 3okv; 3oy0; 3oyq; 3oys; 3p3h; 3p3j; 3p44; 3p5l; 3pjj; 3po6; 3pyk; 3qyk; 3r16; 3rj7; 3rld; 3ryj; 3ryv; 3ryx; 3ryy; 3ryz; 3rz8; 3s71; 3s72; 3s73; 3s74; 3s75; 3s76; 3sap; 3sax; 3sbh; 3sbi; 3t5u; 3t5z; 3tmj; 3tvn; 3tvo; 3u3a; 3u45; 3u47; 3u7c; 3v3h; 3v3i; 3v3j; 3v5g; 3v7x; 3vbd; 3zp9; 4cac; 4cq0; 4dz7; 4dz9; 4e3d; 4e3f; 4e5q; 4fik; 4fl7; 4fpt; 4frc; 4fu5; 4fvn; 4hew; 4hey; 4hez; 4hf3; 4ht0; 4idr; 4ilx; 4jsa; 4jss; 4jsw; 4jsz; 4k0s; 4k0t; 4kni; 4knj; 4kuv; 4kuw; 4kuy; 4kv0; 4l5u; 4m2r; 4m2u; 4m2v; 4m2w; 4mdg; 4mdl; 4mdm; 4n0x; 4n16; 4pq7; 4pxx; 4pyx; 4pyy; 4q09; 4q49; 4q6d; 4q6e; 4q78; 4q7p; 4q7s; 4q87; 4q8x; 4q8y; 4q8z; 4q90; 4q99; 4q9y; 4qk2; 4qk3; 4qsa; 4qsb; 4qsi; 4qtl; 4rfc; 4rfd; 4rh2; 4riu; 4riv; 4rn4; 4rux; 4xe1; 4y0j; 4ygj; 4ygk; 4ygl; 4ygn; 4yxu; 4yyt; 4z0q; 4z1e; 4z1j; 4z1k; 4zwy; 4zwz; 4zx0; 4zx1; 5a6h; 5amd; 5amg; 5brw; 5byi; 5c8i; 5ca2; 5cac; 5cjl; 5dsj; 5dsk; 5dsl; 5dsm; 5dsn; 5dso; 5e2k; 5e2r; 5e2s; 5eh5; 5eh7; 5eh8; 5ehe; 5ekj; 5ekm; 5eoi; 5fdc; 5fdi; 5flo; 5fng; 5fnh; 5fni; 5fnj; 5fnk; 5fnl; 5g0c; 5j8z; 5jdv; 5je7; 5jeg; 5jeh; 5jep; 5jgt; 5jmz; 5jn1; 5jn3; 5jn7; 5jq0; 5n0d; 5n0e; 5sz0; 5sz1; 5sz2; 5sz3; 5th4; 5thi; 5thj; 5thn; 5ti0; 6ca2; 7ca2

Target, Subunit, Species

Carbonic anhydrase 2 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory concentration against human Carbonic anhydrase II

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

Qualitative value

Quantitative value

Measurement pX

7.28

Target Name

Carbonic anhydrase 1 [human]

Target Synonyms

ca-i; ca1; cab; carbonate dehydratase i; carbonic anhydrase 1; carbonic anhydrase b; carbonic anhydrase i

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20 of 34

Target Uniprot ID

p00915

Target PDB ID

1azm; 1bzm; 1crm; 1czm; 1hcb; 1hug; 1huh; 1j9w; 1jv0; 2cab; 2foy; 2fw4; 2it4; 2nmx; 2nn1; 2nn7; 3lxe; 3w6h; 3w6i; 4wr7; 4wup; 4wuq; 5e2m

Target, Subunit, Species

Carbonic anhydrase 1 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 1 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory concentration against human Carbonic anhydrase I

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

Qualitative value

Quantitative value

Measurement pX

7.15

Target Name

Carbonic anhydrase 1 [human]

Target Synonyms

ca-i; ca1; cab; carbonate dehydratase i; carbonic anhydrase 1; carbonic anhydrase b; carbonic anhydrase i

Target Uniprot ID

p00915

Target PDB ID

1azm; 1bzm; 1crm; 1czm; 1hcb; 1hug; 1huh; 1j9w; 1jv0; 2cab; 2foy; 2fw4; 2it4; 2nmx; 2nn1; 2nn7; 3lxe; 3w6h; 3w6i; 4wr7; 4wup; 4wuq; 5e2m

Target, Subunit, Species

Carbonic anhydrase 1 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 1 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards human carbonic anhydrase I isozyme

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

Qualitative value

Quantitative value

Measurement pX

1.15

Target Name

Carbonic anhydrase 2 [human]

Target Synonyms

ca-ii; ca2; cac; carbonate dehydratase ii; carbonic anhydrase 2; carbonic anhydrase c; carbonic anhydrase ii

Target Uniprot ID

p00918

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21 of 34

Target PDB ID

Target, Subunit, Species

Carbonic anhydrase 2 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity against human carbonic anhydrase II isozyme

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

Qualitative value

Quantitative value

Measurement pX

1.28

Target Name

Carbonic anhydrase 1 [human]

Target Synonyms

ca-i; ca1; cab; carbonate dehydratase i; carbonic anhydrase 1; carbonic anhydrase b; carbonic anhydrase i

Target Uniprot ID

p00915

Target PDB ID

1azm; 1bzm; 1crm; 1czm; 1hcb; 1hug; 1huh; 1j9w; 1jv0; 2cab; 2foy; 2fw4; 2it4; 2nmx; 2nn1; 2nn7; 3lxe; 3w6h; 3w6i; 4wr7; 4wup; 4wuq; 5e2m

Target, Subunit, Species

Carbonic anhydrase 1 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 1 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

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23 of 34

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards human Carbonic anhydrase I (12 uM) was determined by 4-nitrophenyl acetate hydrolysis reaction using Tris-H2SO4 buffer at PH 7.8

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Qualitative value

Quantitative value

180

Measurement pX

3.74

Target Name

Carbonic anhydrase 2 [bovine]

Target Synonyms

ca-ii; ca2; carbonate dehydratase ii; carbonic anhydrase 2; carbonic anhydrase ii

Target Uniprot ID

p00921

Target, Subunit, Species

Carbonic anhydrase 2 [bovine]

Target Mutant/Chimera Details

Carbonic anhydrase 2 [bovine]:Wild

Target Species (Bioactivity)

bovine

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards bovine Carbonic anhydrase II (15 nM) was determined by CO2 hydration reaction using veronal buffer at PH 7.4

Biological Species/NCBI ID

bovine

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Qualitative value

Quantitative value

Measurement pX

4.28

Target Name

Carbonic anhydrase 1 [human]

Target Synonyms

ca-i; ca1; cab; carbonate dehydratase i; carbonic anhydrase 1; carbonic anhydrase b; carbonic anhydrase i

Target Uniprot ID

p00915

Target PDB ID

1azm; 1bzm; 1crm; 1czm; 1hcb; 1hug; 1huh; 1j9w; 1jv0; 2cab; 2foy; 2fw4; 2it4; 2nmx; 2nn1; 2nn7; 3lxe; 3w6h; 3w6i; 4wr7; 4wup; 4wuq; 5e2m

Target, Subunit, Species

Carbonic anhydrase 1 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 1 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards human Carbonic anhydrase I (80 nM) was determined by CO2 hydration reaction using veronal buffer at PH 7.4

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Biological Species/NCBI ID

24 of 34

25 of 34

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Qualitative value

Quantitative value

Measurement pX

4.15

Target Name

Carbonic anhydrase 2 [bovine]

Target Synonyms

ca-ii; ca2; carbonate dehydratase ii; carbonic anhydrase 2; carbonic anhydrase ii

Target Uniprot ID

p00921

Target, Subunit, Species

Carbonic anhydrase 2 [bovine]

Target Mutant/Chimera Details

Carbonic anhydrase 2 [bovine]:Wild

Target Species (Bioactivity)

bovine

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards bovine Carbonic anhydrase II (3 uM) was determined by 4-nitrophenyl acetate hydrolysis reaction using Tris-H2SO4 buffer at PH 7.8

Biological Species/NCBI ID

bovine

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Qualitative value

Quantitative value

114

Measurement pX

3.94

Target Name

Carbonic anhydrase 2 [human]

Target Synonyms

ca-ii; ca2; cac; carbonate dehydratase ii; carbonic anhydrase 2; carbonic anhydrase c; carbonic anhydrase ii

Target Uniprot ID

p00918

Target PDB ID

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4riu; 4riv; 4rn4; 4rux; 4xe1; 4y0j; 4ygj; 4ygk; 4ygl; 4ygn; 4yxu; 4yyt; 4z0q; 4z1e; 4z1j; 4z1k; 4zwy; 4zwz; 4zx0; 4zx1; 5a6h; 5amd; 5amg; 5brw; 5byi; 5c8i; 5ca2; 5cac; 5cjl; 5dsj; 5dsk; 5dsl; 5dsm; 5dsn; 5dso; 5e2k; 5e2r; 5e2s; 5eh5; 5eh7; 5eh8; 5ehe; 5ekj; 5ekm; 5eoi; 5fdc; 5fdi; 5flo; 5fng; 5fnh; 5fni; 5fnj; 5fnk; 5fnl; 5g0c; 5j8z; 5jdv; 5je7; 5jeg; 5jeh; 5jep; 5jgt; 5jmz; 5jn1; 5jn3; 5jn7; 5jq0; 5n0d; 5n0e; 5sz0; 5sz1; 5sz2; 5sz3; 5th4; 5thi; 5thj; 5thn; 5ti0; 6ca2; 7ca2

26 of 34

27 of 34

Target, Subunit, Species

Carbonic anhydrase 2 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibition constant (KI)of the compound against human Carbonic anhydrase II upon incubation in Tris-H2SO4 buffer, pH 7.8

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Qualitative value

Quantitative value

Measurement pX

4.28

Target Name

Carbonic anhydrase 1 [human]

Target Synonyms

ca-i; ca1; cab; carbonate dehydratase i; carbonic anhydrase 1; carbonic anhydrase b; carbonic anhydrase i

Target Uniprot ID

p00915

Target PDB ID

1azm; 1bzm; 1crm; 1czm; 1hcb; 1hug; 1huh; 1j9w; 1jv0; 2cab; 2foy; 2fw4; 2it4; 2nmx; 2nn1; 2nn7; 3lxe; 3w6h; 3w6i; 4wr7; 4wup; 4wuq; 5e2m

Target, Subunit, Species

Carbonic anhydrase 1 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 1 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibition constant (KI)of the compound against human (12 uM) Carbonic anhydrase I upon incubation in Tris-H2SO4 buffer, pH 7.8

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Qualitative value

Quantitative value

Measurement pX

4.15

Bioassay Category

Toxicity/Safety Pharmacology

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Bioassay Details

Mutagenicity in Salmonella typhimurium TA100 strain, in presence and absence of hamster liver S9 homogenate; Positive;AMES test

Biological Species/NCBI ID

Salmonella enterica serovar Typhimurium

Substance RN

610130View in Reaxys

Qualitative Results

Mutagenicity not calculated

Measurement Parameter

qualitative

Measurement Object

Mutagenicity

Seifried; Clarke; Junghans; San; Chemical Research in Toxicology; vol. 19; nb. 5; (2006); p. 627 - 644, View in Reaxys 28 of 34

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lowest effective dose in mouse, in presence of rat liver S9 homogenate; 100-2400 ug/mL; Equivocal (new evaluation);Mouse Lymphoma cell Mutation assay

Biological Species/NCBI ID

mouse

Substance RN

610130View in Reaxys

Unit

µg/mL

Qualitative value

Quantitative value

2400

Seifried; Clarke; Junghans; San; Chemical Research in Toxicology; vol. 19; nb. 5; (2006); p. 627 - 644, View in Reaxys 29 of 34

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lowest effective dose in mouse, in absence of rat liver S9 homogenate; Positive (old evaluation)

Biological Species/NCBI ID

mouse

Substance RN

610130View in Reaxys

Measurement Parameter

concentration (parameters)

Unit

µg/mL

Measurement Object

LED

Qualitative value

Quantitative value

500

Seifried; Clarke; Junghans; San; Chemical Research in Toxicology; vol. 19; nb. 5; (2006); p. 627 - 644, View in Reaxys 30 of 34

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lowest effective dose in mouse, in absence of rat liver S9 homogenate; Positive (new evaluation);Mouse Lymphoma cell Mutation assay

Biological Species/NCBI ID

mouse

Substance RN

610130View in Reaxys

Unit

µg/mL

Qualitative value

Quantitative value

1000

Seifried; Clarke; Junghans; San; Chemical Research in Toxicology; vol. 19; nb. 5; (2006); p. 627 - 644, View in Reaxys 31 of 34

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lowest effective dose in mouse, in presence of rat liver S9 homogenate; Positive (old evaluation)

Biological Species/NCBI ID

mouse

Substance RN

610130View in Reaxys

Measurement Parameter

concentration (parameters)

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Unit

µg/mL

Measurement Object

LED

Qualitative value

Quantitative value

1500

Seifried; Clarke; Junghans; San; Chemical Research in Toxicology; vol. 19; nb. 5; (2006); p. 627 - 644, View in Reaxys 32 of 34

33 of 34

Target Name

Carbonic anhydrase 1 [human]

Target Synonyms

ca-i; ca1; cab; carbonate dehydratase i; carbonic anhydrase 1; carbonic anhydrase b; carbonic anhydrase i

Target Uniprot ID

p00915

Target PDB ID

1azm; 1bzm; 1crm; 1czm; 1hcb; 1hug; 1huh; 1j9w; 1jv0; 2cab; 2foy; 2fw4; 2it4; 2nmx; 2nn1; 2nn7; 3lxe; 3w6h; 3w6i; 4wr7; 4wup; 4wuq; 5e2m

Target, Subunit, Species

Carbonic anhydrase 1 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 1 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards human carbonic anhydrase I

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Qualitative value

Quantitative value

Measurement pX

4.15

Target Name

Carbonic anhydrase 2 [human]

Target Synonyms

ca-ii; ca2; cac; carbonate dehydratase ii; carbonic anhydrase 2; carbonic anhydrase c; carbonic anhydrase ii

Target Uniprot ID

p00918

Target PDB ID

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5dsm; 5dsn; 5dso; 5e2k; 5e2r; 5e2s; 5eh5; 5eh7; 5eh8; 5ehe; 5ekj; 5ekm; 5eoi; 5fdc; 5fdi; 5flo; 5fng; 5fnh; 5fni; 5fnj; 5fnk; 5fnl; 5g0c; 5j8z; 5jdv; 5je7; 5jeg; 5jeh; 5jep; 5jgt; 5jmz; 5jn1; 5jn3; 5jn7; 5jq0; 5n0d; 5n0e; 5sz0; 5sz1; 5sz2; 5sz3; 5th4; 5thi; 5thj; 5thn; 5ti0; 6ca2; 7ca2

34 of 34

Target, Subunit, Species

Carbonic anhydrase 2 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards human Carbonic anhydrase II

Biological Species/NCBI ID

human

Substance RN

610130View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

ÂľM

Qualitative value

Quantitative value

Measurement pX

4.28

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Tested for inhibition of histamine formation in the mouse gastric mucosa; Active

Biological Species/NCBI ID

mouse

Substance RN

610130View in Reaxys

Qualitative Results

Acitve

Measurement Parameter

Activity

Qualitative value

Hans-Jurgen Hess; Annual reports in medicinal chemistry; vol. 4; (1968); p. 56 - 66, View in Reaxys

Reaxys ID 3719947 View in Reaxys

2/2

Cl H 2N

Chemical Name: toluene-p-sulphonohydrazide hydrochloride; p-toluenesulfonhydrazide hydrochloride; tosyl hydrazine hydrochloride; tosylhydrasine hydrochloride; toluene-4-sulfonic acid hydrazide; hydrochloride; Toluol-4-sulfonsaeure-hydrazid; Hydrochlorid; p-toluenesulfonylhydrazine hydrochloride Linear Structure Formula: C7H10SO2N2*HCl Molecular Formula: C7H10N2O2S*ClH Molecular Weight: 222.696 Type of Substance: isocyclic InChI Key: WQLWGGFWTRRLKP-UHFFFAOYSA-N Note:

NH O

S O

Substance Label (5) Label References 8e

Suchand, Basuli; Satyanarayana, Gedu; European Journal of Organic Chemistry; vol. 2018; nb. 19; (2018); p. 2233 2246, View in Reaxys

Copyright ÂŠ 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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Mamedov; Mamedova; Guseinov; Ladokhina; Fatalizade; Farzaliev; Petroleum Chemistry; vol. 52; nb. 4; (2012); p. 284 - 287, View in Reaxys

TsNHNH2*HCl

Mayr, Monika; Bataille, Carole J.R.; Gosiewska, Silvia; Raskatov, Jevgenij A.; Brown, John M.; Tetrahedron Asymmetry; vol. 19; nb. 11; (2008); p. 1328 - 1332, View in Reaxys

NH2NHTs-HCl

Harmata, Michael; Bohnert, Gary J; Organic letters; vol. 5; nb. 1; (2003); p. 59 - 61, View in Reaxys

Kirsche, Volker; Tochtermann, Werner; Peters, Eva-Maria; Peters, Karl; Von Schnering, Hans George; Heterocycles; vol. 51; nb. 5; (1999); p. 961 - 964, View in Reaxys

Druglikeness (1) 1 of 1

LogP

1.206

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

80.57

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [Â°C]

164 - 165

Comment (Melting Point)

Decomposition.

Curtius; Vorbach; Journal fuer Praktische Chemie (Leipzig); vol. <2>125; (1930); p. 340,343, View in Reaxys

Copyright ÂŠ 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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