1-(4-fluorobenzyl)piperazine

Query Query N

1. Query

NH

Results

Date

7 substances in Reaxys

2016-05-20 11h:03m:57s (EST)

F

Search as: As drawn

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Reaxys ID 4182292 View in Reaxys

F

1/7 CAS Registry Number: 70931-28-1 Chemical Name: 1-(4-fluorophenylmethyl)piperazine; 1-(4-fluoro-benzyl)-piperazine; 1-(p-fluorobenzyl)piperazine; 4-(4-fluorobenzyl)piperazine; N-(4-fluorobenzyl)piperazine; 4-Fluorobenzylpiperazine; 1-(4-fluorobenzyl)-piperazine Linear Structure Formula: C11H15FN2 Molecular Formula: C11H15FN2 Molecular Weight: 194.252 Type of Substance: heterocyclic InChI Key: OOSZCNKVJAVHJI-UHFFFAOYSA-N Note:

NH N

Substance Label (10) Label References 2b

Singh, Anil K.; Rathi, Brijesh; Medviediev, Volodymyr V.; Shishkin, Oleg V.; Bahadur, Vijay; Singh, Taruna; Singh, Brajendra K.; Vijayan; Balachandran; Gorobets, Nikolay Yu; Journal of Chemical Sciences; vol. 128; nb. 2; (2016); p. 297 - 309, View in Reaxys

5i

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

3k

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

9

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

49

Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; HERGENROTHER, Paul Joseph; PETERSON, Quinn Patrick; HSU, Danny Chung; WEST, Diana C.; FAN, Timothy M.; NOVOTNY, Chris J.; WO2010/91382; (2010); (A1) English, View in Reaxys

H-B4

Revesz, Laszlo; Bollbuck, Birgit; Buhl, Thomas; Eder, Joerg; Esser, Ronald; Feifel, Roland; Heng, Richard; Hiestand, Peter; Jachez-Demange, Benedicte; Loetscher, Pius; Sparrer, Helmut; Schlapbach, Achim; Waelchli, Rudolf; Bioorganic and Medicinal Chemistry Letters; vol. 15; nb. 23; (2005); p. 5160 5164, View in Reaxys

4-2

Oh, Seung-Jun; Lee, Kyo Chul; Lee, Sang-Yoon; Ryu, Eun Kyoung; Saji, Hideo; Choe, Yearn Seong; Chi, Dae Yoon; Kim, Sang Eun; Lee, Jeewoo; Kim, Byung-Tae; Bioorganic and Medicinal Chemistry; vol. 12; nb. 21; (2004); p. 5505 - 5513, View in Reaxys

11, R&3%=4-F

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

7j

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

16c

Tapia, Ines; Alonso-Cires, Luisa; Lopez-Tudanca, Pedro Luis; Mosquera, Ramon; Labeaga, Luis; Innerarity, Ana; Orjales, Aurelio; Journal of Medicinal Chemistry; vol. 42; nb. 15; (1999); p. 2870 - 2880, View in Reaxys

Patent-Specific Data (3) 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 Patent; PIERRE FABRE MEDICAMENT; WO2007/147824; (2007); (A1) English, View in Reaxys Patent; Solvay Pharmaceuticals GmbH; EP1176144; (2002); (A1) German, View in Reaxys

Derivative (1) Derivative

References

1-(4-fluorobenBartl; Dlabac; Protiva; Collection of Czechoslovak Chemical Communications; vol. 45; nb. 11; (1980); p. zyl)piperazine 3182 - 3189, View in Reaxys bis(hydrogen maleate); 1-(4-fluorobenzyl)piperazine dimethanesulfonate

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Melting Point (1) 1 of 1

Melting Point [°C]

64 - 65

Solvent (Melting Point)

light petroleum

Bartl; Dlabac; Protiva; Collection of Czechoslovak Chemical Communications; vol. 45; nb. 11; (1980); p. 3182 3189, View in Reaxys Boiling Point (2) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

References

80 - 84

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

108

2.3

Bartl; Dlabac; Protiva; Collection of Czechoslovak Chemical Communications; vol. 45; nb. 11; (1980); p. 3182 - 3189, View in Reaxys

Crystal Property Description (1) Colour & Other References Properties yellow

Perez, Michel; Lamothe, Marie; Maraval, Catherine; Mirabel, Etienne; Loubat, Chantal; Planty, Bruno; Horn, Clemens; Michaux, Julien; Marrot, Sebastien; Letienne, Robert; Pignier, Christophe; Bocquet, Arnaud; Nadal-Wollbold, Florence; Cussac, Didier; De Vries, Luc; Le Grand, Bruno; Journal of Medicinal Chemistry; vol. 52; nb. 19; (2009); p. 5826 - 5836, 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

NMR Spectroscopy (13) 1 of 13

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

1H

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

400

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 2 of 13

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 3 of 13

Nucleus (NMR Spectroscopy)

1H

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

400

Original Text (NMR Spectroscopy)

1H-NMR

Location

Page/Page column 22

Comment (NMR Spectroscopy)

Signals given

(400 MHz, DMSO-d6) δ (ppm): 7.33-7.10 (m, 4 Ar H), 3.4 (s, 2H), 2.70 (t, J=4.8 Hz, 4H), 2.30 (t, J=1.6 Hz, 4 H).

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Patent; KHAMRAI, Uttam; Ronsheim, Matthew; Karak, Sumit Kumar; US2010/152160; (2010); (A1) English, View in Reaxys 4 of 13

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

1H

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

400

Perez, Michel; Lamothe, Marie; Maraval, Catherine; Mirabel, Etienne; Loubat, Chantal; Planty, Bruno; Horn, Clemens; Michaux, Julien; Marrot, Sebastien; Letienne, Robert; Pignier, Christophe; Bocquet, Arnaud; Nadal-Wollbold, Florence; Cussac, Didier; De Vries, Luc; Le Grand, Bruno; Journal of Medicinal Chemistry; vol. 52; nb. 19; (2009); p. 5826 - 5836, View in Reaxys 5 of 13

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

13C

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

50

Oh, Seung-Jun; Lee, Kyo Chul; Lee, Sang-Yoon; Ryu, Eun Kyoung; Saji, Hideo; Choe, Yearn Seong; Chi, Dae Yoon; Kim, Sang Eun; Lee, Jeewoo; Kim, Byung-Tae; Bioorganic and Medicinal Chemistry; vol. 12; nb. 21; (2004); p. 5505 - 5513, View in Reaxys 6 of 13

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

1H

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

200

Oh, Seung-Jun; Lee, Kyo Chul; Lee, Sang-Yoon; Ryu, Eun Kyoung; Saji, Hideo; Choe, Yearn Seong; Chi, Dae Yoon; Kim, Sang Eun; Lee, Jeewoo; Kim, Byung-Tae; Bioorganic and Medicinal Chemistry; vol. 12; nb. 21; (2004); p. 5505 - 5513, View in Reaxys 7 of 13

Nucleus (NMR Spectroscopy)

1H

Coupling Nuclei

1H

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

200

Oh, Seung-Jun; Lee, Kyo Chul; Lee, Sang-Yoon; Ryu, Eun Kyoung; Saji, Hideo; Choe, Yearn Seong; Chi, Dae Yoon; Kim, Sang Eun; Lee, Jeewoo; Kim, Byung-Tae; Bioorganic and Medicinal Chemistry; vol. 12; nb. 21; (2004); p. 5505 - 5513, View in Reaxys 8 of 13

Nucleus (NMR Spectroscopy)

13C

Coupling Nuclei

1H

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

75.4

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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 13

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 13

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 11 of 13

Nucleus (NMR Spectroscopy)

1H

Coupling Nuclei

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 12 of 13

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

1H

Solvents (NMR Spectro- CDCl3 scopy) Tapia, Ines; Alonso-Cires, Luisa; Lopez-Tudanca, Pedro Luis; Mosquera, Ramon; Labeaga, Luis; Innerarity, Ana; Orjales, Aurelio; Journal of Medicinal Chemistry; vol. 42; nb. 15; (1999); p. 2870 - 2880, View in Reaxys 13 of 13

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

13C

Coupling Nuclei

19F

Solvents (NMR Spectro- CDCl3 scopy) Tapia, Ines; Alonso-Cires, Luisa; Lopez-Tudanca, Pedro Luis; Mosquera, Ramon; Labeaga, Luis; Innerarity, Ana; Orjales, Aurelio; Journal of Medicinal Chemistry; vol. 42; nb. 15; (1999); p. 2870 - 2880, View in Reaxys Mass Spectrometry (4) Description (Mass Location Spectrometry)

References

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LCMS (Liquid chromatography mass spectrometry); ESI (Electrospray ionisation)

Page/Page column 74

Patent; PAMLICO PHARMACEUTICAL INC.; ATKINSON, Robert N.; OMMEN, Andy J.; VEAL, James M.; HUANG, Kenneth H.; SMITH, Emilie, D.; WO2012/88411; (2012); (A1) English, 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

CID (collision-insupporting inforduced dissociamation tion); IT (ion trap); ESI (Electrospray ionisation); Tandem mass spectrometry; Spectrum

Chai, Yunfeng; Jiang, Kezhi; Sun, Cuirong; Pan, Yuanjiang; Chemistry - A European Journal; vol. 17; nb. 39; (2011); p. 10820 - 10824, View in Reaxys

LCMS (Liquid chromatography mass spectrometry)

Patent; KHAMRAI, Uttam; Ronsheim, Matthew; Karak, Sumit Kumar; US2010/152160; (2010); (A1) English, View in Reaxys

Page/Page column 22

Pharmacological Data (3) 1 of 3

Comment (Pharmacological Data)

Bioactivities present

Patent; Boehringer Ingelheim Ltd.; US4725597; (1988); (A1) English, View in Reaxys; Patent; Nisshin Flour Milling Co., Ltd.; US5736550; (1998); (A1) English, View in Reaxys; Patent; Nisshin Flour Milling Co., Ltd.; US5753654; (1998); (A1) English, View in Reaxys; Patent; Molecular Geriatrics Corporation; US6214994; (2001); (B1) English, View in Reaxys; Patent; Desconclois, Jean-Francois; Picaut, Guy; Girard, Philippe; Tabart, Michel; Wentzler, Sylvie; US2002/37891; (2002); (A1) English, View in Reaxys; Patent; Botfield, Martyn; McDonald, Fiona; Kraetzschmar, Joern; Lindenthal, Bernhard; Kreft, Bertold; US2003/191110; (2003); (A1) English, View in Reaxys; Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/15851; (2006); (A1) English, View in Reaxys; Patent; ASTRAZENECA AB; WO2006/91160; (2006); (A1) English, View in Reaxys; Patent; PIERRE FABRE MEDICAMENT; WO2007/147824; (2007); (A1) English, View in Reaxys; Patent; Cai, Zhenhong R.; Jabri, Salman Y.; Jin, Haolun; Lansdown, Rachael A.; Metobo, Samuel E.; Mish, Michael R.; Pastor, Richard M.; US2008/58315; (2008); (A1) English, View in Reaxys; Valenta, Vladimir; Sindelar, Karel; Holubek, Jiri; Ryska, Miroslav; Collection of Czechoslovak Chemical Communications; vol. 55; nb. 6; (1990); p. 1613 - 1629, 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; Protiva, Miroslav; Jilek, Jiri; Rajsner, Miroslav; Sindelar, Karel; Bartl, Vaclav; et al.; Collection of Czechoslovak Chemical Communications; vol. 52; nb. 7; (1987); p. 1811 - 1833, View in Reaxys; Bartl; Dlabac; Protiva; Collection of Czechoslovak Chemical Communications; vol. 45; nb. 11; (1980); p. 3182 - 3189, View in Reaxys; Bartl; Metysova; Protiva; Collection of Czechoslovak Chemical Communications; vol. 46; nb. 1; (1981); p. 141 - 147, View in Reaxys; Kajino; Shibouta; Nishikawa; Meguro; Chemical and Pharmaceutical Bulletin; vol. 39; nb. 11; (1991); p. 2896 - 2905, View in Reaxys; Meyer; Tomcufcik; Chan; Haug; Journal of Medicinal Chemistry; vol. 32; nb. 3; (1989); p. 593 - 597, 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; Kmonicek, Vojtech; Valchar, Martin; Polivka, Zdenek; Collection of Czechoslovak Chemical Communications; vol. 59; nb. 10; (1994); p. 2343 - 2350, View in Reaxys; Rault, Sylvain; Lancelot, Jean-Charles; Prunier, Herve; Robba, Max; Renard, Pierre; Delagrange, Philippe; Pfeiffer, Bruno; Caignard, Daniel-Henri; Guardiola-Lemaitre, Beatrice; Hamon, Michel; Journal of Medicinal Chemistry; vol. 39; nb. 10; (1996); p. 2068 - 2080, View in Reaxys; Prunier, Herve; Rault, Sylvain; Lancelot, Jean-Charles; Robba, Max; Renard, Pierre; Delagrange, Philippe; Pfeiffer, Bruno; Caignard, Daniel-Henri; Misslin, Rene; Guardiola-Lemaitre, Beatrice; Hamon, Michel; Journal of Medicinal Chemistry; vol. 40; nb. 12; (1997); p. 1808 - 1819, 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; Ley, Steven V.; Bolli, Martin H.; Hinzen, Berthold; Gervois, Anne-Geraldine; Hall, Beverley J.; Journal of the Chemical Society - Perkin Transactions 1; nb. 15; (1998); p. 2239 - 2241, View in Reaxys; Tapia, Ines; Alonso-Cires, Luisa; Lopez-Tudanca, Pedro Luis; Mosquera, Ramon; Labeaga, Luis; Innerarity, Ana; Orjales, Aurelio; Journal of Medicinal Chemistry; vol. 42; nb. 15; (1999); p. 2870 - 2880, View in Reaxys; Tabart, Michel; Picaut, Guy; Desconclois, Jean-Francois; Dutka-Malen, Sylvie; Huet, Yvette; Berthaud, Nadine; Bioorganic and Medicinal Chemistry Letters; vol. 11; nb. 7; (2001); p. 919 - 921, View in Reaxys; 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; Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Taylor, David A.; Australian Journal of Chemistry; vol. 55; nb. 9; (2002); p. 565 -

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576, View in Reaxys; 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; Baraldi, Pier Giovanni; Nunez, Maria del Carmen; Morelli, Anna; Falzoni, Simonetta; Di Virgilio, Francesco; Romagnoli, Romeo; Journal of Medicinal Chemistry; vol. 46; nb. 8; (2003); p. 1318 1329, View in Reaxys; Bombrun, Agnes; Gerber, Patrick; Casi, Giulio; Terradillos, Olivier; Antonsson, Bruno; Halazy, Serge; Journal of Medicinal Chemistry; vol. 46; nb. 21; (2003); p. 4365 - 4368, View in Reaxys; Oh, SeungJun; Lee, Kyo Chul; Lee, Sang-Yoon; Ryu, Eun Kyoung; Saji, Hideo; Choe, Yearn Seong; Chi, Dae Yoon; Kim, Sang Eun; Lee, Jeewoo; Kim, Byung-Tae; Bioorganic and Medicinal Chemistry; vol. 12; nb. 21; (2004); p. 5505 5513, View in Reaxys; Omran, Ziad; Cailly, Thomas; Lescot, Elodie; Santos, Jana Sopkova-De Oliveira; Agondanou, Jean-Hugues; Lisowski, Vincent; 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(A1) English, View in Reaxys; Patent; Molecular Geriatrics Corporation; US5693804; (1997); (A1) English, View in Reaxys; Esteve, Cristina; Nueda, Arsenio; Diaz, Jose Luis; Beleta, Jorge; Cardenas, Alvaro; Lozoya, Estrella; Cadavid, Maria Isabel; Loza, Maria Isabel; Ryder, Hamish; Vidal, Bernat; Bioorganic and Medicinal Chemistry Letters; vol. 16; nb. 14; (2006); p. 3642 - 3645, View in Reaxys; Lee, Hyung Kook; Lee, Yun Suk; Roh, Eun Joo; Rhim, Hyewhon; Lee, Jae Yeol; Shin, Kye Jung; Bioorganic and Medicinal Chemistry Letters; vol. 18; nb. 15; (2008); p. 4424 - 4427, View in Reaxys; Patent; Gillespie, Paul; Goodnow, JR., Robert Alan; Erickson, Shawn David; Jones, Richard; US2009/149466; (2009); (A1) English, View in Reaxys; Patent; BIOVITRUM AB (PUBL); WO2009/71658; (2009); (A1) English, View in Reaxys; Cunico, Wilson; Gomes, Claudia R.B.; Moreth, Marcele; Manhanini, Diogo P.; Figueiredo, Isabela H.; Penido, Carmen; Henriques, Maria G.M.O.; Varotti, Fernando P.; Krettli, Antoniana U.; European Journal of Medicinal Chemistry; 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loni, Marina; Dandrea, Piero; Catalioto, Rose-Marie; Ettorre, Alessandro; Giuliani, Sandro; Marastoni, Elena; Mauro, Sandro; Meini, Stefania; Rossi, Cristina; Altamura, Maria; Maggi, Carlo A.; Journal of Medicinal Chemistry; vol. 53; nb. 10; (2010); p. 4148 - 4165, View in Reaxys; Aytemir, Mutlu Dilsiz; Oezelik, Berrin; European Journal of Medicinal Chemistry; vol. 45; nb. 9; (2010); p. 4089 - 4095, View in Reaxys; Patent; ASTRAZENECA AB; WO2004/825; (2003); (A1) English, View in Reaxys; Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/37796; (2004); (A2) English, 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; Mohamed, Tarek; Zhao, Xiaobei; Habib, Lila K.; Yang, Jerry; Rao, Praveen P.N.; Bioorganic and Medicinal Chemistry; vol. 19; nb. 7; (2011); p. 2269 - 2281, View in Reaxys; Patent; ASTRAZENECA AB; DIORAZIO, Louis; DOBSON, Andrew, Hornby; NORTON, Alison; O'KEARNEY-McMullan, Anne; WU, Dedong; WO2011/65905; (2011); (A1) English, View in Reaxys; Van Goethem, Sebastiaan; Matheeussen, Veerle; Joossens, Jurgen; Lambeir, Anne-Marie; Chen, Xin; De Meester, Ingrid; Haemers, Achiel; Augustyns, Koen; Van Der Veken, Pieter; Journal of Medicinal Chemistry; vol. 54; nb. 16; (2011); p. 5737 - 5746, View in Reaxys; Chai, Yunfeng; Jiang, Kezhi; Sun, Cuirong; Pan, Yuanjiang; Chemistry A European Journal; vol. 17; nb. 39; (2011); p. 10820 - 10824, View in Reaxys; Patent; RIGEL PHARMACEUTICALS, INC.; US2012/28954; (2012); (A1) English, View in Reaxys; Romagnoli, Romeo; Baraldi, Pier Giovanni; Carrion, Maria Dora; Cara, Carlota Lopez; Cruz-Lopez, Olga; Salvador, Maria Kimatrai; Preti, Delia; Tabrizi, Mojgan Aghazadeh; Shryock, John C.; Moorman, Allan R.; Vincenzi, Fabrizio; Varani, Katia; Borea, Pier Andrea; Bioorganic and Medicinal Chemistry; vol. 20; nb. 2; (2012); p. 996 - 1007, View in Reaxys; Doherty, George A.; Bhatia, Pramila; Vortherms, Timothy A.; Marsh, Kennan C.; Wetter, Jill M.; MacK, Helmut; Scott, Victoria E.; Jarvis, Michael F.; Stewart, Andrew O.; Bioorganic and Medicinal Chemistry Letters; vol. 22; nb. 4; (2012); p. 1716 - 1718, View in Reaxys; Dong, Ming-Xin; Lu, Lu; Li, Haitao; Wang, Xiaohua; Lu, Hong; Jiang, Shibo; Dai, Qiu-Yun; Bioorganic and Medicinal Chemistry Letters; vol. 22; nb. 9; (2012); p. 3284 - 3286, View in Reaxys; Baytas, Sultan; Turan Dural, Niludie Nermin; Oezkan, Yesim; Simsek, Hasan Bolkan; Guersel, Tuerkiz; Uenlue, Serdar; Turkish Journal of Chemistry; vol. 36; nb. 3; (2012); p. 367 - 382, View in Reaxys; Ding, Huaiwei; Chen, Zhe; Zhang, Cunlong; Xin, Tian; Wang, Yini; Song, Hongrui; Jiang, Yuyang; Chen, Yuzong; Xu, Yongnan; Tan, Chunyan; Molecules; vol. 17; nb. 4; (2012); p. 4703 - 4716, View in Reaxys; Patent; PAMLICO PHARMACEUTICAL INC.; ATKINSON, Robert N.; OMMEN, Andy J.; VEAL, James M.; HUANG, Kenneth H.; SMITH, Emilie, D.; WO2012/88411; (2012); (A1) English, View in Reaxys; Wu, Yan; Ma, Long-Xu; Niu, Tian-Wei; Cui, Xun; Piao, Hu-Ri; Bioorganic and Medicinal Chemistry Letters; vol. 22; nb. 13; (2012); p. 4229 - 4232, View in Reaxys; Morera, Ludovica; Labar, Geoffray; Ortar, Giorgio; Lambert, Didier M.; Bioorganic and Medicinal Chemistry; vol. 20; nb. 21; (2012); p. 6260 - 6275, View in Reaxys; Wu, Yan; Ma, Long-Xu; Sun, Liang-Peng; Song, Ming-Xia; Cui, Xun; Piao, Hu-Ri; Bioorganic and Medicinal Chemistry Letters; vol. 23; nb. 3; (2013); p. 757 - 760, View in Reaxys; Wu, Yan; Sun, Liang-Peng; Ma, Long-Xu; Che, Jian; Song, Ming-Xia; Cui, Xun; Piao, Hu-Ri; Chemical Biology and Drug Design; vol. 81; nb. 5; (2013); p. 591 - 599, View in Reaxys; 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; Young Taek Han; Eun Kyung Kim; Eun Ae Kim; Eun Seon Kim; Dae Kyong Kim; Young-Ger Suh; Kyung Hoon Min; B KOR CHEM SOC; vol. 30; nb. 4; (2009); p. 779 - 780, View in Reaxys; Aghekyan; Mkryan; Markaryan; Russian Journal of Organic Chemistry; vol. 49; nb. 11; (2013); p. 1632 - 1636; Zh. 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Comment (Pharmacological Data)

physiological behaviour discussed

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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 3

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

Reaxys ID 10380682 View in Reaxys

F

2/7

NH

Cl

N

Chemical Name: 1-(4-fluorobenzyl)piperazine monohydrochloride; 1-(4-fluorobenzyl) piperazine hydrochloride; 1-(4-fluorobenzyl)-piperazine hydrochloride Linear Structure Formula: C11H15FN2*ClH Molecular Formula: C11H15FN2*ClH Molecular Weight: 230.713 Type of Substance: heterocyclic InChI Key: NARSRVMPDQTUDE-UHFFFAOYSA-N Note:

H

Substance Label (1) Label References 8

Mehanna, Ahmed S.; Jin, Yung Kim; Bioorganic and Medicinal Chemistry; vol. 13; nb. 13; (2005); p. 4323 4331, View in Reaxys

Melting Point (1) 1 of 1

Melting Point [°C]

164 - 167

Mehanna, Ahmed S.; Jin, Yung Kim; Bioorganic and Medicinal Chemistry; vol. 13; nb. 13; (2005); p. 4323 - 4331, View in Reaxys NMR Spectroscopy (1) 1 of 1

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

1H

Solvents (NMR Spectro- CDCl3 scopy) Mehanna, Ahmed S.; Jin, Yung Kim; Bioorganic and Medicinal Chemistry; vol. 13; nb. 13; (2005); p. 4323 - 4331, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

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

Reaxys ID 11702413 View in Reaxys

3/7 Chemical Name: 1-(4-fluoro-benzyl)-piperazine dihydrochloride; N-(4-fluorobenzyl)-piperazine dihydrochloride; N-(4-fluorobenzyl)piperazine dihydrochloride Linear Structure Formula: C11H15FN2*2ClH Molecular Formula: C11H15FN2*2ClH Molecular Weight: 267.174 InChI Key: NARSRVMPDQTUDE-UHFFFAOYSA-N Note:

2 HCl

F

NH N

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Substance Label (1) Label References 13

Patent; CHEMOCENTRYX, INC.; WO2007/22257; (2007); (A2) English, View in Reaxys

Patent-Specific Data (1) References Patent; Shanghai Institute of Pharmaceutical Industry; US2005/267121; (2005); (A1) English, View in Reaxys Melting Point (1) 1 of 1

Melting Point [°C]

282 - 284

Solvent (Melting Point)

ethanol

Patent; Shanghai Institute of Pharmaceutical Industry; US2005/267121; (2005); (A1) English, View in Reaxys

Reaxys ID 4623758 View in Reaxys

4/7

O

2

S HO

F

CAS Registry Number: 77602-91-6 Chemical Name: 1-(4-fluorobenzyl)piperazine dimethanesulfonate Linear Structure Formula: C11H15FN2*2CH4O3S Molecular Formula: 2CH4O3S*C11H15FN2 Molecular Weight: 386.466 Type of Substance: heterocyclic InChI Key: JBNVBMZDXLROMK-UHFFFAOYSA-N Note:

O

NH N

Melting Point (1) 1 of 1

Melting Point [°C]

202 - 204

Solvent (Melting Point)

ethanol

Comment (Melting Point)

Crystallization with 1 Mol(s) H2O

Bartl; Dlabac; Protiva; Collection of Czechoslovak Chemical Communications; vol. 45; nb. 11; (1980); p. 3182 3189, View in Reaxys

Reaxys ID 4626757 View in Reaxys

F

NH

5/7

HO

CAS Registry Number: 77602-90-5 Chemical Name: 1-(4-fluorobenzyl)piperazine bis(hydrogen maleate) Linear Structure Formula: C11H15FN2*2C4H4O4 Molecular Formula: 2C4H4O4*C11H15FN2 Molecular Weight: 426.399 Type of Substance: heterocyclic InChI Key: WMVOLHQERIBVNV-BTJKTKAUSA-N Note:

Z

2

N

O

OH

Melting Point (1) 1 of 1

Melting Point [°C]

167 - 168

Solvent (Melting Point)

H2O

Bartl; Dlabac; Protiva; Collection of Czechoslovak Chemical Communications; vol. 45; nb. 11; (1980); p. 3182 3189, View in Reaxys

Reaxys ID 8353608 View in Reaxys

6/7

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N NH

F

Br

Chemical Name: 1-(4-fluorophenylmethyl)piperazine hydrobromide Linear Structure Formula: C11H15FN2*BrH Molecular Formula: BrH*C11H15FN2 Molecular Weight: 275.164 Type of Substance: heterocyclic InChI Key: GKYLWUHXXVVMOG-UHFFFAOYSA-N Note:

H

Substance Label (1) Label References 16c*HBr

Tapia, Ines; Alonso-Cires, Luisa; Lopez-Tudanca, Pedro Luis; Mosquera, Ramon; Labeaga, Luis; Innerarity, Ana; Orjales, Aurelio; Journal of Medicinal Chemistry; vol. 42; nb. 15; (1999); p. 2870 - 2880, View in Reaxys

Reaxys ID 23161013 View in Reaxys

7/7 CAS Registry Number: 1429900-27-5 Linear Structure Formula: C11H15 (18)FN2 Molecular Formula: C11H15FN2 Molecular Weight: 193.253 InChI Key: OOSZCNKVJAVHJI-DWSYCVKZSA-N Note:

N 18F

NH

Substance Label (1) Label References 5

Dahl, Kenneth; Schou, Magnus; Halldin, Christer; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 55; nb. 13; (2012); p. 455 - 459, View in Reaxys

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