Query Query N
1. Query
NH
Results
Date
4 substances in Reaxys
2016-05-20 11h:17m:54s (EST)
Cl
Search as: As drawn
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Reaxys ID 155493 View in Reaxys
Cl
1/4 CAS Registry Number: 23145-88-2 Chemical Name: 1-[(4-chlorophenyl)methyl]piperazine; 1-(4chlorobenzyl)piperazine Linear Structure Formula: C11H15N2Cl Molecular Formula: C11H15ClN2 Molecular Weight: 210.706 Type of Substance: heterocyclic InChI Key: GSJXJZOWHSTWOX-UHFFFAOYSA-N Note:
NH N
Substance Label (22) Label References 3b
Si, Weijie; Zhang, Tao; Zhang, Lanxiang; Mei, Xiangdong; Dong, Mengya; Zhang, Kaixin; Ning, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 9; (2016); p. 2380 - 2382, View in Reaxys
3c
Ferte, Jacques; Kuehnel, Jean-Marc; Chapuis, Genevieve; Rolland, Yves; Lewin, Guy; Schwaller, Marc A.; Journal of Medicinal Chemistry; vol. 42; nb. 3; (1999); p. 478 - 489, View in Reaxys; Congiu, Cenzo; Onnis, Valentina; Deplano, Alessandro; Balboni, Gianfranco; Dedeoglu, Nurcan; Supuran, Claudiu T.; Bioorganic and Medicinal Chemistry Letters; vol. 25; nb. 18; (2015); p. 3850 - 3853; Art.No: 22949, View in Reaxys
5h
Ambrogio, Ilaria; Cacchi, Sandro; Fabrizi, Giancarlo; Organic Letters; vol. 8; nb. 10; (2006); p. 2083 2086, View in Reaxys; Ren, Yu; Zhang, Hui Zhen; Zhang, Shao Lin; Luo, Yun Lei; Zhang, Ling; Zhou, Cheng He; Geng, Rong Xia; Journal of Chemical Sciences; vol. 127; nb. 12; (2015); p. 2251 - 2260, View in Reaxys
2d
Zhou, An; Wu, Hongfei; Pan, Jian; Wang, Xuncui; Li, Jiaming; Wu, Zeyu; Hui, Ailing; Molecules; vol. 20; nb. 1; (2015); p. 1304 - 1318, View in Reaxys
A2
Wang, Baolei; Shi, Yanxia; Zhan, Yizhou; Zhang, Liyuan; Zhang, Yan; Wang, Lizhong; Zhang, Xiao; Li, Yonghong; Li, Zhengming; Li, Baoju; Chinese Journal of Chemistry; vol. 33; nb. 10; (2015); p. 1124 - 1134, View in Reaxys
68
Flanagan, Jack U.; Atwell, Graham J.; Heinrich, Daniel M.; Brooke, Darby G.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Turnbull, Andrew P.; Raynham, Tony; Jamieson, Stephen M.F.; Denny, William A.; Bioorganic and Medicinal Chemistry; vol. 22; nb. 3; (2014); p. 967 - 977, View in Reaxys
3l
Jallapally, Anvesh; Addla, Dinesh; Yogeeswari, Perumal; Sriram, Dharmarajan; Kantevari, Srinivas; Bioorganic and Medicinal Chemistry Letters; vol. 24; nb. 23; (2014); p. 5520 - 5524, View in Reaxys
3
Bali, Alka; Reddy, A. C. Dinesh Kumar; Medicinal Chemistry Research; vol. 22; nb. 1; (2013); p. 382 - 391, View in Reaxys
45d
Stoessel, Anne; Schlenk, Miriam; Hinz, Sonja; Kueppers, Petra; Heer, Jag; Guetschow, Michael; Mueller, Christa E.; Journal of Medicinal Chemistry; vol. 56; nb. 11; (2013); p. 4580 - 4596, View in Reaxys
13d
Koch, Pierre; Akkari, Rhalid; Brunschweiger, Andreas; Borrmann, Thomas; Schlenk, Miriam; Kueppers, Petra; Koese, Meryem; Radjainia, Hamid; Hockemeyer, Joerg; Drabczynska, Anna; Kiec-Kononowicz, Katarzyna; Mueller, Christa E.; Bioorganic and Medicinal Chemistry; vol. 21; nb. 23; (2013); p. 7435 - 7452, View in Reaxys
10
Kim, Beom-Cheol; Lee, Seung-Hwan; Jang, Mi; Shon, Min Young; Park, Jeong Ho; Bulletin of the Korean Chemical Society; vol. 34; nb. 11; (2013); p. 3322 - 3326, View in Reaxys
25e
Bavetsias, Vassilios; Crumpler, Simon; Sun, Chongbo; Avery, Sian; Atrash, Butrus; Faisal, Amir; Moore, Andrew S.; Brown, Nathan; Sheldrake, Peter W.; Bush, Katherine; Henley, Alan; Box, Gary; Valenti, Melanie; De Haven Brandon, Alexis; Raynaud, Florence I.; Workman, Paul; Eccles, Suzanne A.; Linardopoulos, Spiros; Blagg, Julian; Kosmopoulou, Magda; Bayliss, Richard; Journal of Medicinal Chemistry; vol. 55; nb. 20; (2012); p. 8721 - 8734,14, View in Reaxys; Bavetsias, Vassilios; Crumpler, Simon; Sun, Chongbo; Avery, Sian; Atrash, Butrus; Faisal, Amir; Moore, Andrew S.; Kosmopoulou, Magda; Brown, Nathan; Sheldrake, Peter W.; Bush, Katherine; Henley, Alan; Box, Gary; Valenti, Melanie; De Haven Brandon, Alexis; Raynaud, Florence I.; Workman, Paul; Eccles, Suzanne A.; Bayliss, Richard; Linardopoulos, Spiros; Blagg, Julian; Journal of Medicinal Chemistry; vol. 55; nb. 20; (2012); p. 8721 - 8734, View in Reaxys
5c
Moehrle; Azodi; Pharmazie; vol. 61; nb. 10; (2006); p. 815 - 822, View in Reaxys
1d
He, Feng-Qi; Liu, Xing-Hai; Wang, Bao-Lei; Li, Zheng-Ming; Journal of Chemical Research; nb. 12; (2006); p. 809 - 811, View in Reaxys
5a
Moehrle, Hans; Azodi, Katja; Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences; vol. 61; nb. 8; (2006); p. 1021 - 1034, View in Reaxys
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pCBP
Bohnert, Juergen A.; Kern, Winfried V.; Antimicrobial Agents and Chemotherapy; vol. 49; nb. 2; (2005); p. 849 - 852, View in Reaxys
7
Mehanna, Ahmed S.; Jin, Yung Kim; Bioorganic and Medicinal Chemistry; vol. 13; nb. 13; (2005); p. 4323 4331, View in Reaxys
11
Zhao, He; Zhang, Xiaoyan; Hodgetts, Kevin; Thurkauf, Andrew; Hammer, Jack; Chandrasekhar, Jayaraman; Kieltyka, Andrzej; Brodbeck, Robbin; Rachwal, Stanislaw; Primus, Renee; Manly, Charles; Bioorganic and Medicinal Chemistry Letters; vol. 13; nb. 4; (2003); p. 701 - 704, View in Reaxys
11, R&3%=4-Cl
Zhao, He; Thurkauf, Andrew; He, Xiaoshu; Hodgetts, Kevin; Zhang, Xiaoyan; Rachwal, Stanislaw; Kover, Renata X.; Hutchison, Alan; Peterson, John; Kieltyka, Andrzej; Brodbeck, Robbin; Primus, Renee; Wasley, Jan W.F.; Bioorganic and Medicinal Chemistry Letters; vol. 12; nb. 21; (2002); p. 3105 - 3109, View in Reaxys
7k
Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Taylor, David A.; Australian Journal of Chemistry; vol. 55; nb. 9; (2002); p. 565 - 576, View in Reaxys
9
Zhao, He; He, Xiaoshu; Thurkauf, Andrew; Hoffman, Diane; Kieltyka, Andrzej; Brodbeck, Robbin; Primus, Renee; Wasley, Jan W.F.; Bioorganic and Medicinal Chemistry Letters; vol. 12; nb. 21; (2002); p. 3111 - 3115, View in Reaxys
10, 18 R1=Cl
Zhao, He; Thurkauf, Andrew; Braun, Julia; Brodbeck, Robin; Kieltyka, Andrzej; Bioorganic and Medicinal Chemistry Letters; vol. 10; nb. 18; (2000); p. 2119 - 2122, View in Reaxys
Patent-Specific Data (6) Prophetic ComLocation in Patent References pound prophetic product
Patent; Gillespie, Paul; Goodnow, JR., Robert Alan; Erickson, Shawn David; Jones, Richard; US2009/149466; (2009); (A1) English, View in Reaxys Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/81197; (2009); (A1) English, View in Reaxys Patent; Scios, Inc.; US6340685; (2002); (B1) English, View in Reaxys Patent; Schering Aktiengesellschaft; EP1254899; (2002); (A2) English, View in Reaxys Patent; Neurogen Corporation; US6355644; (2002); (B1) English, View in Reaxys Claim
Patent; Neurogen Corporation; US5859246; (1999); (A1) English, View in Reaxys
Derivative (3) Comment (Derivative)
References
Methansulfonat: F: 181-182grad
Vejdelek et al.; Collection of Czechoslovak Chemical Communications; vol. 39; (1974); p. 2276,2277,2280, View in Reaxys
Dihydrochlorid: F: 293.5-295.5grad (unkorr., aus A.)
Ikeda; Yakugaku Zasshi; vol. 89; (1969); p. 677,685; Chem.Abstr.; vol. 71; nb. 61339; (1969), View in Reaxys
*2HCl: F: 240-243grad
Patent; U.S. Vit. Pharm.; BE617599; (1962); Chem.Abstr.; vol. 59; nb. 646; (1963), View in Reaxys
Melting Point (3) 1 of 3
Melting Point [°C]
150
Solvent (Melting Point)
methanol
Bali, Alka; Reddy, A. C. Dinesh Kumar; Medicinal Chemistry Research; vol. 22; nb. 1; (2013); p. 382 - 391, View in Reaxys 2 of 3
Melting Point [°C]
150
Bali, Alka; Sharma, Komal; Bhalla, Abhishek; Bala, Suman; Reddy, Dinesh; Singh, Anant; Kumar, Anil; European Journal of Medicinal Chemistry; vol. 45; nb. 6; (2010); p. 2656 - 2662, View in Reaxys 3 of 3
Melting Point [°C]
93 - 97
Mehanna, Ahmed S.; Jin, Yung Kim; Bioorganic and Medicinal Chemistry; vol. 13; nb. 13; (2005); p. 4323 - 4331, View in Reaxys Boiling Point (10) Boiling Point [°C] Pressure (Boiling Point) [Torr]
References
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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138 - 141
10
Wang, Baolei; Shi, Yanxia; Zhan, Yizhou; Zhang, Liyuan; Zhang, Yan; Wang, Lizhong; Zhang, Xiao; Li, Yonghong; Li, Zhengming; Li, Baoju; Chinese Journal of Chemistry; vol. 33; nb. 10; (2015); p. 1124 - 1134, View in Reaxys
138 - 141
10
Wang, Bao-Lei; Liu, Xing-Hai; Zhang, Xiu-Lan; Zhang, Ji-Feng; Song, Hai-Bin; Li, Zheng-Ming; Chemical Biology and Drug Design; vol. 78; nb. 1; (2011); p. 42 - 49, View in Reaxys
114 - 116
0.2
Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Taylor, David A.; Australian Journal of Chemistry; vol. 55; nb. 9; (2002); p. 565 - 576, View in Reaxys
104 - 106
0.1
Buckle, Derek R.; Outred, D. James; Smith, Harry; Spicer, Barbara A.; Journal of Medicinal Chemistry; vol. 27; nb. 11; (1984); p. 1452 - 1457, View in Reaxys
124 - 126
0.6
Pesson et al.; European Journal of Medicinal Chemistry; vol. 10; (1975); p. 567,570, View in Reaxys
160 - 162
12
Vejdelek et al.; Collection of Czechoslovak Chemical Communications; vol. 39; (1974); p. 2276,2277,2280, View in Reaxys
132 - 135
2
Ikeda; Yakugaku Zasshi; vol. 89; (1969); p. 677,685; Chem.Abstr.; vol. 71; nb. 61339; (1969), View in Reaxys
122 - 126
0.8
Patent; U.S. Vit. Pharm.; BE617599; (1962); Chem.Abstr.; vol. 59; nb. 646; (1963), View in Reaxys
132 - 134
1.4
Patent; Brit. Drug Houses Ltd.; GB840358; (1957), View in Reaxys
140 - 142
2.5
Baltzly et al.; Journal of the American Chemical Society; vol. 66; (1944); p. 263,265, View in Reaxys
Crystal Property Description (3) Colour & Other References Properties colourless
Wang, Baolei; Shi, Yanxia; Zhan, Yizhou; Zhang, Liyuan; Zhang, Yan; Wang, Lizhong; Zhang, Xiao; Li, Yonghong; Li, Zhengming; Li, Baoju; Chinese Journal of Chemistry; vol. 33; nb. 10; (2015); p. 1124 - 1134, View in Reaxys
yellow
Delarue; Girault; Maes; Debreu-Fontaine; Labaeid; Grellier; Sergheraert; Journal of Medicinal Chemistry; vol. 44; nb. 17; (2001); p. 2827 - 2833, View in Reaxys; Zhang, Cunlong; Tan, Chunyan; Zu, Xuyu; Zhai, Xin; Liu, Feng; Chu, Bizhu; Ma, Xiaohua; Chen, Yuzong; Gong, Ping; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 46; nb. 4; (2011); p. 1404 - 1414, View in Reaxys
colourless
Wang, Bao-Lei; Liu, Xing-Hai; Zhang, Xiu-Lan; Zhang, Ji-Feng; Song, Hai-Bin; Li, Zheng-Ming; Chemical Biology and Drug Design; vol. 78; nb. 1; (2011); p. 42 - 49, View in Reaxys
NMR Spectroscopy (11) 1 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Location
supporting information
Si, Weijie; Zhang, Tao; Zhang, Lanxiang; Mei, Xiangdong; Dong, Mengya; Zhang, Kaixin; Ning, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 9; (2016); p. 2380 - 2382, View in Reaxys 2 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
600
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Zhou, An; Wu, Hongfei; Pan, Jian; Wang, Xuncui; Li, Jiaming; Wu, Zeyu; Hui, Ailing; Molecules; vol. 20; nb. 1; (2015); p. 1304 - 1318, View in Reaxys 3 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Bali, Alka; Sharma, Komal; Bhalla, Abhishek; Bala, Suman; Reddy, Dinesh; Singh, Anant; Kumar, Anil; European Journal of Medicinal Chemistry; vol. 45; nb. 6; (2010); p. 2656 - 2662, View in Reaxys; Zhang, Cunlong; Tan, Chunyan; Zu, Xuyu; Zhai, Xin; Liu, Feng; Chu, Bizhu; Ma, Xiaohua; Chen, Yuzong; Gong, Ping; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 46; nb. 4; (2011); p. 1404 - 1414, View in Reaxys; Bali, Alka; Reddy, A. C. Dinesh Kumar; Medicinal Chemistry Research; vol. 22; nb. 1; (2013); p. 382 - 391, View in Reaxys 4 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
500
Chai, Yunfeng; Wang, Lin; Sun, Hezhi; Guo, Cheng; Pan, Yuanjiang; Journal of the American Society for Mass Spectrometry; vol. 23; nb. 5; (2012); p. 823 - 833, View in Reaxys 5 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
125
Chai, Yunfeng; Wang, Lin; Sun, Hezhi; Guo, Cheng; Pan, Yuanjiang; Journal of the American Society for Mass Spectrometry; vol. 23; nb. 5; (2012); p. 823 - 833, View in Reaxys 6 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
100.6
Zhang, Cunlong; Tan, Chunyan; Zu, Xuyu; Zhai, Xin; Liu, Feng; Chu, Bizhu; Ma, Xiaohua; Chen, Yuzong; Gong, Ping; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 46; nb. 4; (2011); p. 1404 - 1414, View in Reaxys 7 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy)
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Bourrain, Sylvie; Collins, Ian; Neduvelil, Joseph G.; Rowley, Michael; Leeson, Paul D.; Patel, Smita; Patel, Shil; Emms, Frances; Marwood, Rosemarie; Chapman, Kerry L.; Fletcher, Alan E.; Showell, Graham A.; Bioorganic and Medicinal Chemistry; vol. 6; nb. 10; (1998); p. 1731 - 1743, View in Reaxys; Mehanna, Ahmed S.; Jin, Yung Kim; Bioorganic and Medicinal Chemistry; vol. 13; nb. 13; (2005); p. 4323 - 4331, View in Reaxys 8 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Taylor, David A.; Australian Journal of Chemistry; vol. 55; nb. 9; (2002); p. 565 - 576, View in Reaxys 9 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
75.4
Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Taylor, David A.; Australian Journal of Chemistry; vol. 55; nb. 9; (2002); p. 565 - 576, View in Reaxys 10 of 11
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Delarue; Girault; Maes; Debreu-Fontaine; Labaeid; Grellier; Sergheraert; Journal of Medicinal Chemistry; vol. 44; nb. 17; (2001); p. 2827 - 2833, View in Reaxys 11 of 11
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Delarue; Girault; Maes; Debreu-Fontaine; Labaeid; Grellier; Sergheraert; Journal of Medicinal Chemistry; vol. 44; nb. 17; (2001); p. 2827 - 2833, View in Reaxys IR Spectroscopy (2) 1 of 2
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
potassium bromide
Bali, Alka; Sharma, Komal; Bhalla, Abhishek; Bala, Suman; Reddy, Dinesh; Singh, Anant; Kumar, Anil; European Journal of Medicinal Chemistry; vol. 45; nb. 6; (2010); p. 2656 - 2662, View in Reaxys; Bali, Alka; Reddy, A. C. Dinesh Kumar; Medicinal Chemistry Research; vol. 22; nb. 1; (2013); p. 382 - 391, View in Reaxys 2 of 2
Description (IR Spectroscopy)
Bands
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Solvent (IR Spectroscopy)
KBr
Mehanna, Ahmed S.; Jin, Yung Kim; Bioorganic and Medicinal Chemistry; vol. 13; nb. 13; (2005); p. 4323 - 4331, View in Reaxys Mass Spectrometry (4) Description (Mass Location Spectrometry)
References
electron impact (EI); spectrum
Bali, Alka; Reddy, A. C. Dinesh Kumar; Medicinal Chemistry Research; vol. 22; nb. 1; (2013); p. 382 - 391, View in Reaxys
CID (collision-induced dissociation); ESI (Electrospray ionisation); IT (ion trap); Spectrum
Chai, Yunfeng; Wang, Lin; Sun, Hezhi; Guo, Cheng; Pan, Yuanjiang; Journal of the American Society for Mass Spectrometry; vol. 23; nb. 5; (2012); p. 823 - 833, View in Reaxys
CID (collision-insupporting inforduced dissociamation tion); IT (ion trap); ESI (Electrospray ionisation); Spectrum
Chai, Yunfeng; Jiang, Kezhi; Sun, Cuirong; Pan, Yuanjiang; Chemistry - A European Journal; vol. 17; nb. 39; (2011); p. 10820 - 10824, View in Reaxys
EI (Electron impact); Spectrum
Bali, Alka; Sharma, Komal; Bhalla, Abhishek; Bala, Suman; Reddy, Dinesh; Singh, Anant; Kumar, Anil; European Journal of Medicinal Chemistry; vol. 45; nb. 6; (2010); p. 2656 - 2662, View in Reaxys
Pharmacological Data (4) 1 of 4
Comment (Pharmacological Data)
Bioactivities present
Patent; Scios, Inc.; US6340685; (2002); (B1) English, View in Reaxys; Patent; Laboratoire Roger Bellon; US3950338; (1976); (A1) English, View in Reaxys; Patent; Fujisawa Pharmaceutical Co., Ltd.; US4382934; (1983); (A1) English, View in Reaxys; Patent; Ciba-Geigy Corporation; US5286728; (1994); (A1) English, View in Reaxys; Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US4692448; (1987); (A1) English, View in Reaxys; Patent; Boehringer Ingelheim Ltd.; US4725597; (1988); (A1) English, View in Reaxys; Patent; Kanebo, Ltd.; US4742062; (1988); (A1) English, View in Reaxys; Patent; Neurogen Corporation; US6040448; (2000); (A1) English, View in Reaxys; Patent; Neurogen Corporation; US6084098; (2000); (A1) English, View in Reaxys; Patent; Neurogen Corporation; US5859246; (1999); (A1) English, View in Reaxys; Patent; Massachusetts College of Pharmacy; US2002/115655; (2002); (A1) English, View in Reaxys; Patent; Du Bois, Daisy Joe; Kertesz, Denis John; Sjogren, Eric Brian; Smith, David Bernard; Wang, Beihan; US2003/176441; (2003); (A1) English, View in Reaxys; Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/71875; (2006); (A1) English, View in Reaxys; Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/71958; (2006); (A1) English, View in Reaxys; Patent; Brit. Drug Houses Ltd.; GB840358; (1957), View in Reaxys; Baltzly et al.; Journal of the American Chemical Society; vol. 66; (1944); p. 263,265, View in Reaxys; Pesson et al.; European Journal of Medicinal Chemistry; vol. 10; (1975); p. 567,570, View in Reaxys; Patent; U.S. Vit. Pharm.; BE617599; (1962); Chem.Abstr.; vol. 59; nb. 646; (1963), View in Reaxys; Ikeda; Yakugaku Zasshi; vol. 89; (1969); p. 677,685; Chem.Abstr.; vol. 71; nb. 61339; (1969), View in Reaxys; Vejdelek et al.; Collection of Czechoslovak Chemical Communications; vol. 39; (1974); p. 2276,2277,2280, View in Reaxys; Kurokawa, Mikio; Sato, Fuminori; Hatano, Naonobu; Honda, Yayoi; Uno, Hitoshi; Journal of Medicinal Chemistry; vol. 34; nb. 2; (1991); p. 593 - 599, View in Reaxys; Buckle, Derek R.; Outred, D. James; Smith, Harry; Spicer, Barbara A.; Journal of Medicinal Chemistry; vol. 27; nb. 11; (1984); p. 1452 - 1457, View in Reaxys; Ohtaka; Yoshida; Suzuki; Shimohara; Tajima; Ito; Chemical and Pharmaceutical Bulletin; vol. 36; nb. 12; (1988); p. 4825 - 4833, View in Reaxys; Kreutzberger; Kochanowski; Archiv der Pharmazie; vol. 321; nb. 12; (1988); p. 837 - 840, View in Reaxys; Meanwell, Nicholas A.; Hewawasam, Piyasena A.; Thomas, Jeanine; Wright, J. J. Kim; Russell, John W.; et al.; Journal of Medicinal Chemistry; vol. 36; nb. 22; (1993); p. 3251 - 3264, View in Reaxys; Buckle, Derek R.; Rockell, Caroline J. M.; Smith, Harry; Spicer, Barbara A.; Journal of Medicinal Chemistry; vol. 29; nb. 11; (1986); p. 2262 - 2267, View in Reaxys; Witte; Arzneimittel-Forschung/Drug Research; vol. 39; nb. 10 A; (1989); p. 1309 - 1309, View in Reaxys; Dauzonne; Gillardin; Lepage; Pointet; Risse; Lamotte; Demerseman; European Journal of Medicinal Chemistry; vol. 30; nb. 1; (1995); p. 53 - 59, View in Reaxys; Kamiya; Matsui; Shirahase; Nakamura; Wada; Kanda; Shimaji; Kakeya; Chemical and Pharmaceutical Bulletin; vol. 43; nb. 10; (1995); p. 1692 - 1695, View in Reaxys; Baziard-Mouysset, Genevieve; Younes, Salouma; Labssita, Youssef; Payard, Marc; Caignard, Daniel-Henri; Rettori, Marie-Claire; Renard, Pierre; Pfeiffer, Bruno; Guardiola-Lemaitre, Beatrice; European Journal of Medicinal Chemistry; vol. 33; nb. 5; (1998); p. 339 - 347, View in Reaxys; Bourrain, Sylvie; Collins, Ian; Neduvelil, Joseph G.; Rowley, Michael; Leeson, Paul D.; Patel, Smita; Patel, Shil; Emms, Frances; Marwood, Rosemarie; Chapman, Kerry L.; Fletcher, Alan E.; Showell, Graham A.; Bioorganic and Medicinal Chemistry; vol. 6; nb. 10; (1998); p. 1731 - 1743, View in Reaxys; Pavlov, Andrei Y.; Preobrazhenskaya, Maria N.; Malabarba, Adriano; Ciabatti, Romeo; Colombo, Luigi; Journal of Antibiotics; vol. 51; nb. 1; (1998); p. 73 - 81, View in Reaxys; Perrone; Berardi; Colabufo; Leopoldo; Tortorella; Journal of Medicinal Chemistry; vol. 41; nb.
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Comment (Pharmacological Data)
physiological behaviour discussed
Ren, Yu; Zhang, Hui Zhen; Zhang, Shao Lin; Luo, Yun Lei; Zhang, Ling; Zhou, Cheng He; Geng, Rong Xia; Journal of Chemical Sciences; vol. 127; nb. 12; (2015); p. 2251 - 2260, View in Reaxys 3 of 4
Comment (Pharmacological Data)
physiological behaviour discussed
Kim, Beom-Cheol; Lee, Seung-Hwan; Jang, Mi; Shon, Min Young; Park, Jeong Ho; Bulletin of the Korean Chemical Society; vol. 34; nb. 11; (2013); p. 3322 - 3326, View in Reaxys 4 of 4
Effect (Pharmacological Data)
bacterial resistance; inhibition of
Species or Test-System (Pharmacological Data)
Escherichia coli 3-AG100MKX
Method (Pharmacological Data)
cells incubated with levofloxacin in presence of title comp.; levofloxacin MIC determined by spectrofotometric assay
Further Details (Pharmacological Data)
3-AG100MKX: AcrAB-overexpressing gyrA mutant derived from AG100MKX (AG100 marA::Kmr); AcrAB: efflux pump; reference comp.: Phe-Arg-β-naphtylamide
Results
title comp. conc. to reduce levofloxacin MIC by 4-fold was 100 μg/ml
Bohnert, Juergen A.; Kern, Winfried V.; Antimicrobial Agents and Chemotherapy; vol. 49; nb. 2; (2005); p. 849 852, View in Reaxys
Reaxys ID 3723464 View in Reaxys
Cl
2/4
NH N
CAS Registry Number: 23145-89-3 Chemical Name: 1-(4-chloro-benzyl)-piperazine; dihydrochloride; 1-(4-Chlor-benzyl)-piperazin; Dihydrochlorid; N-(4-chlorobenzyl)-piperazine dihydrochloride; N-(4-chlorobenzyl)piperazine dihydrochloride Linear Structure Formula: C11H15ClN2*2ClH Molecular Formula: C11H15ClN2*2ClH Molecular Weight: 283.628 Type of Substance: heterocyclic InChI Key: ZKQKYKNSUWSKAN-UHFFFAOYSA-N Note:
Cl 2 H
Patent-Specific Data (1) References Patent; Shanghai Institute of Pharmaceutical Industry; US2005/267121; (2005); (A1) English, View in Reaxys Melting Point (2)
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1 of 2
Melting Point [°C]
278 - 280
Solvent (Melting Point)
ethanol
Patent; Shanghai Institute of Pharmaceutical Industry; US2005/267121; (2005); (A1) English, View in Reaxys 2 of 2
Melting Point [°C]
296
Solvent (Melting Point)
ethanol
Comment (Melting Point)
Decomp.
Baltzly et al.; Journal of the American Chemical Society; vol. 66; (1944); p. 263,265, View in Reaxys
Reaxys ID 4064080 View in Reaxys
Cl
3/4
O
NH N
CAS Registry Number: 55037-86-0 Chemical Name: 1-(p-Chlorbenzyl)piperazin-Methansulfonat Linear Structure Formula: C11H15ClN2*CH4O3S Molecular Formula: CH4O3S*C11H15ClN2 Molecular Weight: 306.813 Type of Substance: heterocyclic InChI Key: NDKDITJSMPVJSL-UHFFFAOYSA-N Note:
S HO
O
Substance Label (1) Label References XXI
Vejdelek et al.; Collection of Czechoslovak Chemical Communications; vol. 39; (1974); p. 2276,2277,2280, View in Reaxys
Melting Point (1) 1 of 1
Melting Point [°C]
181 - 182
Vejdelek et al.; Collection of Czechoslovak Chemical Communications; vol. 39; (1974); p. 2276,2277,2280, View in Reaxys
Reaxys ID 19151816 View in Reaxys
Cl
4/4
NH N
CAS Registry Number: 435342-11-3 Chemical Name: 1-(4-chloro-benzyl)-piperazine hydrochloride Linear Structure Formula: C11H15ClN2*ClH Molecular Formula: C11H15ClN2*ClH Molecular Weight: 247.167 InChI Key: ZKQKYKNSUWSKAN-UHFFFAOYSA-N Note:
HCl
Patent-Specific Data (1) Prophetic ComReferences pound prophetic product
Patent; Gillespie, Paul; Goodnow, JR., Robert Alan; Erickson, Shawn David; Jones, Richard; US2009/149466; (2009); (A1) English, View in Reaxys
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