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 |
| EP2248524A3 (en) | 2004-08-25 | 2011-03-09 | Takeda Pharmaceutical Company Limited | Preventives/remedies for stress urinary incontinence and method of screening the same |
| EP2742936A1 (en) | 2006-05-16 | 2014-06-18 | Takeda Pharmaceutical Company Limited | Fused heterocyclic compound and use thereof |
| EP2044043B2 (en) | 2006-06-16 | 2021-03-03 | H. Lundbeck A/S | 1- ý[- (2, 4-dimethylphenylsulfanyl) -phenyl]piperazine hydrobromide as a compound with combined serotonin reuptake, 5-ht3 and 5-ht1a activity for the treatment of cognitive impairment |
| 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 |
| 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 |
| TW200932225A (en) * | 2007-12-14 | 2009-08-01 | Lundbeck & Co As H | 4-[2,3-difluoro-6-(2-fluoro-4-methyl-phenylsulfanyl)-phenyl]-piperidine |
| UA98698C2 (en) * | 2008-03-03 | 2012-06-11 | Х. Луннбек А/С | Phenylsulfanylphenyl-piperidines and process for the preparation thereof |
| HRP20140880T1 (hr) | 2009-04-24 | 2014-11-07 | H. Lundbeck A/S | Tekuä†a formulacija soli 1-/2-(2,4 dimetilfenilsulfanil)fenil/piperazina |
| JPWO2011071136A1 (ja) | 2009-12-11 | 2013-04-22 | アステラス製薬株式会社 | 線維筋痛症治療剤 |
| US8920840B2 (en) * | 2010-04-30 | 2014-12-30 | Takeda Pharmaceutical Company Limited | Enteric tablet |
| JP5787882B2 (ja) * | 2010-04-30 | 2015-09-30 | 武田薬品工業株式会社 | 腸溶性錠剤 |
| EP3733204A4 (en) | 2017-12-27 | 2021-09-15 | Takeda Pharmaceutical Company Limited | THERAPEUTIC AGENT FOR URINARY INCONTINENCE OF STRESS AND FECAL INCONTINENCE |
| JP2021515767A (ja) | 2018-03-07 | 2021-06-24 | バイエル・アクチエンゲゼルシヤフト | Erk5阻害剤の同定及び使用 |
| EP4522598A1 (en) | 2022-05-11 | 2025-03-19 | PI Industries Ltd. | Bicyclic compounds and their use as pest control agents |
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 |
| JP3897360B2 (ja) | 1995-01-23 | 2007-03-22 | 第一アスビオファーマ株式会社 | 虚血性疾患に基づく症状の改善又は治療薬及びそれに有用な化合物 |
| ATE195125T1 (de) | 1995-11-06 | 2000-08-15 | Dsm Nv | Verfahren zur de-esterifikation |
| 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 |
| JP2000516936A (ja) | 1996-08-27 | 2000-12-19 | アメリカン・ホーム・プロダクツ・コーポレイション | ドパミンd2作動薬としておよび5―ht1aリガンドとしての4―アミノエトキシインドール |
| 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 |
| BR0008958A (pt) | 1999-02-23 | 2001-11-27 | Pfizer Prod Inc | Inibidores de reabsorção de monoamina para otratamento de distúrbios do snc |
| AU774054B2 (en) | 1999-04-02 | 2004-06-17 | Icos Corporation | Inhibitors of LFA-1 binding to ICAMs and uses thereof |
| JP2002543173A (ja) | 1999-04-30 | 2002-12-17 | ザ トラスティーズ オブ ザ ユニバーシティ オブ ペンシルベニア | セロトニン輸送体のためのspect画像化剤 |
| MXPA02001160A (es) | 1999-08-04 | 2002-07-02 | Millennium Pharm Inc | Compuestos que se unen a los receptores para melanocortina-4, y metodo de uso de estos. |
| US6410736B1 (en) | 1999-11-29 | 2002-06-25 | Pfizer Inc. | Biaryl ether derivatives useful as monoamine reuptake inhibitors |
| AP2002002481A0 (en) | 1999-10-13 | 2002-06-30 | Pfizer Prod Inc | Biaryl ether derivatives useful as monoamine reuptake inhibitors. |
| AU2351701A (en) | 1999-12-30 | 2001-07-16 | H. Lundbeck A/S | A method for the preparation of substituted benzene derivatives |
| EA006071B1 (ru) | 1999-12-30 | 2005-08-25 | Х.Лундбекк А/С | Замещенные производные фенилпиперазина, их получение и применение |
| 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 |
| EP1401813B1 (en) | 2001-06-07 | 2007-02-07 | F. Hoffman-la Roche AG | New indole derivatives with 5-ht6 receptor affinity |
| UA81749C2 (uk) * | 2001-10-04 | 2008-02-11 | Х. Луннбек А/С | Фенілпіперазинові похідні як інгібітори зворотного захоплення серотоніну |
| EP1458704A1 (en) | 2001-12-21 | 2004-09-22 | 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 |
| PT1635828E (pt) | 2003-04-04 | 2008-07-01 | Lundbeck & Co As H | Derivados de 4-(2-feniloxifenil) piperidina ou de 1,2,3,6-tetrahidropiridina como inibidores da recaptação da serotonina |
| 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 |
| WO2005000309A2 (en) | 2003-06-27 | 2005-01-06 | Ionix Pharmaceuticals Limited | Chemical compounds |
-
2004
- 2004-04-02 HR HR20080478T patent/HRP20080478T3/xx unknown
- 2004-04-02 WO PCT/DK2004/000244 patent/WO2004087156A1/en not_active Ceased
- 2004-04-02 EP EP04725291A patent/EP1626720B1/en not_active Expired - Lifetime
- 2004-04-02 MX MXPA05009592A patent/MXPA05009592A/es active IP Right Grant
- 2004-04-02 DK DK04725291T patent/DK1626720T3/da active
- 2004-04-02 AT AT04725291T patent/ATE406894T1/de active
- 2004-04-02 DE DE602004016316T patent/DE602004016316D1/de not_active Expired - Lifetime
- 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 PL PL04725291T patent/PL1626720T3/pl unknown
- 2004-04-02 ES ES04725291T patent/ES2309514T3/es not_active Expired - Lifetime
- 2004-04-02 SI SI200430864T patent/SI1626720T1/sl unknown
- 2004-04-02 PT PT04725291T patent/PT1626720E/pt unknown
- 2004-04-02 CA CA002521258A patent/CA2521258C/en not_active Expired - Fee Related
- 2004-04-02 AU AU2004226838A patent/AU2004226838B8/en not_active Ceased
-
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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