JP2005534668A5 - - Google Patents
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- Publication number
- JP2005534668A5 JP2005534668A5 JP2004513281A JP2004513281A JP2005534668A5 JP 2005534668 A5 JP2005534668 A5 JP 2005534668A5 JP 2004513281 A JP2004513281 A JP 2004513281A JP 2004513281 A JP2004513281 A JP 2004513281A JP 2005534668 A5 JP2005534668 A5 JP 2005534668A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- methanone
- piperidin
- ylmethyl
- fluoro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229910052801 chlorine Inorganic materials 0.000 claims 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 6
- 229910052731 fluorine Inorganic materials 0.000 claims 5
- 125000001153 fluoro group Chemical group F* 0.000 claims 5
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000011780 sodium chloride Substances 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000004432 carbon atoms Chemical group C* 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 150000004677 hydrates Chemical class 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 235000005985 organic acids Nutrition 0.000 claims 2
- CLSFKOVAEVOMBN-UHFFFAOYSA-N (3,4-dichlorophenyl)-[4-fluoro-4-[[(5-methylpyrimidin-2-yl)methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=CC(C)=CN=C1CNCC1(F)CCN(C(=O)C=2C=C(Cl)C(Cl)=CC=2)CC1 CLSFKOVAEVOMBN-UHFFFAOYSA-N 0.000 claims 1
- AJEWINCTRQUEBR-UHFFFAOYSA-N (3,4-dichlorophenyl)-[4-fluoro-4-[[(6-methylpyridazin-3-yl)methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=NC(C)=CC=C1CNCC1(F)CCN(C(=O)C=2C=C(Cl)C(Cl)=CC=2)CC1 AJEWINCTRQUEBR-UHFFFAOYSA-N 0.000 claims 1
- RCNYUDQCXUKYBA-UHFFFAOYSA-N (3,4-difluorophenyl)-[4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=CC(C)=CC=C1CNCC1(F)CCN(C(=O)C=2C=C(F)C(F)=CC=2)CC1 RCNYUDQCXUKYBA-UHFFFAOYSA-N 0.000 claims 1
- SALDQMKGRXMXGW-UHFFFAOYSA-N (3-chloro-4-fluorophenyl)-[4-[[(5-chloropyridin-2-yl)methylamino]methyl]-4-fluoropiperidin-1-yl]methanone Chemical compound C1=C(Cl)C(F)=CC=C1C(=O)N1CCC(F)(CNCC=2N=CC(Cl)=CC=2)CC1 SALDQMKGRXMXGW-UHFFFAOYSA-N 0.000 claims 1
- NVTWGZZOUHDHMJ-UHFFFAOYSA-N (3-chloro-4-fluorophenyl)-[4-chloro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=CC(C)=CC=C1CNCC1(Cl)CCN(C(=O)C=2C=C(Cl)C(F)=CC=2)CC1 NVTWGZZOUHDHMJ-UHFFFAOYSA-N 0.000 claims 1
- SVCRXGVDWDIMLL-UHFFFAOYSA-N (3-chloro-4-fluorophenyl)-[4-fluoro-4-[[(5-hydroxypyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=CC(O)=CC=C1CNCC1(F)CCN(C(=O)C=2C=C(Cl)C(F)=CC=2)CC1 SVCRXGVDWDIMLL-UHFFFAOYSA-N 0.000 claims 1
- WAAXKNFGOFTGLP-UHFFFAOYSA-N (3-chloro-4-fluorophenyl)-[4-fluoro-4-[[(5-methylpyrimidin-2-yl)methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=CC(C)=CN=C1CNCC1(F)CCN(C(=O)C=2C=C(Cl)C(F)=CC=2)CC1 WAAXKNFGOFTGLP-UHFFFAOYSA-N 0.000 claims 1
- UDSFREKDDUDKDN-UHFFFAOYSA-N (3-chloro-4-fluorophenyl)-[4-fluoro-4-[[(6-methylpyridazin-3-yl)methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=NC(C)=CC=C1CNCC1(F)CCN(C(=O)C=2C=C(Cl)C(F)=CC=2)CC1 UDSFREKDDUDKDN-UHFFFAOYSA-N 0.000 claims 1
- XPMHHHJWQFUFAU-UHFFFAOYSA-N (3-chloro-4-fluorophenyl)-[4-fluoro-4-[[[5-(fluoromethyl)pyridin-2-yl]methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=CC(CF)=CC=C1CNCC1(F)CCN(C(=O)C=2C=C(Cl)C(F)=CC=2)CC1 XPMHHHJWQFUFAU-UHFFFAOYSA-N 0.000 claims 1
- ZYDDGLQBPMAFOI-UHFFFAOYSA-N (4-chloro-3-fluorophenyl)-[4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone Chemical compound N1=CC(C)=CC=C1CNCC1(F)CCN(C(=O)C=2C=C(F)C(Cl)=CC=2)CC1 ZYDDGLQBPMAFOI-UHFFFAOYSA-N 0.000 claims 1
- CKPPJYLPMTUPAS-UHFFFAOYSA-N 2-fluoro-5-[4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidine-1-carbonyl]benzonitrile Chemical compound N1=CC(C)=CC=C1CNCC1(F)CCN(C(=O)C=2C=C(C(F)=CC=2)C#N)CC1 CKPPJYLPMTUPAS-UHFFFAOYSA-N 0.000 claims 1
- UEEOOYQIXPMRQP-UHFFFAOYSA-N 6-[[[1-(3-chloro-4-fluorobenzoyl)-4-fluoropiperidin-4-yl]methylamino]methyl]pyridine-3-carbonitrile Chemical compound C1=C(Cl)C(F)=CC=C1C(=O)N1CCC(F)(CNCC=2N=CC(=CC=2)C#N)CC1 UEEOOYQIXPMRQP-UHFFFAOYSA-N 0.000 claims 1
- 206010012378 Depression Diseases 0.000 claims 1
- 206010013663 Drug dependence Diseases 0.000 claims 1
- QFNPKPKDVHIBAU-UHFFFAOYSA-N [4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]-(4-fluorophenyl)methanone Chemical compound N1=CC(C)=CC=C1CNCC1(F)CCN(C(=O)C=2C=CC(F)=CC=2)CC1 QFNPKPKDVHIBAU-UHFFFAOYSA-N 0.000 claims 1
- PTJQZFWLRCSHOS-UHFFFAOYSA-N [4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]-[3-(trifluoromethyl)phenyl]methanone Chemical compound N1=CC(C)=CC=C1CNCC1(F)CCN(C(=O)C=2C=C(C=CC=2)C(F)(F)F)CC1 PTJQZFWLRCSHOS-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000008177 pharmaceutical agent Substances 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0207470A FR2840900B1 (fr) | 2002-06-18 | 2002-06-18 | Nouveaux derives d'aryl[4-halogeno-4- [(heteroaryl-methylamino)-methyl]-piperidin-1-yl]-methanone, leur procede de preparation et leur utilisation a titre de medicaments |
FR02/07470 | 2002-06-18 | ||
PCT/FR2003/001873 WO2003106449A1 (fr) | 2002-06-18 | 2003-06-18 | Nouveaux derives d'aryl-{4-halogeno-4-[heteroaryl-methylamino)-methyl]-piperidin-1-yl}-methanone, leur procede de preparation et leur utilisation a titre de medicaments |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2005534668A JP2005534668A (ja) | 2005-11-17 |
JP2005534668A5 true JP2005534668A5 (US20040106767A1-20040603-C00005.png) | 2006-08-10 |
JP4699027B2 JP4699027B2 (ja) | 2011-06-08 |
Family
ID=29595331
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2004513281A Expired - Lifetime JP4699027B2 (ja) | 2002-06-18 | 2003-06-18 | 新規なアリール−{4−ハロ−4−〔(ヘテロアリールメチルアミノ)メチル〕ピペリジン−1−イル}メタノン誘導体、その製造方法および医薬としてのその使用 |
Country Status (15)
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2852244B1 (fr) | 2003-03-13 | 2007-09-07 | Pf Medicament | Utilisation de derives de pyridin-2-yl-methylamine pour la preparation d'un medicament destine au traitement des symptomes de la douleur chronique d'origine neuropathique ou psychogene |
FR2891274B1 (fr) * | 2005-09-27 | 2007-11-23 | Pierre Fabre Medicament Sa | Procede de preparation du (3-chloro-4-fluoro-phenyl)-(4- fluoro-4-{[(5-methyl-pyrimidin-2-ylmethyl)-amino]-methyl}- piperidin-1-yl)-methanone et nouveaux derives pyrimidiniques intermediaires. |
US8389534B2 (en) * | 2008-05-19 | 2013-03-05 | The University Of Tennessee Research Foundation | Pyrimidine non-classical cannabinoid compounds and related methods of use |
CA2724737A1 (en) * | 2008-05-19 | 2009-11-26 | The University Of Tennessee Research Foundation | Pyrimidine non-classical cannabinoid compounds and related methods of use |
FR2946344B1 (fr) * | 2009-06-05 | 2012-05-25 | Pf Medicament | Nouveaux derives d'aryl-{4-halogeno-4-[aminomethyl]-piperidin-1-yl} methanone, leur procede de preparation et leur utilisation a titre de medicaments |
EP2338873A1 (en) | 2009-12-22 | 2011-06-29 | Gmeiner, Peter | New aminotetraline derivatives |
US10626105B2 (en) | 2016-09-22 | 2020-04-21 | Auspex Pharmaceuticals, Inc. | Deuterium-substituted pyridin- and pyrimidin-2-yl-methylamine compounds |
WO2019016357A1 (en) | 2017-07-20 | 2019-01-24 | Neurolixis | USE OF SELECTIVE 5-HT1A SEROTONIN RECEPTOR AGONISTS TO TREAT THE ADVERSE EFFECTS OF VMAT INHIBITORS |
WO2023144166A1 (en) | 2022-01-26 | 2023-08-03 | Neurolixis | Use of serotonin 5-ht1a receptor agonists to treat diseases associated with sudden unexpected death in epilepsy |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IN169588B (US20040106767A1-20040603-C00005.png) * | 1986-10-07 | 1991-11-16 | Pfizer Hospital Prod | |
FR2755967B1 (fr) * | 1996-11-21 | 1999-01-29 | Pf Medicament | Derives de la pyridin-2-yl-methylamine, leur procede de preparation et leur application comme medicaments |
FR2784378B1 (fr) * | 1998-10-09 | 2000-12-29 | Pf Medicament | Nouveaux derives d'aryl-(4-fluoro-4-[(2-pyridin-2-yl- ethylamino)-methyl]-piperidin-1-yl)-methanone, leur procede de preparation et leur utilisation a titre de medicaments |
FR2820743B1 (fr) * | 2001-02-09 | 2005-02-25 | Pf Medicament | Procede et intermediaires de synthese pour la preparation de derives de pyridin-2-yl-methylamine |
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2002
- 2002-06-18 FR FR0207470A patent/FR2840900B1/fr not_active Expired - Lifetime
-
2003
- 2003-06-18 WO PCT/FR2003/001873 patent/WO2003106449A1/fr active Application Filing
- 2003-06-18 BR BRPI0311976A patent/BRPI0311976B8/pt not_active IP Right Cessation
- 2003-06-18 DE DE60326468T patent/DE60326468D1/de not_active Expired - Lifetime
- 2003-06-18 AT AT03760060T patent/ATE424396T1/de not_active IP Right Cessation
- 2003-06-18 CN CNB038186047A patent/CN1308325C/zh not_active Expired - Lifetime
- 2003-06-18 AU AU2003258816A patent/AU2003258816B2/en not_active Expired
- 2003-06-18 US US10/518,394 patent/US7547700B2/en active Active
- 2003-06-18 CA CA2489723A patent/CA2489723C/fr not_active Expired - Lifetime
- 2003-06-18 ES ES03760060T patent/ES2321927T3/es not_active Expired - Lifetime
- 2003-06-18 MX MXPA05000024A patent/MXPA05000024A/es active IP Right Grant
- 2003-06-18 EP EP03760060A patent/EP1539738B1/fr not_active Expired - Lifetime
- 2003-06-18 JP JP2004513281A patent/JP4699027B2/ja not_active Expired - Lifetime
-
2005
- 2005-01-18 ZA ZA2005/00467A patent/ZA200500467B/en unknown
- 2005-11-02 HK HK05109751.5A patent/HK1075452A1/xx not_active IP Right Cessation