CA2521258C - 4-(2-phenylsulfanyl-phenyl)-piperidine derivatives as serotonin reuptake inhibitors - Google Patents

4-(2-phenylsulfanyl-phenyl)-piperidine derivatives as serotonin reuptake inhibitors Download PDF

Info

Publication number
CA2521258C
CA2521258C CA002521258A CA2521258A CA2521258C CA 2521258 C CA2521258 C CA 2521258C CA 002521258 A CA002521258 A CA 002521258A CA 2521258 A CA2521258 A CA 2521258A CA 2521258 C CA2521258 C CA 2521258C
Authority
CA
Canada
Prior art keywords
fluoro
phenylsulfanyl
piperidine
phenyl
alk
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.)
Expired - Fee Related
Application number
CA002521258A
Other languages
English (en)
French (fr)
Other versions
CA2521258A1 (en
Inventor
Ask Pueschl
Morten Jorgensen
Thomas Ruhland
Stensbol Tine Bryan
Benny Bang-Andersen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
H Lundbeck AS
Original Assignee
H Lundbeck AS
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by H Lundbeck AS filed Critical H Lundbeck AS
Publication of CA2521258A1 publication Critical patent/CA2521258A1/en
Application granted granted Critical
Publication of CA2521258C publication Critical patent/CA2521258C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/24Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by sulfur atoms to which a second hetero atom is attached

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pain & Pain Management (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
CA002521258A 2003-04-04 2004-04-02 4-(2-phenylsulfanyl-phenyl)-piperidine derivatives as serotonin reuptake inhibitors Expired - Fee Related CA2521258C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US46052803P 2003-04-04 2003-04-04
US60/460,528 2003-04-04
DKPA200300520 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 (2)

Publication Number Publication Date
CA2521258A1 CA2521258A1 (en) 2004-10-14
CA2521258C true CA2521258C (en) 2009-12-01

Family

ID=33132909

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002521258A Expired - Fee Related CA2521258C (en) 2003-04-04 2004-04-02 4-(2-phenylsulfanyl-phenyl)-piperidine derivatives as serotonin reuptake inhibitors

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
AU2004226838B2 (en) 2009-02-12
NO20055208L (no) 2005-11-04
EP1626720B1 (en) 2008-09-03
CY1108464T1 (el) 2014-04-09
JP2006522030A (ja) 2006-09-28
ATE406894T1 (de) 2008-09-15
CO5700748A2 (es) 2006-11-30
JP4667366B2 (ja) 2011-04-13
CA2521258A1 (en) 2004-10-14
DE602004016316D1 (de) 2008-10-16
DK1626720T3 (da) 2008-12-01
PT1626720E (pt) 2008-11-10
EP1626720A1 (en) 2006-02-22
AU2004226838A1 (en) 2004-10-14
US7732463B2 (en) 2010-06-08
AU2004226838B8 (en) 2009-06-11
IL171087A (en) 2011-01-31
US20060100242A1 (en) 2006-05-11
MXPA05009592A (es) 2005-10-18
SI1626720T1 (sl) 2008-12-31
PL1626720T3 (pl) 2009-02-27
ES2309514T3 (es) 2008-12-16
HRP20080478T3 (hr) 2009-02-28
WO2004087156A1 (en) 2004-10-14

Similar Documents

Publication Publication Date Title
CA2521258C (en) 4-(2-phenylsulfanyl-phenyl)-piperidine derivatives as serotonin reuptake inhibitors
NZ592008A (en) 7-piperidinoalkyl-3,4-dihydroquinolone derivative
JP2011527677A (ja) Nhe−1阻害剤として有用なピロリジニル及びピペリジニル化合物
EP0975623A2 (en) Indazole amide compounds as serotoninergic agents
EP1613594B1 (en) 4-(2-phenylsulfanyl-phenyl)-1,2,3,6-tetrahydropyridine derivatives as serotonin reuptake inhibitors
ES2303062T3 (es) Derivados de 4-(2-feniloxifenil)-piperidina o 1,2,3,6-tetrahidropiridina como inhibidores de la recaptura de serotonina.
CZ20002665A3 (cs) Způsob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu
KR101107536B1 (ko) 세로토닌 재흡수 저해제로서의4-(2-페닐술파닐-페닐)-피페리딘 유도체
WO2020171073A1 (ja) ベンゾアゼピン誘導体の製造方法及びその中間体
AU705431B2 (en) Indanylpiperidines as melatonergic agents
JP6986565B2 (ja) 光学活性ピロリジン化合物及びその製造方法
AU2005206873A1 (en) 4-aryl piperidines
AU2352001A (en) Novel heteroaryl derivatives, their preparation and use
CA2521030C (en) 4-(2-phenyloxyphenyl)-piperidine or -1,2,3,6-tetrahydropyridine derivatives as serotonin reuptake inhibitors
PL190924B1 (pl) Pochodne indolu i 2,3 - dihydroindolu, kompozycja farmaceutyczna oraz ich zastosowanie
SK51022005A3 (sk) Spôsob prípravy 5,6-dimetoxy-2-(4-pyridyl)metyl-l-indanónu a 5,6-dimetoxy-2-pyperidin-4-ylmetyl-l-l-ónu, medziproduktov použitých pri príprave farmaceutickej substancie donepezil
JPH02149561A (ja) 新規カテコール誘導体
PL195413B1 (pl) Nowa pochodna 2-aminopropanolu i jej sól
HK1090051B (en) 4-(2-phenylsulfanyl-phenyl)-1,2,3,6-tetrahydropyridine derivatives as serotonin reuptake inhibitors

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20140402