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)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Psychiatry (AREA)
  • Anesthesiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Hydrogenated Pyridines (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) SK242590A3 (fr)

Families Citing this family (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US5364866A (en) * 1989-05-19 1994-11-15 Hoechst-Roussel Pharmaceuticals, Inc. Heteroarylpiperidines, pyrrolidines and piperazines and their use as antipsychotics and analetics
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
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
US5378714A (en) * 1991-11-27 1995-01-03 Novo Nordisk A/S Antipsychotic piperidine derivatives
NZ245260A (en) * 1991-11-27 1995-06-27 Novo Nordisk As Piperidine derivatives, preparation and pharmaceutical compositions thereof
AU3170793A (en) * 1991-12-25 1993-07-28 Zeria Pharmaceutical Co., Ltd. Tricyclic compound and medicine containing the same
JPH08502958A (ja) * 1992-10-23 1996-04-02 メルク シヤープ エンド ドーム リミテツド ドーパミンレセプターサブタイプリガンド
JPH08502508A (ja) * 1992-10-23 1996-03-19 メルク シヤープ エンド ドーム リミテツド ドーパミンレセプターサブタイプリガンド
DK60593D0 (da) * 1993-05-26 1993-05-26 Novo Nordisk As Kemiske forbindelser, deres fremstilling og anvendelse
DK60793D0 (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
WO1995007893A1 (fr) * 1993-09-15 1995-03-23 Merck Sharp & Dohme Limited 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
ATE184005T1 (de) * 1995-06-02 1999-09-15 Synthelabo Oxazolidinone derivate, ihre herstellung und ihre therapeutische verwendung
JP3057763B2 (ja) * 1995-06-06 2000-07-04 ヘキスト・マリオン・ルセル・インコーポレイテツド 抗精神病薬としてのベンゾイソオキサゾール及びインダゾール誘導体
HUP9903706A3 (en) * 1996-01-05 2000-09-28 Hoechst Marion Roussel Inc Cin 4,5-dihydronaphth[1,2-c]isoxazoles and derivatives thereof having cns activity, process for their preparation and pharmaceutical compositions containing the same
US5880121A (en) * 1996-01-05 1999-03-09 Hoechst Marion Roussel Inc. 4,5-dihydronaphth (1,2-c) isoxazoles and derivatives thereof
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
AU2006201188B2 (en) * 2001-02-05 2007-11-15 Novartis Ag New use of iloperidone
GB0102841D0 (en) * 2001-02-05 2001-03-21 Novartis Ag Organic compounds
RU2265018C2 (ru) * 2001-04-18 2005-11-27 Эро-Селтик, С.А. Производные бензимидазола и фармацевтические композиции на их основе
ES2398434T3 (es) * 2001-08-31 2013-03-19 Novartis Ag Isómeros ópticos de un metabolito de iloperidona
ES2358416T3 (es) * 2001-10-30 2011-05-10 Novartis Ag Formulaciones de liberación prolongada de iloperidona y polímero en forma de estrella.
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
AU2003263413A1 (en) * 2002-09-17 2004-04-08 Warner-Lambert Company Llc Heterocyclic substituted piperazines for the treatment of schizophrenia
AU2003272030A1 (en) * 2002-11-08 2004-06-07 Warner-Lambert Company Llc Phenylalkyl and pyridylalkyl piperazine derivatives
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
WO2007098418A1 (fr) 2006-02-17 2007-08-30 Memory Pharmaceuticals Corporation Composes ayant une affinite pour le recepteur 5-ht6
PL2083811T3 (pl) 2006-11-22 2017-05-31 Clinical Research Associates, Llc Sposoby leczenia zespołu downa, zespołu łamliwego chromosomu x oraz autyzmu
WO2008128166A1 (fr) * 2007-04-13 2008-10-23 Concert Pharmaceuticals Inc. Dérivés deutériés de composés 4-(6-fluoro-1,2-benzisoxazol-3-yl) pipéridine
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
ES3031438T3 (en) 2009-06-25 2025-07-08 Alkermes Pharma Ireland Ltd Heterocyclic compounds for the treatment of neurological and psychological disorders
US8802855B2 (en) 2009-09-19 2014-08-12 Zhejiang Huahai Pharmaceutical Co., Ltd. Method for preparation of iloperidone and crystallization method thereof
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
WO2011061750A2 (fr) * 2009-11-19 2011-05-26 Symed Labs Limited Procédé pour la préparation d'ilopéridone à l'aide d'un nouvel intermédiaire
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
US9000221B2 (en) 2010-09-07 2015-04-07 Symed Labs Limited Processes for the preparation of 4′-[3-[4-(6-Fluoro-1 ,2-benzisoxazol-3-yl)piperidino]propoxy]-3′-methoxyacetophenone and intermediates thereof
WO2012063269A2 (fr) 2010-11-12 2012-05-18 Cadila Healthcare Limited Procédé de préparation d'iloperidone
DK3034079T3 (en) 2010-11-15 2018-02-05 Agenebio Inc PYRIDAZINE DERIVATIVES, COMPOSITIONS AND PROCEDURES FOR TREATING COGNITIVE WEAKNESS
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
WO2014078568A1 (fr) 2012-11-14 2014-05-22 The Johns Hopkins University Méthodes et compositions pour le traitement de la schizophrénie
CN112409363B (zh) 2013-12-20 2023-11-14 艾吉因生物股份有限公司 用于治疗认知损害的苯并二氮杂䓬衍生物、组合物和方法
WO2016205739A1 (fr) 2015-06-19 2016-12-22 Belew Mekonnen Dérivés de benzodiazépine, compositions et méthodes de traitement de la déficience cognitive
US11505555B2 (en) 2016-12-19 2022-11-22 Agenebio, Inc. Benzodiazepine derivatives, compositions, and methods for treating cognitive impairment
US20180170941A1 (en) 2016-12-19 2018-06-21 Agenebio, Inc. Benzodiazepine derivatives, compositions, and methods for treating cognitive impairment
BR112020026062B1 (pt) 2018-06-19 2023-04-04 Agenebio, Inc Compostos derivados de benzodiazepina ou um sal farmaceuticamente aceitavel, isômero ou combinação dos mesmos, composição farmacêutica compreendendo os mesmos e usos dos mesmos para o tratamento de comprometimento cognitivo, câncer cerebral e psicose da doença de parkinson
US20240132513A1 (en) 2022-08-19 2024-04-25 Agenebio, Inc. Benzazepine derivatives, compositions, and methods for treating cognitive impairment

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
FR2537133A1 (fr) * 1982-12-07 1984-06-08 Rhone Poulenc Sante Nouveaux derives de la (piperazinyl-1)-5 pyrrolidine, leur preparation et les medicaments qui les contiennent
US4458076A (en) * 1983-05-31 1984-07-03 Hoechst-Roussel Pharmaceuticals 3-(4-Piperidinyl)-1,2-benzisothiazoles
HU198036B (en) * 1983-08-22 1989-07-28 Hoechst Roussel Pharma Process for production of derivatives of 3-piperidil-/1h/-indasole and medical preparatives containing them
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
HK1038316A1 (en) 2002-03-15
NO902214L (no) 1990-11-20
IL94425A (en) 1994-02-27
CN1223348C (zh) 2005-10-19
CN1086387C (zh) 2002-06-19
FI19991869A7 (fi) 1999-09-02
HU211853A9 (en) 1995-12-28
AU5577090A (en) 1990-11-22
KR900018070A (ko) 1990-12-20
HUT58720A (en) 1992-03-30
HU903090D0 (en) 1990-09-28
CZ282385B6 (cs) 1997-07-16
PL285247A1 (en) 1991-02-11
SK279474B6 (sk) 1998-11-04
NO177301B (no) 1995-05-15
DD300433A5 (de) 1992-06-11
NO902214D0 (no) 1990-05-18
NZ233710A (en) 1992-05-26
AU640653B2 (en) 1993-09-02
JPH0662580B2 (ja) 1994-08-17
PT94084B (pt) 1996-12-31
IE901809L (en) 1990-11-19
NO177301C (no) 1995-08-23
RU2062776C1 (ru) 1996-06-27
RU2239434C2 (ru) 2004-11-10
RU2147583C1 (ru) 2000-04-20
SK242590A3 (en) 1998-11-04
ATE126512T1 (de) 1995-09-15
KR0157308B1 (ko) 1998-11-16
DE69021645D1 (de) 1995-09-21
EP0402644A1 (fr) 1990-12-19
DE69021645T2 (de) 1996-02-22
CN1048037A (zh) 1990-12-26
EP0402644B1 (fr) 1995-08-16
HU218200B (hu) 2000-06-28
GR3017447T3 (en) 1995-12-31
ES2076253T3 (es) 1995-11-01
CZ242590A3 (en) 1997-03-12
JPH0363263A (ja) 1991-03-19
IE68431B1 (en) 1996-06-12
PT94084A (pt) 1991-01-08
CA2017193C (fr) 2000-06-27
FI104072B (fi) 1999-11-15
FI104072B1 (fi) 1999-11-15
FI902449A0 (fi) 1990-05-17
IL94425A0 (en) 1991-03-10
DK0402644T3 (da) 1996-01-02
CN1305812A (zh) 2001-08-01
PL163965B1 (pl) 1994-05-31
FI19991869L (fi) 1999-09-02
HK1006710A1 (en) 1999-03-12

Similar Documents

Publication Publication Date Title
AU5577090A (en) N-(aryloxyalkyl)heteroarylpiperidines and - heteroarylpiperazines, a process for their preparation and their use as medicaments
DK58292A (da) Som mellemprodukter anvendelige 4(5)-imidazolderivater
HUT73765A (en) Oxazolidine, thiazolidine and oxadiazolidine derivatives, having anti-diabetic activity, pharmaceutical compositions containing them and process for their preparation
ES8704955A1 (es) Un proceso para la produccion de un compuesto de cefalospo- rina
MY101801A (en) Novel phenoxyacetic acid derivatives, process for preparing the same and pharmaceutical composition having the same as an active ingredient.
AU3583989A (en) New cephem compounds and processes for preparation thereof
PH25181A (en) New alkane sulfoanilide derivatives and pharmaceutical composition comprising the same
CA2168563A1 (fr) Benzopyranes et compositions pharmaceutiques a base de ces composes
ATE71944T1 (de) Thiazolderivate, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen, die sie enthalten.
IE791490L (en) Phenyl-alkanoic acids
HUT50788A (en) Process for producing phenoxyacetic acid derivatives and pharmaceutical compositions comprising such compounds as active ingredient
NZ230934A (en) Aromatic group-containing derivatives of piperazine, preparation thereof and pharmaceutical compositions
JPS6485954A (en) Novel cinnamamide derivative and medicine containing said derivative
IE820160L (en) Heterocyclic benzamide derivatives
US3464986A (en) Thio-carbamyl-gamma-lactones
IL87107A0 (en) Naphthothiazepine derivatives,their preparation and pharmaceutical compositions containing them
SE9402596L (sv) Karboximetylidencykloheptimidazolderivat, förfarande för deras framställning och terapeutiska medel innehållande dessa föreningar
NZ220308A (en) Process for preparing 7-amino-3-acetoxymethyl- ceph-3-em-4-carboxylic acid derivatives and analogues
GB1578410A (en) Embonate salts of tetrahydroquinoline-8-thiocarboxamides

Legal Events

Date Code Title Description
EEER Examination request
MKEX Expiry