ES2036145A1 - Procedimiento de preparacion de derivados de aril (o heteroaril)-pipe-razinil-butil-azoles. - Google Patents

Procedimiento de preparacion de derivados de aril (o heteroaril)-pipe-razinil-butil-azoles.

Info

Publication number
ES2036145A1
ES2036145A1 ES929200630A ES9200630A ES2036145A1 ES 2036145 A1 ES2036145 A1 ES 2036145A1 ES 929200630 A ES929200630 A ES 929200630A ES 9200630 A ES9200630 A ES 9200630A ES 2036145 A1 ES2036145 A1 ES 2036145A1
Authority
ES
Spain
Prior art keywords
radical
preparation
halogen
general formula
piperazin
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
ES929200630A
Other languages
English (en)
Other versions
ES2036145B1 (es
Inventor
Vidal Ramon Merce
Constansa Jordi Frigola
Corominas Juan Pares
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.)
Esteve Pharmaceuticals SA
Original Assignee
Laboratorios del Dr Esteve SA
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 Laboratorios del Dr Esteve SA filed Critical Laboratorios del Dr Esteve SA
Publication of ES2036145A1 publication Critical patent/ES2036145A1/es
Application granted granted Critical
Publication of ES2036145B1 publication Critical patent/ES2036145B1/es
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • A61P25/20—Hypnotics; Sedatives
    • 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
    • A61P25/24—Antidepressants
    • 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
    • A61P25/26—Psychostimulants, e.g. nicotine, cocaine
    • 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
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/16—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/68—Halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • 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
    • C07D417/12—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 linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Neurosurgery (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Neurology (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biomedical Technology (AREA)
  • Psychiatry (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Anesthesiology (AREA)
  • Hospice & Palliative Care (AREA)
  • Pain & Pain Management (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyrrole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

PROCEDIMIENTO DE PREPARACION DE DERIVADOS DE ARIL (O HETEROARIL)-PIPERAZINIL-BUTIL-AZOLES. EL PROCEDIMIENTO DE PREPARACION DE UN DERIVADO DE FORMULA GENERAL I, EN LA CUAL: AR REPRESENTA UN RADICAL AROMATICO, ESCOGIDO ENTRE LOS ARILOS DIFERENTEMENTE SUBSTITUIDOS, LA 2-PIRIMIDINA DIFERENTEMENTE SUBSTITUIDA, EL 2-N-METIL-IMIDAZOL Y EL 3-(1,2-BENZISOTIAZOL), Z1, Z2, Z4 REPRESENTAN SENDOS ATOMOS DE NITROGENO O DE CARBONO, Y R1, R2, R3 Y R4 REPRESENTAN UN ATOMO DE HIDROGENO, UN HALOGENO, UN RADICAL ALQUILO INFER IOR, UN RADICAL NITRO, UN RADICAL HIDROXI, UN RADICAL ALCOXI, UN RADICAL CIANO, UN RADICAL CARBOXILICO, UN RADICAL CARBOXAMIDO UN RADICAL CARBOXILATO DE ETILO, UN RADICAL ARILO, UN RADICAL SULFONICO, UN RADICAL SULFONAMIDO, UN RADICAL AMINO O AMINO SUBSTITUIDO, CONSISTE EN HACER REACCIONAR UN COMPUESTO DE FORMULA GENERAL IX, CON UN COMPUESTO DE FORMULA GENERAL III,EN LAS CUALES AR Y Z1, Z2, Z4 Y R3 TIENEN LOS SIGNIFICADOS ANTERIORES, Y X REPRESENTA UN ATOMO DE HALOGENO.
ES09200630A 1991-03-07 1992-03-05 Procedimiento de preparacion de derivados de aril (o heteroaril)-pipe-razinil-butil-azoles. Expired - Fee Related ES2036145B1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR9102735A FR2673628B1 (fr) 1991-03-07 1991-03-07 Procede de preparation de derives d'aryl (ou heteroaryl)-piperazinyl-butyl-azoles.

Publications (2)

Publication Number Publication Date
ES2036145A1 true ES2036145A1 (es) 1993-05-01
ES2036145B1 ES2036145B1 (es) 1994-10-16

Family

ID=9410449

Family Applications (1)

Application Number Title Priority Date Filing Date
ES09200630A Expired - Fee Related ES2036145B1 (es) 1991-03-07 1992-03-05 Procedimiento de preparacion de derivados de aril (o heteroaril)-pipe-razinil-butil-azoles.

Country Status (17)

Country Link
US (1) US5227486A (es)
EP (1) EP0502786B1 (es)
JP (1) JP3084537B2 (es)
KR (1) KR0124133B1 (es)
AT (1) ATE137233T1 (es)
AU (1) AU651177B2 (es)
CA (1) CA2062468A1 (es)
DE (1) DE69210076T2 (es)
DK (1) DK0502786T3 (es)
ES (1) ES2036145B1 (es)
FR (1) FR2673628B1 (es)
GR (1) GR3020341T3 (es)
HU (1) HU219405B (es)
NO (1) NO180376C (es)
RU (1) RU2053230C1 (es)
YU (1) YU48213B (es)
ZA (1) ZA921682B (es)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2665161B1 (fr) * 1990-07-26 1992-11-27 Esteve Labor Dr Nouveaux derives de benzimidazole, leur preparation et leur application en tant que medicaments.
US5633377A (en) * 1990-12-28 1997-05-27 Neurogen Corporation 4-piperidino- and piperazinomethyl-2-cyclohexyl imidazole derivatives; dopamine receptor subtype specific ligands
US5681956A (en) * 1990-12-28 1997-10-28 Neurogen Corporation 4-aryl substituted piperazinylmethyl phenylimidazole derivatives; a new class of dopamine receptor subtype specific ligands
FR2701260B1 (fr) * 1993-02-05 1995-05-05 Esteve Labor Dr Dérivés de 2-[4-(4-azolylbutyl)-1-pipérazinyl]-5-hydroxypyrimidine, leur préparation et leur application en tant que médicaments.
FR2705098B1 (fr) * 1993-05-10 1995-08-04 Esteve Labor Dr Procédé de préparation de 2-{4-[4-(chloro-1-pyrazolyl)butyl]1-pipérazinyl}pyrimidine (Lesopitron) .
AU7195694A (en) * 1993-07-19 1995-02-20 Fujisawa Pharmaceutical Co., Ltd. Benzimidazole derivatives useful as dopamine receptor antagonist, 5-ht receptor agonist or alpha1 receptor antagonist
US5521313A (en) * 1994-05-05 1996-05-28 Bristol-Myers Squibb Company Process for preparing certain azapirones
US6355659B1 (en) 1994-07-29 2002-03-12 Laboratorios Del Dr. Esteve, S.A. 4-(4-Chlorophenyl)-1236-tetrahydro-1(1H-124-triazol-1-yl)butty)pyrideine and salts thereof; pharmaceutical compositions and method of treating psychoses utilizing same
FR2723091B1 (fr) * 1994-07-29 1996-11-08 Esteve Labor Dr Tetrahydropyridine-(6,4-hydroxypiperidine) alkylazoles
GB9500580D0 (en) * 1995-01-12 1995-03-01 Merck Sharp & Dohme Therapeutic agents
ES2099031B1 (es) * 1995-05-31 1997-12-01 Esteve Labor Dr Nuevos polimorfos de diclorhidrato de lesopitron y sus formas hidratadas, procedimientos de preparacion y composiciones que los contienen.
ATE201016T1 (de) * 1995-06-09 2001-05-15 Hoffmann La Roche Pyrimidindion-, pyrimidintrion-, triazindion- derivate als alpha-1-adrenergische rezeptorantagonisten
US6011052A (en) * 1996-04-30 2000-01-04 Warner-Lambert Company Pyrazolone derivatives as MCP-1 antagonists
FR2763950B1 (fr) 1997-06-02 2002-09-20 Esteve Labor Dr 2- {4- [4-(4,5-dichloro-2-methylimidazol-1-yl)butyl] -1- piperazinyl }-5-fluoropyrimidine, sa preparation et son utilisation therapeutique
US6166205A (en) * 1998-09-02 2000-12-26 Neurogen Corporation 2-Aryl-4-(1-[4-heteroaryl]piperazin-1-yl)methylimidazoles: dopamine . D.sub4 receptor subtype ligands
US6046331A (en) * 1998-12-17 2000-04-04 Synaptic Pharmaceutical Corporation Imidazolones and their use in treating benign prostatic hyperplasia and other disorders
RU2317988C2 (ru) 2000-08-14 2008-02-27 Орто-Макнейл Фармасьютикал, Инк. Замещенные пиразолы, фармацевтическая композиция на их основе, применение фармацевтической композиции и способ ингибирования активности катепсина s
US7332494B2 (en) 2000-08-14 2008-02-19 Janssen Pharmaceutica, N.V. Method for treating allergies using substituted pyrazoles
PT1309592E (pt) 2000-08-14 2006-07-31 Ortho Mcneil Pharm Inc Pirazoles substituidos
AU2001281255B2 (en) 2000-08-14 2006-07-20 Ortho-Mcneil Pharmaceutical, Inc. Substituted pyrazoles
CN1642973A (zh) 2000-09-06 2005-07-20 奥索-麦克尼尔药品公司 治疗变态反应的方法
GB0112348D0 (en) * 2001-05-19 2001-07-11 Smithkline Beecham Plc Compounds
US7589199B2 (en) 2002-06-12 2009-09-15 Chemocentryx, Inc. Substituted piperazines
US7842693B2 (en) * 2002-06-12 2010-11-30 Chemocentryx, Inc. Substituted piperazines
MXPA04012393A (es) * 2002-06-12 2005-06-17 Chemocentryx Derivados de piperazina 1-aril-4-substituidos para utilizar como antagonistas ccr1 para tratamiento de inflamacion y desordenes inmunes.
US20050256130A1 (en) * 2002-06-12 2005-11-17 Chemocentryx, Inc. Substituted piperazines
CA2428237C (en) * 2003-05-08 2010-07-20 Delmar Chemicals Inc. Process for the preparation of carbostyril derivatives
US7435831B2 (en) * 2004-03-03 2008-10-14 Chemocentryx, Inc. Bicyclic and bridged nitrogen heterocycles
CN1950082B (zh) * 2004-03-03 2013-02-06 凯莫森特里克斯股份有限公司 双环和桥连的含氮杂环化物
AU2005271737A1 (en) 2004-08-03 2006-02-16 Wyeth Indazoles useful in treating cardiovascular diseases
JP2006169154A (ja) * 2004-12-15 2006-06-29 Sumitomo Chemical Co Ltd 第四級アンモニウム塩の製造方法
WO2014079154A1 (zh) * 2012-11-26 2014-05-30 辽宁贝雷生物制药有限公司 苯并五元氮杂环基哌啶或哌嗪衍生物及其制备方法和药物组合物
CN105669665A (zh) * 2016-03-15 2016-06-15 烟台贝森医药科技有限公司 哌罗匹隆的制备方法
GB201905721D0 (en) 2019-04-24 2019-06-05 Univ Dundee Compounds

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4772604A (en) * 1986-02-27 1988-09-20 Duphar International Research B.V. Phenyl-substituted (N-piperazinyl) methylazoles for treating affections in the central nervous system
EP0382637A1 (fr) * 1989-02-09 1990-08-16 Laboratorios Del Dr. Esteve, S.A. Dérivés de pyrimidinyl-piperazinyl-alkyl azolès avec activité anxiolytique et/ou tranquillisante

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2672052B1 (fr) * 1991-01-28 1995-05-24 Esteve Labor Dr Derives d'aryl (ou heteroaryl)-piperazinyl-alkyl-azoles, leur preparation et leur application en tant que medicaments.
US5077293A (en) * 1990-06-29 1991-12-31 Bristol-Myers Squibb Co. 1-indolyalkyl-4-(alkoxypyrimidinyl)piperazines

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4772604A (en) * 1986-02-27 1988-09-20 Duphar International Research B.V. Phenyl-substituted (N-piperazinyl) methylazoles for treating affections in the central nervous system
EP0382637A1 (fr) * 1989-02-09 1990-08-16 Laboratorios Del Dr. Esteve, S.A. Dérivés de pyrimidinyl-piperazinyl-alkyl azolès avec activité anxiolytique et/ou tranquillisante

Also Published As

Publication number Publication date
FR2673628B1 (fr) 1993-07-09
HU9200768D0 (en) 1992-05-28
FR2673628A1 (fr) 1992-09-11
JPH0578313A (ja) 1993-03-30
RU2053230C1 (ru) 1996-01-27
NO920888L (no) 1992-09-08
HUT60731A (en) 1992-10-28
AU651177B2 (en) 1994-07-14
NO180376B (no) 1996-12-30
DE69210076D1 (de) 1996-05-30
CA2062468A1 (en) 1992-09-08
HU219405B (hu) 2001-04-28
EP0502786A1 (fr) 1992-09-09
KR0124133B1 (ko) 1997-11-24
GR3020341T3 (en) 1996-09-30
KR920018046A (ko) 1992-10-21
JP3084537B2 (ja) 2000-09-04
NO180376C (no) 1997-04-09
NO920888D0 (no) 1992-03-06
US5227486A (en) 1993-07-13
YU21592A (sh) 1994-06-24
YU48213B (sh) 1997-08-22
ZA921682B (en) 1992-11-25
DK0502786T3 (da) 1996-05-13
AU1142992A (en) 1992-09-10
ATE137233T1 (de) 1996-05-15
EP0502786B1 (fr) 1996-04-24
DE69210076T2 (de) 1996-10-24
ES2036145B1 (es) 1994-10-16

Similar Documents

Publication Publication Date Title
ES2042385B1 (es) Procedimientos de preparacion de derivados de aril (o heteroaril)-piperazinil-alquilazoles.
DK535789A (da) Pyrimidindionderivater, fremgangsmaade til fremstilling heraf og antiarytmika omfattende samme
DK0398692T3 (da) Alkoxyiminoacetamidderivater og anvendelsen deraf som fungicider
NO892952L (no) 4-oksokinolin-3-karboksylsyrederivater, fremgangsmaate tilfremstilling av og anvendelse av samme.
CO5011045A1 (es) Tienilazolilalcoxietanaminas, su preparacion y su aplicacion como medicamentos
DK0471236T3 (da) Imidazopyridinderivater og deres anvendelse
ATE338744T1 (de) Hydrazonderivate
NO934485D0 (no) Fremgangsmaate for fremstilling av derivater av baccatin-III og 10-des-acetyl-baccati n-III
DK0490566T3 (da) Fremstilling og anvendelse af N-iodpropargyloxycarbonylaminosyreestere og derivater som antimikrobielle midler
EA199900163A1 (ru) Акрилоил-замещенные производные дистамицина, способы их получения и их применение в качестве противоопухолевых и противовирусных средств
ATE232528T1 (de) Pyrimidinylpyrazolderivate
NO892170D0 (no) Buten- eller propensyrederivater og fremgangsmaate for deres fremstilling.
PL290676A1 (en) Method of obtaining novel derivatives of 2-aminoalkyl-5-diaryl-alkyl-1.3-dioxane
MX9701949A (es) Derivados de distamicina substituidos con bis-(2-haloetil) aminofenilo como agentes antitumorales y antivirales.
DK484787A (da) Bis-dioxopiperazin-derivater
EP0259835A3 (en) Pyridazinone derivatives
DK0408044T3 (da) Antiinflammatorisk og/eller antiallergisk præparat, der omfatter glutathionderivater
ES2119874T3 (es) Nuevos derivados de elipticina, su procedimiento de preparacion y composiciones farmaceuticas que los contienen.
DE69209771D1 (de) Derivate von Bis(Phenyl)Äthan
ES2019904B3 (es) Derivado de 4-aminopirimidina
HUP9700558A2 (hu) Mikrobicid készítmények
NO20000054D0 (no) Polyhydroksyalkylpyrazinderivater, deres fremstilling og medisiner inneholdende forbindelsene
SE9002445L (sv) Nytt cyklobutanderivat och foerfarande foer framstaellning av detsamma
AU3226389A (en) 7-(imidazol-1-yl)-1,4-dihydro-4-oxo-6,8-difluoro-1-cyclo- propylquinoline-3-carboxylic acid derivatives their preparation and their application as drugs
ATE127803T1 (de) Mitomycinderivate.

Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 20040601