CA2017193A1 - N-(aryloxyalkyl) heteroarylpiperidines et -heteroarylpiperazines, procede de preparation et leur utilisation comme medicaments - Google Patents

N-(aryloxyalkyl) heteroarylpiperidines et -heteroarylpiperazines, procede de preparation et leur utilisation comme medicaments

Info

Publication number
CA2017193A1
CA2017193A1 CA2017193A CA2017193A CA2017193A1 CA 2017193 A1 CA2017193 A1 CA 2017193A1 CA 2017193 A CA2017193 A CA 2017193A CA 2017193 A CA2017193 A CA 2017193A CA 2017193 A1 CA2017193 A1 CA 2017193A1
Authority
CA
Canada
Prior art keywords
see formula
lower alkyl
alkyl
alkoxy
hydrogen
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
Application number
CA2017193A
Other languages
English (en)
Other versions
CA2017193C (fr
Inventor
Joseph Thomas Strupczewski
Grover Cleveland Helsley
Yulin Chiang
Kenneth J. Bordeau
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.)
Aventis Pharmaceuticals Inc
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to CA002284569A priority Critical patent/CA2284569A1/fr
Publication of CA2017193A1 publication Critical patent/CA2017193A1/fr
Application granted granted Critical
Publication of CA2017193C publication Critical patent/CA2017193C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
    • C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P23/00—Anaesthetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/04—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Psychiatry (AREA)
  • Pain & Pain Management (AREA)
  • Anesthesiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
CA002017193A 1989-05-19 1990-05-18 N-(aryloxyalkyl) heteroarylpiperidines et -heteroarylpiperazines, procede de preparation et leur utilisation comme medicaments Expired - Lifetime CA2017193C (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA002284569A CA2284569A1 (fr) 1989-05-19 1990-05-18 N-(aryloxyalkyl) heteroarylpiperidines et -heteroarylpiperazines, procede de preparation et leur utilisation comme medicaments

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US35441189A 1989-05-19 1989-05-19
US354,411 1989-05-19
US45679089A 1989-12-29 1989-12-29
US456,790 1989-12-29

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA002284569A Division CA2284569A1 (fr) 1989-05-19 1990-05-18 N-(aryloxyalkyl) heteroarylpiperidines et -heteroarylpiperazines, procede de preparation et leur utilisation comme medicaments

Publications (2)

Publication Number Publication Date
CA2017193A1 true CA2017193A1 (fr) 1990-11-19
CA2017193C CA2017193C (fr) 2000-06-27

Family

ID=26998389

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002017193A Expired - Lifetime CA2017193C (fr) 1989-05-19 1990-05-18 N-(aryloxyalkyl) heteroarylpiperidines et -heteroarylpiperazines, procede de preparation et leur utilisation comme medicaments

Country Status (24)

Country Link
EP (1) EP0402644B1 (fr)
JP (1) JPH0662580B2 (fr)
KR (1) KR0157308B1 (fr)
CN (2) CN1086387C (fr)
AT (1) ATE126512T1 (fr)
AU (1) AU640653B2 (fr)
CA (1) CA2017193C (fr)
CZ (1) CZ282385B6 (fr)
DD (1) DD300433A5 (fr)
DE (1) DE69021645T2 (fr)
DK (1) DK0402644T3 (fr)
ES (1) ES2076253T3 (fr)
FI (2) FI104072B1 (fr)
GR (1) GR3017447T3 (fr)
HK (1) HK1006710A1 (fr)
HU (2) HU218200B (fr)
IE (1) IE68431B1 (fr)
IL (1) IL94425A (fr)
NO (1) NO177301C (fr)
NZ (1) NZ233710A (fr)
PL (1) PL163965B1 (fr)
PT (1) PT94084B (fr)
RU (3) RU2147583C1 (fr)
SK (1) SK279474B6 (fr)

Families Citing this family (63)

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US5561128A (en) * 1989-05-19 1996-10-01 Hoechst-Roussel Pharmaceuticals, Inc. N-[(4-(heteroaryl)-1-piperidinyl)alkyl]-10,11-dihydro-5H-dibenz[B,F]azepines and related compounds and their therapeutic utility
US5776963A (en) * 1989-05-19 1998-07-07 Hoechst Marion Roussel, Inc. 3-(heteroaryl)-1- (2,3-dihydro-1h-isoindol-2-yl)alkyl!pyrrolidines and 3-(heteroaryl)-1- (2,3-dihydro-1h-indol-1-yl)alkyl!pyrrolidines and related compounds and their therapeutic untility
DK203990D0 (da) * 1990-08-24 1990-08-24 Novo Nordisk As Piperazinylderivater
US5328920A (en) * 1991-04-17 1994-07-12 Hoechst-Roussel Pharmaceuticals Incorporated Substituted (pyridinylamino)-indoles
US5177088A (en) * 1991-04-17 1993-01-05 Hoechst-Roussel Pharmaceuticals Incorporated Substituted 3-(pyridinylamino)-indoles
TW241263B (fr) * 1991-08-22 1995-02-21 Hoechst Roussel Pharma
NZ240863A (en) * 1991-09-11 1995-04-27 Mcneilab Inc Substituted 4-aryl piperidine and 4-aryl piperazine derivatives, preparation and pharmaceutical compositions thereof
NZ245260A (en) * 1991-11-27 1995-06-27 Novo Nordisk As Piperidine derivatives, preparation and pharmaceutical compositions thereof
US5378714A (en) * 1991-11-27 1995-01-03 Novo Nordisk A/S Antipsychotic piperidine derivatives
AU3170793A (en) * 1991-12-25 1993-07-28 Zeria Pharmaceutical Co., Ltd. Tricyclic compound and medicine containing the same
EP0665840A1 (fr) * 1992-10-23 1995-08-09 MERCK SHARP & DOHME LTD. Ligands pour les sous-types de recepteurs de dopamine
AU678186B2 (en) * 1992-10-23 1997-05-22 Merck Sharp & Dohme Limited Dopamine receptor subtype ligands
DK60793D0 (da) * 1993-05-26 1993-05-26 Novo Nordisk As Kemiske forbindelser, deres fremstilling og anvendelse
DK60593D0 (da) * 1993-05-26 1993-05-26 Novo Nordisk As Kemiske forbindelser, deres fremstilling og anvendelse
GB9318691D0 (en) * 1993-09-09 1993-10-27 Merck Sharp & Dohme Therapeutic agents
EP0724572B1 (fr) * 1993-09-15 1998-12-16 MERCK SHARP & DOHME LTD. Derives heteroaromatiques tricycliques fusionnes en tant que ligands pour les sous-types de recepteurs dopaminergiques
JP3274579B2 (ja) * 1995-01-12 2002-04-15 住友製薬株式会社 脳血管障害に伴う精神症候治療剤
ES2101646B1 (es) * 1995-04-12 1998-04-01 Ferrer Int Nuevo compuesto derivado del cromeno.
US5668148A (en) * 1995-04-20 1997-09-16 Merck & Co., Inc. Alpha1a adrenergic receptor antagonists
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ES2157442T3 (es) * 1995-06-06 2001-08-16 Aventis Pharma Inc Derivados de benzoisoxazol y de indazol, utilizados como agentes neurolepticos.
US5880121A (en) * 1996-01-05 1999-03-09 Hoechst Marion Roussel Inc. 4,5-dihydronaphth (1,2-c) isoxazoles and derivatives thereof
AU710059B2 (en) * 1996-01-05 1999-09-09 Aventis Pharmaceuticals Inc. 4,5-dihydronaphth(1,2-C)isoxazoles and derivatives thereof having CNS activity
ES2144355B1 (es) * 1997-12-30 2001-01-01 Ferrer Int Compuestos derivados del cromeno.
WO2001017993A1 (fr) * 1999-09-09 2001-03-15 EGIS Gyógyszergyár Rt. Derives d'alkypiperidi nylbenzo [d] isoxazole presentant une activite psychotrope, compositions pharmaceutiques contenant ces derniers, et procede de preparation de l'ingredient actif
GB0102841D0 (en) * 2001-02-05 2001-03-21 Novartis Ag Organic compounds
AU2006201188B2 (en) * 2001-02-05 2007-11-15 Novartis Ag New use of iloperidone
RU2265018C2 (ru) * 2001-04-18 2005-11-27 Эро-Селтик, С.А. Производные бензимидазола и фармацевтические композиции на их основе
ES2370634T3 (es) * 2001-08-31 2011-12-21 Novartis Ag Isómeros ópticos de un metabolito de iloperidona.
CA2463158C (fr) * 2001-10-30 2013-07-30 Novartis Ag Preparations de depot d'iloperidone et de polymere en etoile
US6995144B2 (en) * 2002-03-14 2006-02-07 Eisai Co., Ltd. Nitrogen containing heterocyclic compounds and medicines containing the same
GB0216416D0 (en) 2002-07-15 2002-08-21 Novartis Ag Organic compounds
EA200500342A1 (ru) * 2002-09-17 2005-08-25 УОРНЕР-ЛАМБЕРТ КОМПАНИ Эл-Эл-Си Гетероциклические замещённые пиперазины для лечения шизофрении
CA2505397A1 (fr) * 2002-11-08 2004-05-21 Warner-Lambert Company Llc Derives de piperazine phenylalkyles et pyridylalkyles
US7160888B2 (en) 2003-08-22 2007-01-09 Warner Lambert Company Llc [1,8]naphthyridin-2-ones and related compounds for the treatment of schizophrenia
GB0322994D0 (en) * 2003-10-01 2003-11-05 Novartis Ag Organic compounds
RU2283650C1 (ru) * 2005-02-24 2006-09-20 Закрытое Акционерное Общество "Канонфарма Продакшн" Твердая лекарственная форма для улучшения мужской эректильной функции
DE102005038947A1 (de) * 2005-05-18 2006-11-30 Grünenthal GmbH Substituierte Benzo[d]isoxazol-3-yl-amin-Verbindungen und deren Verwendung in Arzneimitteln
EP1984351A1 (fr) 2006-02-17 2008-10-29 Memory Pharmaceuticals Corporation Composes ayant une affinite pour le recepteur 5-ht6
DK2083811T3 (en) 2006-11-22 2017-01-30 Clinical Res Ass Llc PROCEDURES FOR TREATING DOWNS SYNDROME, FRAGILT X SYNDROME AND AUTISM
US8198305B2 (en) 2007-04-13 2012-06-12 Concert Pharmaceuticals Inc. 1,2-benzisoxazol-3-yl compounds
CN101824030B (zh) * 2009-03-04 2014-06-18 北京德众万全药物技术开发有限公司 一种伊潘立酮的制备方法
PT2445502T (pt) 2009-06-25 2017-09-22 Alkermes Pharma Ireland Ltd Compostos heterocíclicos para o tratamento de distúrbios neurológicos e psicológicos
WO2011032404A1 (fr) * 2009-09-19 2011-03-24 浙江华海药业股份有限公司 Procédé pour la préparation d'ilopéridone et procédé de cristallisation de celui-ci
CN102030744B (zh) * 2009-09-30 2013-04-17 天津药物研究院 伊潘立酮晶体、其制备方法及药物组合物
US20120220776A1 (en) * 2009-11-19 2012-08-30 Symed Labs Limited Process for the preparation of iloperidone using a novel intermediate
WO2011154860A1 (fr) * 2010-06-08 2011-12-15 Alembic Pharmaceuticals Limited Procédé amélioré pour la préparation de l'ilopéridone
CN102311430A (zh) * 2010-06-29 2012-01-11 大道隆达（北京）医药科技发展有限公司 伊潘立酮的新晶态及其制备方法
ITMI20101294A1 (it) * 2010-07-14 2012-01-15 Dipharma Francis Srl Procedimento per la preparazione di iloperidone
WO2012032532A1 (fr) * 2010-09-07 2012-03-15 Symed Labs Limited "procédés de fabrication de 4'-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)pipéridino]propoxy]-3'-methoxyacétophénone et de ses intermédiaires
WO2012063269A2 (fr) 2010-11-12 2012-05-18 Cadila Healthcare Limited Procédé de préparation d'iloperidone
AU2011328993B2 (en) 2010-11-15 2017-03-02 Agenebio, Inc. Pyridazine derivatives, compositions and methods for treating cognitive impairment
WO2012123963A2 (fr) 2011-02-24 2012-09-20 Megafine Pharma (P) Ltd. Procédé pour la préparation d'ilopéridone et de coprécipité amorphe d'ilopéridone avec un excipient pharmaceutiquement acceptable
WO2012153341A1 (fr) 2011-05-12 2012-11-15 Arch Pharmalabs Limited Procédé pour la préparation d'iopéridone et sels pharmaceutiquement acceptables de celle-ci
WO2012164516A1 (fr) 2011-06-03 2012-12-06 Lupin Limited Procédé pour la préparation d'ilopéridone
ITMI20120511A1 (it) * 2012-03-29 2013-09-30 Procos Spa Processo one-pot per la sintesi di iloperidone
US10154988B2 (en) 2012-11-14 2018-12-18 The Johns Hopkins University Methods and compositions for treating schizophrenia
EP4032889B1 (fr) 2013-12-20 2026-05-06 Agenebio, Inc. Dérivés de benzodiazépine, compositions et méthodes de traitement de déficience cognitive
EP3310785B1 (fr) 2015-06-19 2024-11-20 Agenebio, Inc. Dérivés de benzodiazépine, compositions et méthodes de traitement de la déficience cognitive
US20180170941A1 (en) 2016-12-19 2018-06-21 Agenebio, Inc. Benzodiazepine derivatives, compositions, and methods for treating cognitive impairment
AU2019288382B2 (en) 2018-06-19 2024-07-25 Agenebio, Inc. Benzodiazepine derivatives, compositions, and methods for treating cognitive impairment
EP4572852A1 (fr) 2022-08-19 2025-06-25 Agenebio, Inc. Dérivés de benzoazépine, compositions et méthodes de traitement de déficience cognitive

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US4366162A (en) * 1977-11-09 1982-12-28 Ab Ferrosan Aryl ethers of N-alkyl-piperidines and acid addition salts thereof
US4355037A (en) * 1981-11-12 1982-10-19 Hoechst-Roussel Pharmaceuticals 3-(4-Piperidyl)-1,2-benzisoxales
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US4590196A (en) * 1984-08-23 1986-05-20 Bristol-Myers Company Analgesic 1,2-benzisothiazol-3-ylpiperazine derivatives

Also Published As

Publication number Publication date
SK242590A3 (en) 1998-11-04
NO902214D0 (no) 1990-05-18
RU2062776C1 (ru) 1996-06-27
HUT58720A (en) 1992-03-30
EP0402644A1 (fr) 1990-12-19
DE69021645T2 (de) 1996-02-22
EP0402644B1 (fr) 1995-08-16
JPH0662580B2 (ja) 1994-08-17
HK1038316A1 (en) 2002-03-15
CN1086387C (zh) 2002-06-19
CZ242590A3 (en) 1997-03-12
IL94425A (en) 1994-02-27
FI902449A0 (fi) 1990-05-17
DE69021645D1 (de) 1995-09-21
PT94084B (pt) 1996-12-31
DK0402644T3 (da) 1996-01-02
AU640653B2 (en) 1993-09-02
CA2017193C (fr) 2000-06-27
GR3017447T3 (en) 1995-12-31
CZ282385B6 (cs) 1997-07-16
AU5577090A (en) 1990-11-22
FI19991869A7 (fi) 1999-09-02
ATE126512T1 (de) 1995-09-15
HU903090D0 (en) 1990-09-28
CN1305812A (zh) 2001-08-01
IL94425A0 (en) 1991-03-10
JPH0363263A (ja) 1991-03-19
PL163965B1 (pl) 1994-05-31
SK279474B6 (sk) 1998-11-04
HU218200B (hu) 2000-06-28
KR0157308B1 (ko) 1998-11-16
NO902214L (no) 1990-11-20
KR900018070A (ko) 1990-12-20
PT94084A (pt) 1991-01-08
DD300433A5 (de) 1992-06-11
HK1006710A1 (en) 1999-03-12
IE68431B1 (en) 1996-06-12
ES2076253T3 (es) 1995-11-01
RU2147583C1 (ru) 2000-04-20
CN1048037A (zh) 1990-12-26
FI19991869L (fi) 1999-09-02
PL285247A1 (en) 1991-02-11
IE901809L (en) 1990-11-19
NO177301B (no) 1995-05-15
FI104072B (fi) 1999-11-15
RU2239434C2 (ru) 2004-11-10
HU211853A9 (en) 1995-12-28
NZ233710A (en) 1992-05-26
CN1223348C (zh) 2005-10-19
NO177301C (no) 1995-08-23
FI104072B1 (fi) 1999-11-15

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