5-Bromo-1,3-benzodioxole by Asch

Query Query Br

Results

Date

4 substances in Reaxys

2017-10-25 10h:44m:08s (EST)

2 substances in Reaxys

2017-10-25 10h:44m:43s (EST)

1. Query O

Search as: As drawn 2. Query

(1. Query) AND itemno in (1,2)

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Reaxys ID 127407 View in Reaxys

1/2 CAS Registry Number: 2635-13-4 Chemical Name: 1,2-(methylenedioxy)-4-bromobenzene; 4Bromo-1,2-(methylenedioxy)benzene Linear Structure Formula: C6H3(OCH2O)Br Molecular Formula: C7H5BrO2 Molecular Weight: 201.019 Type of Substance: heterocyclic InChI Key: FBOYMIDCHINJKC-UHFFFAOYSA-N Note:

O O

Substance Label (100) Label References 1

Sit, Sing-Yuen; Xie, Kai; Jacutin-Porte, Swanee; Taber, Matthew T.; Gulwadi, Amit G.; Korpinen, Carolyn D.; Burris, Kevin D.; Molski, Thaddeus F.; Ryan, Elaine; Xu, Cen; Wong, Henry; Zhu, Juliang; Krishnananthan, Subramaniam; Gao, Qi; Verdoorn, Todd; Johnson, Graham; Journal of Medicinal Chemistry; vol. 45; nb. 17; (2002); p. 3660 - 3668, View in Reaxys; Sit, Sing-Yuen; Xie, Kai; Jacutin-Porte, Swanee; Boy, Kenneth M.; Seanz, James; Taber, Matthew T.; Gulwadi, Amit G.; Korpinen, Carolyn D.; Burris, Kevin D.; Molski, Thaddeus F.; Ryan, Elaine; Xu, Cen; Verdoorn, Todd; Johnson, Graham; Nichols, David E.; Mailman, Richard B.; Bioorganic and Medicinal Chemistry; vol. 12; nb. 4; (2004); p. 715 - 734, View in Reaxys; Wan, Xiaobing; Sun, Yanhui; Luo, Yunfei; Li, Dao; Zhang, Zhaoguo; Journal of Organic Chemistry; vol. 70; nb. 3; (2005); p. 1070 - 1072, View in Reaxys; Ray, Tapan; Ciszewska, Grazyna; Allentoff, Alban J.; Wu, Amy; Jones, Lawrence; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 47; nb. 14; (2004); p. 1029 - 1033, View in Reaxys; Handa, Sachin; Wang, Ye; Gallou, Fabrice; Lipshutz, Bruce H.; Science; vol. 349; nb. 6252; (2015); p. 1087 - 1091, View in Reaxys; Chen, Kai; Zhang, Shuai; He, Pei; Li, Pengfei; Chemical Science; vol. 7; nb. 6; (2016); p. 3676 - 3680, View in Reaxys; Davies, Alyn T.; Curto, John M.; Bagley, Scott W.; Willis, Michael C.; Chemical Science; vol. 8; nb. 2; (2017); p. 1233 - 1237, View in Reaxys; Gao, Jie; Bhunia, Subhajit; Wang, Kailiang; Gan, Lu; Xia, Shanghua; Ma, Dawei; Organic Letters; vol. 19; nb. 11; (2017); p. 2809 - 2812, View in Reaxys

Scrivanti, Alberto; Bertoldini, Matteo; Beghetto, Valentina; Matteoli, Ugo; Tetrahedron; vol. 64; nb. 3; (2008); p. 543 - 548, View in Reaxys; Shimomaki, Katsuya; Murata, Kei; Martin, Ruben; Iwasawa, Nobuharu; Journal of the American Chemical Society; vol. 139; nb. 28; (2017); p. 9467 - 9470, View in Reaxys

Zhao, Dan; Zhu, Min-Xue; Wang, Yue; Shen, Qi; Li, Jian-Xin; Organic and Biomolecular Chemistry; vol. 11; nb. 37; (2013); p. 6246 - 6249, View in Reaxys; Wei, Yu; Tang, Huarong; Cong, Xuefeng; Rao, Bin; Wu, Chao; Zeng, Xiaoming; Organic Letters; vol. 16; nb. 8; (2014); p. 2248 - 2251, View in Reaxys; Wu, Jing; Wang, Dadian; Chen, Xiang; Gui, Qingwen; Li, Hua; Tan, Ze; Huang, Genping; Wang, Guangwei; Organic and Biomolecular Chemistry; vol. 15; nb. 36; (2017); p. 7509 - 7512, View in Reaxys

Hou, Wen-Yi; Wu, Yen-Ku; Organic Letters; vol. 19; nb. 5; (2017); p. 1220 - 1223, View in Reaxys

Kim, Taejung; Jeong, Kyu Hyuk; Kim, Youngseok; Noh, Taesub; Choi, Jaeyoung; Ham, Jungyeob; European Journal of Organic Chemistry; vol. 2017; nb. 17; (2017); p. 2425 - 2431, View in Reaxys

Hearne, Zoë; Li, Chao-Jun; Chemical Communications; vol. 53; nb. 45; (2017); p. 6136 - 6139, View in Reaxys

Xiong, Xiaodong; Tan, Fei; Yeung, Ying-Yeung; Organic Letters; vol. 19; nb. 16; (2017); p. 4243 - 4246, View in Reaxys

Patent; Zhengzhou Daming Pharmaceutical Technology Co., Ltd.; Mao Ying; Li Qinqin; Liu Zhiqing; Zhang Jiamei; Zhu Zanmei; (7 pag.); CN106749204; (2017); (A) Chinese, View in Reaxys

Ketels, Marthe; Ganiek, Maximilian A.; Weidmann, Niels; Knochel, Paul; Angewandte Chemie - International Edition; vol. 56; nb. 41; (2017); p. 12770 - 12773; Angew. Chem.; vol. 129; (2017); p. 12944 - 12948,5, View in Reaxys

Magnus; Bailey; Porter; Tetrahedron; vol. 55; nb. 49; (1999); p. 13927 - 13936, View in Reaxys; Back, Thomas G.; Wulff, Jeremy E.; Chemical Communications; nb. 16; (2002); p. 1710 - 1711, View in Reaxys; Kumar, P. Ravi; Balakrishna; Murali; Gudipati, Ramakrishna; Hota, Prasanta K.; Chaudhary, Avinash B.; Shree, A. Jaya; Yennam, Satyanarayana; Behera, Manoranjan; Journal of Chemical Sciences; vol. 128; nb. 3; (2016); p. 441 - 450, View in Reaxys

Chandrasekhar; Narsihmulu; Shameem Sultana; Ramakrishna Reddy; Organic Letters; vol. 4; nb. 25; (2002); p. 4399 - 4401, View in Reaxys; Gall, Erwan Le; Sengmany, Stephane; Samb, Issa; Benakrour, Sabrina; Colin, Christopher; Pignon, Antoine; Leonel, Eric; Organic and Biomolecular Chemistry; vol. 12; nb. 21; (2014); p. 3423 - 3426, View in Reaxys; Xia, Shanghua; Gan, Lu; Wang, Kailiang; Li, Zheng; Ma, Dawei; Journal of the American Chemical Society; vol. 138; nb. 41; (2016); p. 13493 - 13496, View in Reaxys

Imazaki, Yusuke; Shirakawa, Eiji; Ueno, Ryota; Hayashi, Tamio; Journal of the American Chemical Society; vol. 134; nb. 36; (2012); p. 14760 - 14763, View in Reaxys; Tang, Jie; Hackenberger, Dagmar; Goos-

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sen, Lukas J.; Angewandte Chemie - International Edition; vol. 55; nb. 37; (2016); p. 11296 - 11299; Angew. Chem.; vol. 128; (2016); p. 11466 - 11470,5, View in Reaxys 4

Gowala, Tarak Nath; Pabba, Jagadish; Tetrahedron Letters; vol. 56; nb. 14; (2015); p. 1801 - 1804, View in Reaxys; Jung, Hee Seon; Yun, Taeil; Cho, Yungyeong; Jeon, Heung Bae; Tetrahedron; vol. 72; nb. 40; (2016); p. 5988 - 5993, View in Reaxys

10d

Jeong, Yunkyung; Lee, Jooyeon; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 24; nb. 9; (2016); p. 2114 - 2124, View in Reaxys

Xie, Yang; Zhang, Ping; Zhou, Lei; Journal of Organic Chemistry; vol. 81; nb. 5; (2016); p. 2128 - 2134, View in Reaxys

Javorskis, Tomas; Bagdžiunas, Gintautas; Orentas, Edvinas; Chemical Communications; vol. 52; nb. 23; (2016); p. 4325 - 4328, View in Reaxys

Yao, Wubing; Fang, Huaquan; Peng, Sihan; Wen, Huanan; Zhang, Lei; Hu, Aiguo; Huang, Zheng; Organometallics; vol. 35; nb. 10; (2016); p. 1559 - 1564, View in Reaxys

21c

Costa, Eduarda C.; Cassamale, Tatiana B.; Carvalho, Diego B.; Bosquiroli, Lauriane S. S.; Ojeda, Mariáh; Ximenes, Thalita V.; Matos, Maria F. C.; Kadri, Mônica C. T.; Baroni, Adriano C. M.; Arruda, Carla C. P.; Molecules; vol. 21; nb. 6; (2016); Art.No: 802, View in Reaxys; Cassamale, Tatiana B.; Costa, Eduarda C.; Carvalho, Diego B.; Cassemiro, Nadla S.; Tomazela, Carolina C.; Marques, Maria C. S.; Ojeda, Mariáh; Matos, Maria F. C.; Albuquerque, Sérgio; Arruda, Carla C. P.; Baroni, Adriano C. M.; Journal of the Brazilian Chemical Society; vol. 27; nb. 7; (2016); p. 1217 - 1228, View in Reaxys

Chen, Tao; Li, Yi-Fan; An, Yang; Zhang, Fu-Min; Organic Letters; vol. 18; nb. 18; (2016); p. 4754 - 4757, View in Reaxys

11f

Suzuki, Ryota; Fuse, Shinichiro; Tanaka, Hiroshi; European Journal of Organic Chemistry; vol. 2016; nb. 21; (2016); p. 3478 - 3481, View in Reaxys

Fernández-Salas, José A.; Pulis, Alexander P.; Procter, David J.; Chemical Communications; vol. 52; nb. 83; (2016); p. 12364 - 12367, View in Reaxys

Friis, Stig D.; Pirnot, Michael T.; Buchwald, Stephen L.; Journal of the American Chemical Society; vol. 138; nb. 27; (2016); p. 8372 - 8375, View in Reaxys

Asachenko; Valaeva; Kudakina; Uborsky; Izmer; Kononovich; Voskoboynikov; Russian Chemical Bulletin; vol. 65; nb. 2; (2016); p. 456 - 463; Izv. Akad. Nauk, Ser. Khim.; nb. 2; (2016); p. 456 - 463,8, View in Reaxys

Schneider, Siegfried; Bannwarth, Willi; Helvetica Chimica Acta; vol. 84; nb. 3; (2001); p. 735 - 742, View in Reaxys; Wang, Jian; Chen, Shu-Bin; Wang, Shu-Guang; Li, Jing-Hua; Australian Journal of Chemistry; vol. 68; nb. 3; (2015); p. 513 - 517, View in Reaxys

Luo, Yu; Mei, Yuhua; Zhang, Jianbo; Lu, Wei; Tang, Jie; Tetrahedron; vol. 62; nb. 39; (2006); p. 9131 9134, View in Reaxys; Wang, Sheng; Hu, Donghua; Hua, Wenwen; Gu, Jiangjiang; Zhang, Qiuhong; Jia, Xudong; Xi, Kai; RSC Advances; vol. 5; nb. 66; (2015); p. 53935 - 53939, View in Reaxys

Weinstabl, Harald; Suhartono, Marcel; Qureshi, Zafar; Lautens, Mark; Angewandte Chemie - International Edition; vol. 52; nb. 20; (2013); p. 5305 - 5308; Angew. Chem.; vol. 125; nb. 20; (2013); p. 5413 - 5416,4, View in Reaxys; Van Overtveldt; Heugebaert; Verstraeten; Geelen; Stevens; Organic and Biomolecular Chemistry; vol. 13; nb. 18; (2015); p. 5260 - 5264, View in Reaxys

Xu, Liang; Li, Pengfei; Chemical Communications; vol. 51; nb. 26; (2015); p. 5656 - 5659, View in Reaxys

Davidson, Samuel J.; Barker, David; Tetrahedron Letters; vol. 56; nb. 30; (2015); p. 4549 - 4553; Art.No: 46407, View in Reaxys

Škoch, Karel; Císařová, Ivana; Štěpnička, Petr; Organometallics; vol. 34; nb. 10; (2015); p. 1942 - 1956, View in Reaxys

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

Komeyama, Kimihiro; Asakura, Ryota; Takaki, Ken; Organic and Biomolecular Chemistry; vol. 13; nb. 32; (2015); p. 8713 - 8716, View in Reaxys

Wang, Sheng; Deng, Guoqing; Gu, Jiangjiang; Hua, Wenwen; Jia, Xudong; Xi, Kai; Applied Catalysis A: General; vol. 508; (2015); p. 80 - 85, View in Reaxys

39c

Brogi, Simone; Brindisi, Margherita; Joshi, Bhupendra P.; Sanna Coccone, Salvatore; Parapini, Silvia; Basilico, Nicoletta; Novellino, Ettore; Campiani, Giuseppe; Gemma, Sandra; Butini, Stefania; Bioorganic and Medicinal Chemistry Letters; vol. 25; nb. 22; (2015); p. 5412 - 5418, View in Reaxys

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Bach, Thorsten; Bartels, Marc; Tetrahedron Letters; vol. 43; nb. 50; (2002); p. 9125 - 9127, View in Reaxys; Ao, Junli; Chen, Yuanmou; Xu, Xiaoling; Zhang, Xu; Yu, Yue; Yu, Peng; Hua, Erbing; Asian Journal of Chemistry; vol. 26; nb. 7; (2014); p. 2092 - 2098, View in Reaxys

Yang, Bo; Liao, Lihao; Zeng, Yongheng; Zhu, Xinhai; Wan, Yiqian; Catalysis Communications; vol. 45; (2014); p. 100 - 103, View in Reaxys

More, Nagnath Yadav; Jeganmohan, Masilamani; Organic Letters; vol. 16; nb. 3; (2014); p. 804 - 807, View in Reaxys; Zhang, Chao; Zhan, Zhajun; Lei, Min; Hu, Lihong; Tetrahedron; vol. 70; nb. 46; (2014); p. 8817 - 8821, View in Reaxys

Strueben, Jan; Gates, Paul J.; Staubitz, Anne; Journal of Organic Chemistry; vol. 79; nb. 4; (2014); p. 1719 - 1728, View in Reaxys

19a

Jiang, Xiao; Wang, Jin-Mei; Zhang, Ying; Chen, Zhong; Zhu, Yong-Ming; Ji, Shun-Jun; Organic Letters; vol. 16; nb. 13; (2014); p. 3492 - 3495, View in Reaxys

Werner, Veronika; Klatt, Thomas; Fujii, Masaya; Markiewicz, Jenifer; Apeloig, Yitzhak; Knochel, Paul; Chemistry - A European Journal; vol. 20; nb. 27; (2014); p. 8338 - 8342, View in Reaxys

Zhang, Qi; Yin, Xue-Song; Zhao, Sheng; Fang, Sheng-Long; Shi, Bing-Feng; Chemical Communications; vol. 50; nb. 61; (2014); p. 8353 - 8355, View in Reaxys

2k_Br

Maibunkaew, Tapanee; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Bunrit, Anon; Ruchirawat, Somsak; Synlett; vol. 25; nb. 12; (2014); p. 1769 - 1775; Art.No: ST-2014-U0267-L, View in Reaxys

Guerrand, Hélène D.S.; Marciasini, Ludovic D.; Gendrineau, Thomas; Pascu, Oana; Marre, Samuel; Pinet, Sandra; Vaultier, Michel; Aymonier, Cyril; Pucheault, Mathieu; Tetrahedron; vol. 70; nb. 36; (2014); p. 6156 - 6161, View in Reaxys

Park, Kyungho; You, Jung-Min; Jeon, Seungwon; Lee, Sunwoo; European Journal of Organic Chemistry; nb. 10; (2013); p. 1973 - 1978, View in Reaxys

Palani, Thiruvengadam; Park, Kyungho; Song, Kwang Ho; Lee, Sunwoo; Advanced Synthesis and Catalysis; vol. 355; nb. 6; (2013); p. 1160 - 1168, View in Reaxys

Lishchynskyi, Anton; Grushin, Vladimir V.; Journal of the American Chemical Society; vol. 135; nb. 34; (2013); p. 12584 - 12587, View in Reaxys

Bellina, Fabio; Lessi, Marco; Manzini, Chiara; European Journal of Organic Chemistry; nb. 25; (2013); p. 5621 - 5630, View in Reaxys

Chavan, Subhash P.; Garai, Sumanta; Dey, Chandan; Gonnade, Rajesh G.; Tetrahedron Letters; vol. 54; nb. 41; (2013); p. 5562 - 5566, View in Reaxys

Unsinn, Andreas; Wunderlich, Stefan H.; Jana, Anukul; Karaghiosoff, Konstantin; Knochel, Paul; Chemistry - A European Journal; vol. 19; nb. 43; (2013); p. 14687 - 14696, View in Reaxys

10b

Geoghegan, Kimberly; Smullen, Shaun; Evans, Paul; Journal of Organic Chemistry; vol. 78; nb. 20; (2013); p. 10443 - 10451, View in Reaxys

Nakamura, Masaharu; Kajita, Daisuke; Matsumoto, Yotaro; Hashimoto, Yuichi; Bioorganic and Medicinal Chemistry; vol. 21; nb. 23; (2013); p. 7381 - 7391, View in Reaxys

42a

Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.; Journal of Medicinal Chemistry; vol. 55; nb. 17; (2012); p. 7480 - 7501, View in Reaxys

Labruere, Raphael; Helissey, Philippe; Desbene-Finck, Stephanie; Giorgi-Renault, Sylviane; Letters in Organic Chemistry; vol. 9; nb. 8; (2012); p. 568 - 571,4, View in Reaxys

Huang, Manna; Wang, Leilei; Zhu, Xinhai; Mao, Zuxing; Kuang, Daizhi; Wan, Yiqian; European Journal of Organic Chemistry; nb. 26; (2012); p. 4897 - 4901, View in Reaxys

Shukla, Krupa H.; DeShong, Philip; Heterocycles; vol. 86; nb. 2; (2012); p. 1055 - 1069, View in Reaxys

11b

Liu, An-Hua; Ma, Ran; Zhang, Meng; He, Liang-Nian; Catalysis Today; vol. 194; nb. 1; (2012); p. 38 - 43, View in Reaxys

Gagnon, Alexandre; Duplessis, Martin; Alsabeh, Pamela; Barabe, Francis; Journal of Organic Chemistry; vol. 73; nb. 9; (2008); p. 3604 - 3607, View in Reaxys

Larivee, Alexandre; Mousseau, James J.; Charette, Andre B.; Journal of the American Chemical Society; vol. 130; nb. 1; (2008); p. 52 - 54, View in Reaxys

Compound 101

Patent; Qian, Changgeng; Cai, Xiong; Gould, Stephen; Zhai, Haixiao; US2008/234297; (2008); (A1) English, View in Reaxys

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Compound 0106; 0106

Patent; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2008/234314; (2008); (A1) English, View in Reaxys

3/1

Belabassi, Yamina; Alzghari, Saeed; Montchamp, Jean-Luc; Journal of Organometallic Chemistry; vol. 693; nb. 19; (2008); p. 3171 - 3178, View in Reaxys

Gavara, Laurent; Boisse, Thomas; Rigo, Benoit; Henichart, Jean-Pierre; Tetrahedron; vol. 64; nb. 22; (2008); p. 4999 - 5004, View in Reaxys; Patent; Merck and Co., Inc.; US6353110; (2002); (B1) English, View in Reaxys

28a

Cincinelli, Raffaella; Dallavalle, Sabrina; Nannei, Raffaella; Merlini, Lucio; Penco, Sergio; Giannini, Giuseppe; Pisano, Claudio; Vesci, Loredana; Ferrara, Fabiana Fosca; Zuco, Valentina; Zanchi, Chiara; Zunino, Franco; Bioorganic and Medicinal Chemistry; vol. 15; nb. 14; (2007); p. 4863 - 4875, View in Reaxys

25, table 7, entry 4

Tasler, Stefan; Mies, Jan; Lang, Martin; Advanced Synthesis and Catalysis; vol. 349; nb. 14-15; (2007); p. 2286 - 2300, View in Reaxys

Patent; DarPharma, Inc.; US2007/155720; (2007); (A1) English, View in Reaxys

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

Kireev, Artem S.; Manpadi, Madhuri; Kornienko, Alexander; Journal of Organic Chemistry; vol. 71; nb. 7; (2006); p. 2630 - 2640, View in Reaxys

Tab. 2, entry 3

Zhang, Guofu; Liu, Renhua; Xu, Qing; Ma, Lixin; Liang, Xinmiao; Advanced Synthesis and Catalysis; vol. 348; nb. 7-8; (2006); p. 862 - 866, View in Reaxys

Tab. 2, entry 14

Neumann, Helfried; Brennfuehrer, Anne; Gross, Peter; Riermeier, Thomas; Almena, Juan; Beller, Matthias; Advanced Synthesis and Catalysis; vol. 348; nb. 10-11; (2006); p. 1255 - 1261, View in Reaxys

substrate, T. 1, e. 5

Lee, Adam Shih-Yuan; Chang, Yu-Ting; Chu, Shu-Fang; Tsao, Kuo-Wei; Tetrahedron Letters; vol. 47; nb. 39; (2006); p. 7085 - 7087, View in Reaxys

Zhang, Weiwei; Wu, Huayue; Liu, Zhiqing; Zhong, Ping; Zhang, Lin; Huang, Xiaobo; Cheng, Jiang; Chemical Communications; nb. 46; (2006); p. 4826 - 4828, View in Reaxys

6, entry 2 table 1

Konno, Fujiko; Ishikawa, Tsutomu; Kawahata, Masatoshi; Yamaguchi, Kentaro; Journal of Organic Chemistry; vol. 71; nb. 26; (2006); p. 9818 - 9823, View in Reaxys

Steinke, Nelli; Frey, Wolfgang; Baro, Angelika; Laschat, Sabine; Drees, Christina; Nimtz, Manfred; Haegele, Constanze; Giesselmann, Frank; Chemistry - A European Journal; vol. 12; nb. 4; (2006); p. 1026 - 1035, View in Reaxys

educt to 4d

Manpadi, Madhuri; Kornienko, Alexander; Tetrahedron Letters; vol. 46; nb. 26; (2005); p. 4433 - 4437, View in Reaxys

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

Ple, Patrick A.; Green, Tim P.; Hennequin, Laurent F.; Curwen, Jon; Fennell, Michael; Allen, Jack; Lambert-Van Der Brempt, Christine; Costello, Gerard; Journal of Medicinal Chemistry; vol. 47; nb. 4; (2004); p. 871 - 887, View in Reaxys

prod., Tab. 1, entry 3

Braddock, D. Christopher; Cansell, Gemma; Hermitage, Stephen A.; Synlett; nb. 3; (2004); p. 461 - 464, View in Reaxys

Tab. 1, entry 5, subst.

Lee, Adam Shih-Yuan; Wu, Chih-Chiang; Lin, Li-Shin; Hsu, Hsiu-Fu; Synthesis; nb. 4; (2004); p. 568 572, View in Reaxys

Table 2, entry 9

Krishna Mohan; Narender; Srinivasu; Kulkarni; Raghavan; Synthetic Communications; vol. 34; nb. 12; (2004); p. 2143 - 2152, View in Reaxys

Tab. 3, entry 5

Sahoo, Akhila K.; Oda, Takuro; Nakao, Yoshiaki; Hiyama, Tamejiro; Advanced Synthesis and Catalysis; vol. 346; nb. 13-15; (2004); p. 1715 - 1727, View in Reaxys

Coleman, Robert S.; Gurrala, Srinivas Reddy; Organic Letters; vol. 6; nb. 22; (2004); p. 4025 - 4028, View in Reaxys

3c, table 1

Yadav; Reddy; Basak; Narsaiah; Advanced Synthesis and Catalysis; vol. 346; nb. 1; (2004); p. 77 - 82, View in Reaxys

Table 1, halide,entry 7

Cowden, Cameron J.; Hammond, Deborah C.; Bishop, Brian C.; Brands, Karel M.J.; Davies, Antony J.; Dolling, Ulf-H.; Brewer, Sarah E.; Tetrahedron Letters; vol. 45; nb. 32; (2004); p. 6125 - 6128, View in Reaxys

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6, R3=R4=OCH2O

Churruca, Fatima; SanMartin, Raul; Carril, Monica; Tellitu, Imanol; Dominguez, Esther; Tetrahedron; vol. 60; nb. 10; (2004); p. 2393 - 2408, View in Reaxys

Deng, Yijian; Gong, Liuzhu; Mi, Aiqiao; Liu, Hui; Jiang, Yaozhong; Synthesis; nb. 3; (2003); p. 337 - 339, View in Reaxys

Cheng, Jiang; Wang, Feng; Xu, Jian-Hua; Pan, Yi; Zhang, Zhaoguo; Tetrahedron Letters; vol. 44; nb. 37; (2003); p. 7095 - 7098, View in Reaxys

Tab. 1; run 10

Nakao, Yoshiaki; Oda, Takuro; Sahoo, K. Akhila; Hiyama, Tamejiro; Journal of Organometallic Chemistry; vol. 687; nb. 2; (2003); p. 570 - 573, View in Reaxys

3,4-OCH2OC6H3Br

Becht, Jean-Michel; Gissot, Arnaud; Wagner, Alain; Mioskowski, Charles; Chemistry - A European Journal; vol. 9; nb. 14; (2003); p. 3209 - 3215, View in Reaxys

22a

Karimi, Farhad; Langstroem, Bengt; European Journal of Organic Chemistry; nb. 11; (2003); p. 2132 2137, View in Reaxys

Betschmann, Patrick; Sahli, Stefan; Diederich, Francois; Obst, Ulrike; Gramlich, Volker; Helvetica Chimica Acta; vol. 85; nb. 5; (2002); p. 1210 - 1245, View in Reaxys

Uchiro, Hiromi; Nagasawa, Koh; Sawa, Tomohiro; Hasegawa, Daiju; Kotake, Tomoya; Sugiura, Yoshitsugu; Kobayashi, Susumu; Otoguro, Kazuhiko; Mura, Satoshi; Bioorganic and Medicinal Chemistry Letters; vol. 12; nb. 19; (2002); p. 2699 - 2702, View in Reaxys

16h

Yoshida, Masahiro; Sugimoto, Kenji; Ihara, Masataka; Tetrahedron; vol. 58; nb. 39; (2002); p. 7839 7846, View in Reaxys

Hudlicky, Tomas; Rinner, Uwe; Gonzalez, David; Akgun, Hulya; Schilling, Stefan; Siengalewicz, Peter; Martinot, Theodore A; Pettit, George R; The Journal of organic chemistry; vol. 67; nb. 25; (2002); p. 8726 8743, View in Reaxys

ArBr, T. 1, entry 15

Beare, Neil A.; Hartwig, John F.; Journal of Organic Chemistry; vol. 67; nb. 2; (2002); p. 541 - 555, View in Reaxys

Churruca, Fatima; SanMartin, Raul; Tellitu, Imanol; Dominguez, Esther; Organic letters; vol. 4; nb. 9; (2002); p. 1591 - 1594, View in Reaxys

prod., T.1, e.4

Roy, Subhas Chandra; Guin, Chandrani; Rana, Kalyan Kumar; Maiti, Gourhari; Tetrahedron Letters; vol. 42; nb. 39; (2001); p. 6941 - 6942, View in Reaxys

Harrowven, David C; Nunn, Michael I.T; Fenwick, David R; Tetrahedron Letters; vol. 42; nb. 42; (2001); p. 7501 - 7502, View in Reaxys

Table 2, entry 18

Lee, Sunwoo; Jorgensen, Morten; Hartwig, John F.; Organic Letters; vol. 3; nb. 17; (2001); p. 2729 2732, View in Reaxys

1, R=3,4-methyle- Manoso; DeShong; Journal of Organic Chemistry; vol. 66; nb. 22; (2001); p. 7449 - 7455, View in Reaxys nedioxy 10c

Witulski, Bernhard; Buschmann, Nicole; Bergstraesser, Uwe; Tetrahedron; vol. 56; nb. 43; (2000); p. 8473 - 8480, View in Reaxys

Tab. 1, run 10

Watanabe, Makoto; Nishiyama, Masakazu; Koie, Yasuyuki; Tetrahedron Letters; vol. 40; nb. 50; (1999); p. 8837 - 8840, View in Reaxys

Patent-Specific Data (5) Prophetic ComLocation in Patent References pound Page/Page column

Patent; BIOENERGENIX; McCall, John M.; Romero, Donna L.; US2014/128392; (2014); (A1) English, View in Reaxys Patent; UBE INDUSTRIES, LTD.; WO2007/20964; (2007); (A1) Japanese, View in Reaxys Patent; LYMPHOSIGN INC.; WO2005/777; (2005); (A2) English, View in Reaxys

prophetic product

Patent; Syntex U.S.A. Inc.; US5716954; (1998); (A1) English, View in Reaxys Claim

Patent; State of Israel, Prime Minister's Office, Atomic Energy Commission; US4605749; (1986); (A1) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.309

H Bond Donors

H Bond Acceptors

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Rotatable Bonds

TPSA

18.46

Lipinski Number

Veber Number

Boiling Point (8) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

Comment (Boiling References Point)

9.0009

Patent; UBE INDUSTRIES, LTD.; WO2007/20964; (2007); (A1) Japanese, View in Reaxys

78 - 83

0.15

Magnus; Bailey; Porter; Tetrahedron; vol. 55; nb. 49; (1999); p. 13927 - 13936, View in Reaxys

123 - 124

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

90 - 95

0.1

Keck,G.E.; Webb,R.R.; Journal of the American Chemical Society; vol. 103; (1981); p. 3173, View in Reaxys

103 - 107

Weinstein,B.; Craig,A.R.; Journal of Organic Chemistry; vol. 41; nb. 5; (1976); p. 875 - 878, View in Reaxys

114

Feugeas; Bulletin de la Societe Chimique de France; (1964); p. 1892, View in Reaxys; Normant; Feugeas; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 258; (1964); p. 2846, View in Reaxys

85 - 86

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

226 - 228

Oel.

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

Refractive Index (2) Refractive Index Wavelength (Refractive Index) [nm]

Temperature (Refractive Index) [°C]

References

1.5821

589

Normant; Feugeas; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 258; (1964); p. 2846, View in Reaxys

1.5778

589

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

Association (MCS) (2) 1 of 2

Description (Association Stability constant of the complex with ... (MCS)) Solvent (Association (MCS))

CCl4

Partner (Association (MCS))

chloranil

Yan, Bao-Zhen; Zhang, Zhao-Guo; Yuan, Han-Cheng; Wang, Long-Cheng; Xu, Jian-Hua; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 12; (1994); p. 2545 - 2550, View in Reaxys 2 of 2

Description (Association UV/VIS spectrum of the complex (MCS)) Solvent (Association (MCS))

CCl4

Partner (Association (MCS))

chloranil

7/17

2017-10-25 10:46:33

References

TLC (Thin layer chromatography)

Hearne, Zoë; Li, Chao-Jun; Chemical Communications; vol. 53; nb. 45; (2017); p. 6136 - 6139, View in Reaxys

supporting information

GC (Gas chroma- supporting infortography) mation

St. Denis, Jeffrey D.; Scully, Conor C. G.; Lee, C. Frank; Yudin, Andrei K.; Organic Letters; vol. 16; nb. 5; (2014); p. 1338 - 1341, View in Reaxys

Crystal Property Description (8) Colour & Other Location Properties

References

colourless

supporting information

Imazaki, Yusuke; Shirakawa, Eiji; Ueno, Ryota; Hayashi, Tamio; Journal of the American Chemical Society; vol. 134; nb. 36; (2012); p. 14760 - 14763, View in Reaxys; Xiong, Xiaodong; Tan, Fei; Yeung, Ying-Yeung; Organic Letters; vol. 19; nb. 16; (2017); p. 4243 - 4246, View in Reaxys

yellow

supporting information

Hearne, Zoë; Li, Chao-Jun; Chemical Communications; vol. 53; nb. 45; (2017); p. 6136 - 6139, View in Reaxys

colourless

Cassamale, Tatiana B.; Costa, Eduarda C.; Carvalho, Diego B.; Cassemiro, Nadla S.; Tomazela, Carolina C.; Marques, Maria C. S.; Ojeda, Mariáh; Matos, Maria F. C.; Albuquerque, Sérgio; Arruda, Carla C. P.; Baroni, Adriano C. M.; Journal of the Brazilian Chemical Society; vol. 27; nb. 7; (2016); p. 1217 - 1228, View in Reaxys

yellow

Paragraph 0310

Patent; BIOENERGENIX; McCall, John M.; Romero, Donna L.; US2014/128392; (2014); (A1) English, View in Reaxys

colourless

supporting information

Pan, Jun; Wang, Xinyan; Zhang, Yong; Buchwald, Stephen L.; Organic Letters; vol. 13; nb. 18; (2011); p. 4974 - 4976, View in Reaxys

colourless

Liu, An-Hua; He, Liang-Nian; Hua, Fang; Yang, Zhen-Zhen; Huang, Cheng-Bin; Yu, Bing; Li, Bin; Advanced Synthesis and Catalysis; vol. 353; nb. 17; (2011); p. 3187 3195, View in Reaxys

brown

Zysman-Colman, Eli; Arias, Karla; Siegel, Jay S.; Canadian Journal of Chemistry; vol. 87; nb. 2; (2009); p. 440 - 447, View in Reaxys

colorless

Patent; UBE INDUSTRIES, LTD.; WO2007/20964; (2007); (A1) Japanese, View in Reaxys

Electrochemical Characteristics (1) 1 of 1

Description (Electrochemical Characteristics)

redox potential

Solvent (Electrochemical Characteristics)

acetonitrile

Comment (Electrochem- 1.59 V; Product: /BRN= 7206790/. Method: cyclovoltammetry. Description: Pt electrode vs. ical Characteristics) SCE, 0.1M Bu4NClO4 Product

C7H5BrO2(1+)

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

8/17

2017-10-25 10:46:33

Pan, Jun; Wang, Xinyan; Zhang, Yong; Buchwald, Stephen L.; Organic Letters; vol. 13; nb. 18; (2011); p. 4974 4976, View in Reaxys; Xiong, Xiaodong; Tan, Fei; Yeung, Ying-Yeung; Organic Letters; vol. 19; nb. 16; (2017); p. 4243 - 4246, View in Reaxys 2 of 27

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

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

400

Location

supporting information

Pan, Jun; Wang, Xinyan; Zhang, Yong; Buchwald, Stephen L.; Organic Letters; vol. 13; nb. 18; (2011); p. 4974 4976, View in Reaxys; Liu, An-Hua; He, Liang-Nian; Hua, Fang; Yang, Zhen-Zhen; Huang, Cheng-Bin; Yu, Bing; Li, Bin; Advanced Synthesis and Catalysis; vol. 353; nb. 17; (2011); p. 3187 - 3195, View in Reaxys; Xiong, Xiaodong; Tan, Fei; Yeung, Ying-Yeung; Organic Letters; vol. 19; nb. 16; (2017); p. 4243 - 4246, View in Reaxys 3 of 27

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

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

500

Location

supporting information

Hearne, Zoë; Li, Chao-Jun; Chemical Communications; vol. 53; nb. 45; (2017); p. 6136 - 6139, View in Reaxys 4 of 27

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

13C

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

125

Location

supporting information

Hearne, Zoë; Li, Chao-Jun; Chemical Communications; vol. 53; nb. 45; (2017); p. 6136 - 6139, View in Reaxys 5 of 27

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

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

300

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

13C

Solvents (NMR Spectro- chloroform-d1 scopy)

9/17

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Frequency (NMR Spectroscopy) [MHz]

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

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

500

Wang, Jian; Chen, Shu-Bin; Wang, Shu-Guang; Li, Jing-Hua; Australian Journal of Chemistry; vol. 68; nb. 3; (2015); p. 513 - 517, View in Reaxys 8 of 27

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

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

300

Location

supporting information

Maibunkaew, Tapanee; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Bunrit, Anon; Ruchirawat, Somsak; Synlett; vol. 25; nb. 12; (2014); p. 1769 - 1775; Art.No: ST-2014-U0267-L, View in Reaxys 9 of 27

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

13C

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

Location

supporting information

Maibunkaew, Tapanee; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Bunrit, Anon; Ruchirawat, Somsak; Synlett; vol. 25; nb. 12; (2014); p. 1769 - 1775; Art.No: ST-2014-U0267-L, View in Reaxys 10 of 27

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

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

500

Location

supporting information

Imazaki, Yusuke; Shirakawa, Eiji; Ueno, Ryota; Hayashi, Tamio; Journal of the American Chemical Society; vol. 134; nb. 36; (2012); p. 14760 - 14763, View in Reaxys 11 of 27

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

13C

10/17

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

101

Location

supporting information

Liu, An-Hua; He, Liang-Nian; Hua, Fang; Yang, Zhen-Zhen; Huang, Cheng-Bin; Yu, Bing; Li, Bin; Advanced Synthesis and Catalysis; vol. 353; nb. 17; (2011); p. 3187 - 3195, View in Reaxys 12 of 27

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

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

200

Location

supporting information

Mo, Fanyang; Yan, Jerry Mingtao; Qiu, Di; Li, Fei; Zhang, Yan; Wang, Jianbo; Angewandte Chemie - International Edition; vol. 49; nb. 11; (2010); p. 2028 - 2032, View in Reaxys 13 of 27

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

13C

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

Location

supporting information

Mo, Fanyang; Yan, Jerry Mingtao; Qiu, Di; Li, Fei; Zhang, Yan; Wang, Jianbo; Angewandte Chemie - International Edition; vol. 49; nb. 11; (2010); p. 2028 - 2032, View in Reaxys 14 of 27

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

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

300

Zysman-Colman, Eli; Arias, Karla; Siegel, Jay S.; Canadian Journal of Chemistry; vol. 87; nb. 2; (2009); p. 440 447, View in Reaxys 15 of 27

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

13C

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

Zysman-Colman, Eli; Arias, Karla; Siegel, Jay S.; Canadian Journal of Chemistry; vol. 87; nb. 2; (2009); p. 440 447, View in Reaxys 16 of 27

Description (NMR Spec- Chemical shifts troscopy)

11/17

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Nucleus (NMR Spectroscopy)

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

200

Yadav; Reddy; Basak; Narsaiah; Advanced Synthesis and Catalysis; vol. 346; nb. 1; (2004); p. 77 - 82, View in Reaxys; Gavara, Laurent; Boisse, Thomas; Rigo, Benoit; Henichart, Jean-Pierre; Tetrahedron; vol. 64; nb. 22; (2008); p. 4999 - 5004, View in Reaxys 17 of 27

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Comment (NMR Spectroscopy)

Signals given

Patent; UBE INDUSTRIES, LTD.; WO2007/20964; (2007); (A1) Japanese, View in Reaxys 18 of 27

Nucleus (NMR Spectroscopy)

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

200

Original Text (NMR Spectroscopy)

Comment (NMR Spectroscopy)

Signals given

NMR (200 MHz, DMSO-J6): δ 6.95 (s, IH), 6.84 (d, J = 5.3 Hz, IH), 6.71 (d, J = 5.3 Hz, IH), 5.96 (s, 2H)

Patent; REDDY US THERAPEUTICS, INC.; KALLEDA, Srinivas; PADAKANTI, Srinivas; KUMAR SWAMY, Nalivela; YELESWARAPU, Koteswar, Rao; ALEXANDER, Christopher, W.; KHANNA, Ish, Kumar; IQBAL, Javed; PILLARISETTI, Sivaram; PAL, Manojit; BARANGE, Deepak; WO2006/34473; (2006); (A2) English, View in Reaxys 19 of 27

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

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

400

Braddock, D. Christopher; Cansell, Gemma; Hermitage, Stephen A.; Synlett; nb. 3; (2004); p. 461 - 464, View in Reaxys 20 of 27

Nucleus (NMR Spectroscopy)

Coupling Nuclei

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

400

Braddock, D. Christopher; Cansell, Gemma; Hermitage, Stephen A.; Synlett; nb. 3; (2004); p. 461 - 464, View in Reaxys 21 of 27

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

13C

12/17

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

100

Braddock, D. Christopher; Cansell, Gemma; Hermitage, Stephen A.; Synlett; nb. 3; (2004); p. 461 - 464, View in Reaxys 22 of 27

Nucleus (NMR Spectroscopy)

Coupling Nuclei

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

200

Yadav; Reddy; Basak; Narsaiah; Advanced Synthesis and Catalysis; vol. 346; nb. 1; (2004); p. 77 - 82, View in Reaxys 23 of 27

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

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

300

Magnus; Bailey; Porter; Tetrahedron; vol. 55; nb. 49; (1999); p. 13927 - 13936, View in Reaxys 24 of 27

Nucleus (NMR Spectroscopy)

Coupling Nuclei

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

300

Magnus; Bailey; Porter; Tetrahedron; vol. 55; nb. 49; (1999); p. 13927 - 13936, View in Reaxys 25 of 27

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

Solvents (NMR Spectro- CDCl3 scopy) Keck,G.E.; Webb,R.R.; Journal of the American Chemical Society; vol. 103; (1981); p. 3173, View in Reaxys; Gesson, Jean-Pierre; Mondon, Martine; Pokrovska, Natacha; Synlett; nb. 12; (1997); p. 1395 - 1396, View in Reaxys 26 of 27

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

1H-1H

Gesson, Jean-Pierre; Mondon, Martine; Pokrovska, Natacha; Synlett; nb. 12; (1997); p. 1395 - 1396, View in Reaxys 27 of 27

Description (NMR Spec- NMR troscopy) Sasaki et al.; Chemical and Pharmaceutical Bulletin; vol. 15; (1967); p. 599,601, View in Reaxys

IR Spectroscopy (7)

13/17

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1 of 7

Description (IR Spectroscopy)

ATR (attenuated total reflectance); Bands

Solvent (IR Spectroscopy)

neat liquid

Location

supporting information

Hearne, Zoë; Li, Chao-Jun; Chemical Communications; vol. 53; nb. 45; (2017); p. 6136 - 6139, View in Reaxys 2 of 7

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Location

supporting information

Comment (IR Spectroscopy)

film

Pan, Jun; Wang, Xinyan; Zhang, Yong; Buchwald, Stephen L.; Organic Letters; vol. 13; nb. 18; (2011); p. 4974 4976, View in Reaxys 3 of 7

Description (IR Spectroscopy)

Bands

Location

supporting information

Comment (IR Spectroscopy)

film

Mo, Fanyang; Yan, Jerry Mingtao; Qiu, Di; Li, Fei; Zhang, Yan; Wang, Jianbo; Angewandte Chemie - International Edition; vol. 49; nb. 11; (2010); p. 2028 - 2032, View in Reaxys 4 of 7

Description (IR Spectroscopy)

in KBr

Original Text (IR Spectroscopy)

IR (KBr, cm"1): 1594, 1474

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Yadav; Reddy; Basak; Narsaiah; Advanced Synthesis and Catalysis; vol. 346; nb. 1; (2004); p. 77 - 82, View in Reaxys 6 of 7

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

3100 - 815 cm**(-1)

Keck,G.E.; Webb,R.R.; Journal of the American Chemical Society; vol. 103; (1981); p. 3173, View in Reaxys 7 of 7

Description (IR Spectroscopy)

Normant; Feugeas; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 258; (1964); p. 2846, View in Reaxys Mass Spectrometry (8) Description (Mass Location Spectrometry)

Comment (Mass Spectrometry)

Peak

high resolution supporting informass spectrome- mation try (HRMS); APCI

References Hearne, Zoë; Li, Chao-Jun; Chemical Communications; vol. 53; nb. 45; (2017); p. 6136 - 6139, View in Reaxys

14/17

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(atmospheric pressure chemical ionization); time-of-flight mass spectra (TOFMS); IT (ion trap); spectrum high resolution mass spectrometry (HRMS); electron impact (EI); spectrum

supporting information

Xiong, Xiaodong; Tan, Fei; Yeung, YingYeung; Organic Letters; vol. 19; nb. 16; (2017); p. 4243 - 4246, View in Reaxys

GCMS (Gas chro- supporting informatography mass mation spectrometry); EI (Electron impact); Spectrum

Liu, An-Hua; He, Liang-Nian; Hua, Fang; Yang, Zhen-Zhen; Huang, Cheng-Bin; Yu, Bing; Li, Bin; Advanced Synthesis and Catalysis; vol. 353; nb. 17; (2011); p. 3187 - 3195, View in Reaxys

EI (Electron impact); Spectrum

Mo, Fanyang; Yan, Jerry Mingtao; Qiu, Di; Li, Fei; Zhang, Yan; Wang, Jianbo; Angewandte Chemie - International Edition; vol. 49; nb. 11; (2010); p. 2028 - 2032, View in Reaxys

supporting information

GCMS (Gas chromatography mass spectrometry); Spectrum

Zysman-Colman, Eli; Arias, Karla; Siegel, Jay S.; Canadian Journal of Chemistry; vol. 87; nb. 2; (2009); p. 440 - 447, View in Reaxys

EI (Electron impact)

Molecular peak

CI (Chemical ionization)

Molecular peak

200 m/e; 202 m/e

Patent; UBE INDUSTRIES, LTD.; WO2007/20964; (2007); (A1) Japanese, View in Reaxys Patent; REDDY US THERAPEUTICS, INC.; KALLEDA, Srinivas; PADAKANTI, Srinivas; KUMAR SWAMY, Nalivela; YELESWARAPU, Koteswar, Rao; ALEXANDER, Christopher, W.; KHANNA, Ish, Kumar; IQBAL, Javed; PILLARISETTI, Sivaram; PAL, Manojit; BARANGE, Deepak; WO2006/34473; (2006); (A2) English, View in Reaxys

spectrum; electron impact (EI)

Yadav; Reddy; Basak; Narsaiah; Advanced Synthesis and Catalysis; vol. 346; nb. 1; (2004); p. 77 - 82, View in Reaxys

Medchem (4) 1 of 4

Substance Effect

Acaricidal

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : miticidalimpregnated fabric disk assay

Biological Species/NCBI Dermatophagoides pteronyssinus ID Substance RN

127407View in Reaxys

Substance Name

Measurement Parameter

LC50

Unit

µg/cm2

Quantitative value

3.56

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 2 of 4

Substance Effect

Acaricidal

Bioassay Category

In Vitro (Efficacy)

15/17

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Bioassay Name

In Vitro (others)

Bioassay Details

Effect : miticidalimpregnated fabric disk assay

Biological Species/NCBI Dermatophagoides farinae ID Substance RN

127407View in Reaxys

Substance Name

Measurement Parameter

LC50

Unit

µg/cm2

Quantitative value

4.06

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 4

Substance Effect

Acaricidal

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : miticidalimpregnated fabric disk assay

Biological Species/NCBI Tyrophagus putrescentiae ID Substance RN

127407View in Reaxys

Substance Name

Measurement Parameter

LC50

Unit

µg/cm2

Quantitative value

3.75

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 4

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Synergistic activity against insecticidal activity of the compound with carbaryl in flies was determined

Biological Species/NCBI Diptera ID Substance RN

127407View in Reaxys

Measurement Parameter

Qualitative

Hansch; Journal of medicinal chemistry; vol. 11; nb. 5; (1968); p. 920 - 924, View in Reaxys Measurement Object

log SR5

Reaxys ID 26969013 View in Reaxys

2/2 CAS Registry Number: 1419917-08-0 Chemical Name: 3,4-methylenedioxy-[13C6]-1-bromobenzene; 3,4-methylenedioxy-[13C6]-1-bromobenzene Linear Structure Formula: C(13)C6H5BrO2 Molecular Formula: C7H5BrO2 Molecular Weight: 206.953 InChI Key: FBOYMIDCHINJKC-JTZKEMBVSA-N Note:

H 13C Br O 13 13 C C O

13C

C H

13CH

Substance Label (1)

16/17

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Label

References

Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 57; nb. 5; (2014); p. 378 - 387, View in Reaxys

Patent-Specific Data (1) Location in Patent References Page/Page column

Patent; CHIRON A/S; Johansen, Jon Eigill; Liu, Huiling; Karlsen, Morten; US2014/227792; (2014); (A1) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.309

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

18.46

Lipinski Number

Veber Number

NMR Spectroscopy (2) 1 of 2

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

Coupling Nuclei

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

400

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

13C

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

100

Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 57; nb. 5; (2014); p. 378 - 387, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) electron impact (EI); spectrum

Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 57; nb. 5; (2014); p. 378 - 387, View in Reaxys

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