JP2006522030A5 - - Google Patents
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- Publication number
- JP2006522030A5 JP2006522030A5 JP2006504349A JP2006504349A JP2006522030A5 JP 2006522030 A5 JP2006522030 A5 JP 2006522030A5 JP 2006504349 A JP2006504349 A JP 2006504349A JP 2006504349 A JP2006504349 A JP 2006504349A JP 2006522030 A5 JP2006522030 A5 JP 2006522030A5
- Authority
- JP
- Japan
- Prior art keywords
- fluoro
- piperidine
- phenylsulfanyl
- phenyl
- methyl
- 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
- 150000001875 compounds Chemical class 0.000 claims description 4
- -1 4- [2- (4-fluoro-2-methyl-phenylsulfanyl) 5-Methyl-phenyl] -piperidine 4- [2- (4-methoxy-phenylsulfanyl) -5-methyl-phenyl] -piperidine 4- [2- (4-chloro-2-methyl-phenylsulfanyl) -phenyl] -Piperidine Chemical compound 0.000 claims 61
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 3
- KHGKUMKIFUCNFY-UHFFFAOYSA-N 4-[2-(4-chlorophenyl)sulfanyl-4-fluorophenyl]piperidine 4-[2-(2,4-dimethylphenyl)sulfanyl-5-(trifluoromethyl)phenyl]piperidine Chemical compound ClC1=CC=C(C=C1)SC1=C(C=CC(=C1)F)C1CCNCC1.CC1=C(C=CC(=C1)C)SC1=C(C=C(C=C1)C(F)(F)F)C1CCNCC1 KHGKUMKIFUCNFY-UHFFFAOYSA-N 0.000 claims 1
- UOSZSLXHYRGJSH-UHFFFAOYSA-N 4-[2-(4-fluoro-3-methoxyphenyl)sulfanyl-5-methylphenyl]piperidine Chemical compound C1=C(F)C(OC)=CC(SC=2C(=CC(C)=CC=2)C2CCNCC2)=C1 UOSZSLXHYRGJSH-UHFFFAOYSA-N 0.000 claims 1
- BEANPDXTFGQOKW-UHFFFAOYSA-N 4-[2-(5-chloro-2-fluorophenyl)sulfanyl-4-fluorophenyl]piperidine Chemical compound C=1C(Cl)=CC=C(F)C=1SC1=CC(F)=CC=C1C1CCNCC1 BEANPDXTFGQOKW-UHFFFAOYSA-N 0.000 claims 1
- SOHYKCMBYXRWPZ-UHFFFAOYSA-N 4-[4-fluoro-2-(2-methylphenyl)sulfanylphenyl]piperidine Chemical compound CC1=CC=CC=C1SC1=CC(F)=CC=C1C1CCNCC1 SOHYKCMBYXRWPZ-UHFFFAOYSA-N 0.000 claims 1
- YDBGECYWTCXYJN-UHFFFAOYSA-N C1CNCCC1C1=CC(F)=CC=C1SC1=CC=CC=C1.C1CNCCC1C1=CC(F)=CC=C1SC1=CC=CC(Cl)=C1.C1CNCCC1C1=CC(F)=CC=C1SC1=CC=C(Br)C=C1F Chemical compound C1CNCCC1C1=CC(F)=CC=C1SC1=CC=CC=C1.C1CNCCC1C1=CC(F)=CC=C1SC1=CC=CC(Cl)=C1.C1CNCCC1C1=CC(F)=CC=C1SC1=CC=C(Br)C=C1F YDBGECYWTCXYJN-UHFFFAOYSA-N 0.000 claims 1
- LGMJHHBWRCGXHG-UHFFFAOYSA-N CC1=C(C=CC(=C1)C)SC1=C(C=C(C=C1)C)C1CCNCC1.CC1=CC=C(C=C1)SC1=C(C=C(C=C1)C)C1CCNCC1.COC1=CC=C(C=C1)SC1=C(C=CC(=C1)F)C1CCNCC1 Chemical compound CC1=C(C=CC(=C1)C)SC1=C(C=C(C=C1)C)C1CCNCC1.CC1=CC=C(C=C1)SC1=C(C=C(C=C1)C)C1CCNCC1.COC1=CC=C(C=C1)SC1=C(C=CC(=C1)F)C1CCNCC1 LGMJHHBWRCGXHG-UHFFFAOYSA-N 0.000 claims 1
- GPFATQOVQYKSOY-UHFFFAOYSA-N CC1=CC(C)=CC=C1SC1=C(F)C=CC=C1C1CCNCC1.FC1=CC(F)=CC=C1SC1=CC=C(F)C=C1C1CCNCC1.C1CNCCC1C1=CC(F)=CC=C1SC1=CC=C(Cl)C=C1Cl Chemical compound CC1=CC(C)=CC=C1SC1=C(F)C=CC=C1C1CCNCC1.FC1=CC(F)=CC=C1SC1=CC=C(F)C=C1C1CCNCC1.C1CNCCC1C1=CC(F)=CC=C1SC1=CC=C(Cl)C=C1Cl GPFATQOVQYKSOY-UHFFFAOYSA-N 0.000 claims 1
- RVMNGJMEDMJXHC-UHFFFAOYSA-N COC1=CC=C(C=C1)SC1=C(C=CC=C1)C1CCNCC1.ClC1=CC=C(C=C1)SC1=C(C=C(C=C1)C(F)(F)F)C1CCNCC1 Chemical compound COC1=CC=C(C=C1)SC1=C(C=CC=C1)C1CCNCC1.ClC1=CC=C(C=C1)SC1=C(C=C(C=C1)C(F)(F)F)C1CCNCC1 RVMNGJMEDMJXHC-UHFFFAOYSA-N 0.000 claims 1
- FAIPWARJUNTEGL-UHFFFAOYSA-N ClC1=C(C=CC(=C1)OC)SC1=C(C=C(C=C1)C)C1CCNCC1.CC=1C=C(C=CC1C)SC1=C(C=CC=C1)C1CCNCC1.CC1=C(C=CC=C1C)SC1=C(C=CC=C1)C1CCNCC1 Chemical compound ClC1=C(C=CC(=C1)OC)SC1=C(C=C(C=C1)C)C1CCNCC1.CC=1C=C(C=CC1C)SC1=C(C=CC=C1)C1CCNCC1.CC1=C(C=CC=C1C)SC1=C(C=CC=C1)C1CCNCC1 FAIPWARJUNTEGL-UHFFFAOYSA-N 0.000 claims 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- TYKFWFNKEOQTNR-UHFFFAOYSA-N OCC1=CC=C(C=C1)SC1=C(C=CC=C1)C1CCNCC1.FC1=CC(=C(C=C1)SC1=C(C=CC(=C1)F)C1CCNCC1)C Chemical compound OCC1=CC=C(C=C1)SC1=C(C=CC=C1)C1CCNCC1.FC1=CC(=C(C=C1)SC1=C(C=CC(=C1)F)C1CCNCC1)C TYKFWFNKEOQTNR-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000003944 tolyl group Chemical group 0.000 claims 1
- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 2
- 208000019022 Mood disease Diseases 0.000 description 1
- 230000001430 anti-depressive effect Effects 0.000 description 1
- 239000000935 antidepressant agent Substances 0.000 description 1
- 229940005513 antidepressants Drugs 0.000 description 1
- 230000002301 combined effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000000697 serotonin reuptake Effects 0.000 description 1
- 239000003772 serotonin uptake inhibitor Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46052803P | 2003-04-04 | 2003-04-04 | |
| DKPA200300520 | 2003-04-04 | ||
| PCT/DK2004/000244 WO2004087156A1 (en) | 2003-04-04 | 2004-04-02 | 4-(2-phenylsulfanyl-phenyl)-piperidine derivatives as serotonin reuptake inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006522030A JP2006522030A (ja) | 2006-09-28 |
| JP2006522030A5 true JP2006522030A5 (https=) | 2010-12-24 |
| JP4667366B2 JP4667366B2 (ja) | 2011-04-13 |
Family
ID=33132909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006504349A Expired - Fee Related JP4667366B2 (ja) | 2003-04-04 | 2004-04-02 | セロトニン再取り込み阻害剤としての４−（２−フェニルスルファニル−フェニル）−ピペリジン誘導体 |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US7732463B2 (https=) |
| EP (1) | EP1626720B1 (https=) |
| JP (1) | JP4667366B2 (https=) |
| AT (1) | ATE406894T1 (https=) |
| AU (1) | AU2004226838B8 (https=) |
| CA (1) | CA2521258C (https=) |
| CO (1) | CO5700748A2 (https=) |
| CY (1) | CY1108464T1 (https=) |
| DE (1) | DE602004016316D1 (https=) |
| DK (1) | DK1626720T3 (https=) |
| ES (1) | ES2309514T3 (https=) |
| HR (1) | HRP20080478T3 (https=) |
| IL (1) | IL171087A (https=) |
| MX (1) | MXPA05009592A (https=) |
| NO (1) | NO20055208L (https=) |
| PL (1) | PL1626720T3 (https=) |
| PT (1) | PT1626720E (https=) |
| SI (1) | SI1626720T1 (https=) |
| WO (1) | WO2004087156A1 (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA81749C2 (uk) | 2001-10-04 | 2008-02-11 | Х. Луннбек А/С | Фенілпіперазинові похідні як інгібітори зворотного захоплення серотоніну |
| JP5173190B2 (ja) | 2004-08-25 | 2013-03-27 | 武田薬品工業株式会社 | 腹圧性尿失禁の予防・治療剤及びそのスクリーニング方法 |
| EP2727585A1 (en) | 2006-05-16 | 2014-05-07 | Takeda Pharmaceutical Company Limited | In-vivo screening method |
| PL2044043T5 (pl) | 2006-06-16 | 2022-05-02 | H. Lundbeck A/S | Bromowodorek 1-[2-(2,4-dimetylofenylosulfanylo)fenylo]piperazyny jako związek o połączonym działaniu wychwytu zwrotnego serotoniny i działaniu na 5-ht3 i 5-ht1a do leczenia upośledzenia funckji poznawczych |
| TWI432194B (zh) * | 2007-03-20 | 2014-04-01 | Lundbeck & Co As H | ４-〔２-（４-甲基苯硫基）苯基〕哌啶之新穎治療用途 |
| TWI405588B (zh) * | 2007-03-20 | 2013-08-21 | Lundbeck & Co As H | ４-〔２-（４-甲苯基硫基）-苯基〕哌啶之鹽類的液體調配物 |
| TW200932233A (en) | 2007-11-13 | 2009-08-01 | Lundbeck & Co As H | Therapeutic uses of compounds having combined SERT, 5-HT3 and 5-HT1a activity |
| EP2789338A3 (en) | 2007-11-15 | 2015-01-14 | Takeda Pharmaceutical Company Limited | Condensed pyridine derivate and use thereof |
| TW200932225A (en) * | 2007-12-14 | 2009-08-01 | Lundbeck & Co As H | 4-[2,3-difluoro-6-(2-fluoro-4-methyl-phenylsulfanyl)-phenyl]-piperidine |
| TW200938194A (en) * | 2007-12-14 | 2009-09-16 | Lundbeck & Co As H | Therapeutic uses of compounds having affinity to the serotonin transporter, serotonin receptors and noradrenalin transporter |
| UA98698C2 (en) * | 2008-03-03 | 2012-06-11 | Х. Луннбек А/С | Phenylsulfanylphenyl-piperidines and process for the preparation thereof |
| SG175124A1 (en) | 2009-04-24 | 2011-12-29 | Lundbeck & Co As H | Liquid formulations of salts of 1-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine |
| EP2510949A4 (en) | 2009-12-11 | 2013-11-13 | Astellas Pharma Inc | THERAPEUTICS FOR FIBROMYALGIA |
| PH12012502153A1 (en) * | 2010-04-30 | 2013-02-04 | Takeda Pharmaceuticals Co | Enteric tablet |
| CN103096879B (zh) * | 2010-04-30 | 2014-12-10 | 武田药品工业株式会社 | 肠溶片剂 |
| US20210052600A1 (en) | 2017-12-27 | 2021-02-25 | Takeda Pharmaceutical Company Limited | Therapeutic agents for stress urinary incontinence and incotinence of feces |
| EP3762379A1 (en) | 2018-03-07 | 2021-01-13 | Bayer Aktiengesellschaft | Identification and use of erk5 inhibitors |
| KR20250011137A (ko) | 2022-05-11 | 2025-01-21 | 피아이 인더스트리스 엘티디. | 바이사이클릭 화합물 및 해충 방제제로서 이의 용도 |
Family Cites Families (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3803143A (en) | 1969-09-08 | 1974-04-09 | Eisai Co Ltd | 6-amino alkylene 6,7-dihydro-5h-dibenzo (b,g),(1,5)thiazocines |
| US4018830A (en) | 1969-09-22 | 1977-04-19 | Merck & Co., Inc. | Phenylthioaralkylamines |
| US4055665A (en) | 1974-11-25 | 1977-10-25 | Merck & Co., Inc. | Treating arrythmia with phenylthioaralkylamines |
| US4066654A (en) | 1975-04-16 | 1978-01-03 | G. D. Searle & Co. | 1-triarylalkyl-4-phenyl-4-piperidine carboxylic acids and derivatives |
| US4056632A (en) | 1975-07-21 | 1977-11-01 | Burroughs Wellcome Co. | 2-Hydroxymethyl-2'-aminomethyl-diphenylsulfides and method of use |
| US4241071A (en) | 1977-01-27 | 1980-12-23 | American Hoechst Corporation | Antidepressant (α-phenyl-2-tolyl)azacycloalkanes |
| DE2802306A1 (de) * | 1977-01-27 | 1978-08-10 | Hoechst Ag | Azacycloalkane, azacycloalkene und ihre derivate |
| US4198417A (en) | 1979-01-10 | 1980-04-15 | American Hoechst Corporation | Phenoxyphenylpiperidines |
| US4198419A (en) * | 1979-01-10 | 1980-04-15 | American Hoechst Corporation | Phenylthiophenylpiperidines |
| DE3640475A1 (de) | 1986-11-27 | 1988-06-09 | Hoechst Sa Lab | Arzneimittel auf basis von derivaten des 3,4-diphenylpiperidins, die verwendung der derivate als arzneimittel sowie neue 3,4-diphenylpiperidinderivate und verfahren zu ihrer herstellung |
| EP0396827A1 (en) | 1989-05-09 | 1990-11-14 | SPOFA Spojené Podniky Pro Zdravotnickou Vyrobu | 2-Phenylthiobenzylamine dervivatives and acid addition salts thereof |
| GB8912971D0 (en) | 1989-06-06 | 1989-07-26 | Wellcome Found | Halogen substituted diphenylsulfides |
| GB9126311D0 (en) | 1991-12-11 | 1992-02-12 | Wellcome Found | Substituted diphenylsulfides |
| ATE294778T1 (de) | 1995-01-23 | 2005-05-15 | Daiichi Suntory Pharma Co Ltd | Verbesserung oder heilung von durch ischämischen krankheiten hervorgerufenen symtomen und dafür verwendbare phenylpiperidinverbingungen |
| EP0907654B1 (en) | 1995-11-06 | 2000-08-02 | Dsm N.V. | De-esterification process |
| CZ293595A3 (cs) | 1995-11-09 | 1999-12-15 | Farmak A. S. | Deriváty N,N-dimethyl-2-(arylthio)benzylaminu, jejich soli, způsoby jejich přípravy a jejich použití v léčivých přípravcích |
| US5912256A (en) | 1996-06-20 | 1999-06-15 | Eli Lilly And Company | Compounds having effects on serotonin-related systems |
| CA2264080A1 (en) | 1996-08-27 | 1998-03-05 | Richard Eric Mewshaw | 4-aminoethoxy indoles as dopamin d2 agonists and as 5ht1a ligands |
| US6297239B1 (en) | 1997-10-08 | 2001-10-02 | Merck & Co., Inc. | Inhibitors of prenyl-protein transferase |
| GB9725953D0 (en) | 1997-12-08 | 1998-02-04 | Pfizer Ltd | Compounds useful in therapy |
| GEP20043296B (en) | 1999-02-23 | 2004-01-12 | Pfizer Prod Inc | Monoamine Reuptake Inhibitors for Treatment of CNS Disorders |
| CN1351588A (zh) | 1999-04-02 | 2002-05-29 | 伊科斯公司 | 白细胞功能相关抗原与细胞间粘着分子结合的抑制剂及其用途 |
| CA2372481A1 (en) | 1999-04-30 | 2000-11-09 | The Trustees Of The University Of Pennsylvania | Spect imaging agents for serotonin transporters |
| BR0012984A (pt) | 1999-08-04 | 2002-07-16 | Millennium Pharm Inc | Método para tratar um estado associado com o mc4-r em um mamìfero, composto de ligação ao mc4-r, e, composição farmacêutica |
| US6410736B1 (en) | 1999-11-29 | 2002-06-25 | Pfizer Inc. | Biaryl ether derivatives useful as monoamine reuptake inhibitors |
| WO2001027068A1 (en) | 1999-10-13 | 2001-04-19 | Pfizer Products Inc. | Biaryl ether derivatives useful as monoamine reuptake inhibitors |
| EP1246819A1 (en) | 1999-12-30 | 2002-10-09 | H. Lundbeck A/S | A method for the preparation of substituted benzene derivatives |
| ATE261959T1 (de) * | 1999-12-30 | 2004-04-15 | Lundbeck & Co As H | Substituierte phenyl-piperazin-derivate, deren herstellung und verwendung |
| US6436938B1 (en) | 2001-01-22 | 2002-08-20 | Pfizer Inc. | Combination treatment for depression |
| US20020107244A1 (en) * | 2001-02-02 | 2002-08-08 | Howard Harry R. | Combination treatment for depression |
| WO2002062766A2 (en) | 2001-02-07 | 2002-08-15 | Millennium Pharmaceuticals, Inc. | Melanocortin-4 receptor binding compounds and methods of use thereof |
| BR0210929A (pt) | 2001-06-07 | 2004-06-08 | Hoffmann La Roche | Derivados de indol com afinidade para o receptor 5-ht6 |
| UA81749C2 (uk) | 2001-10-04 | 2008-02-11 | Х. Луннбек А/С | Фенілпіперазинові похідні як інгібітори зворотного захоплення серотоніну |
| CA2467337A1 (en) | 2001-12-21 | 2003-07-10 | H. Lundbeck A/S | Aminoindane derivatives as serotonin and norepinephrine uptake inhibitors |
| TW200505902A (en) | 2003-03-20 | 2005-02-16 | Schering Corp | Cannabinoid receptor ligands |
| UA81300C2 (en) | 2003-04-04 | 2007-12-25 | Lundbeck & Co As H | Derivates of 4-(2-fenilsulfanilfenil)-1,2,3,6-tetrahydropiridin as retarding agents of serotonin recapture |
| NZ540891A (en) | 2003-04-04 | 2008-07-31 | Lundbeck & Co As H | 4-(2-Phenyloxyphenyl)-piperidine or -1,2,3,6-tetrahydropyridine derivatives as serotonin reuptake inhibitors |
| WO2005000309A2 (en) | 2003-06-27 | 2005-01-06 | Ionix Pharmaceuticals Limited | Chemical compounds |
-
2004
- 2004-04-02 WO PCT/DK2004/000244 patent/WO2004087156A1/en not_active Ceased
- 2004-04-02 DK DK04725291T patent/DK1626720T3/da active
- 2004-04-02 JP JP2006504349A patent/JP4667366B2/ja not_active Expired - Fee Related
- 2004-04-02 US US10/551,883 patent/US7732463B2/en not_active Expired - Fee Related
- 2004-04-02 AU AU2004226838A patent/AU2004226838B8/en not_active Ceased
- 2004-04-02 EP EP04725291A patent/EP1626720B1/en not_active Expired - Lifetime
- 2004-04-02 AT AT04725291T patent/ATE406894T1/de active
- 2004-04-02 DE DE602004016316T patent/DE602004016316D1/de not_active Expired - Lifetime
- 2004-04-02 HR HR20080478T patent/HRP20080478T3/xx unknown
- 2004-04-02 SI SI200430864T patent/SI1626720T1/sl unknown
- 2004-04-02 ES ES04725291T patent/ES2309514T3/es not_active Expired - Lifetime
- 2004-04-02 CA CA002521258A patent/CA2521258C/en not_active Expired - Fee Related
- 2004-04-02 MX MXPA05009592A patent/MXPA05009592A/es active IP Right Grant
- 2004-04-02 PL PL04725291T patent/PL1626720T3/pl unknown
- 2004-04-02 PT PT04725291T patent/PT1626720E/pt unknown
-
2005
- 2005-09-25 IL IL171087A patent/IL171087A/en not_active IP Right Cessation
- 2005-11-03 CO CO05112440A patent/CO5700748A2/es not_active Application Discontinuation
- 2005-11-04 NO NO20055208A patent/NO20055208L/no not_active Application Discontinuation
-
2008
- 2008-10-30 CY CY20081101225T patent/CY1108464T1/el unknown
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