FI93012B - Förfarande för framställning av terapeutiskt användbara (1-hydroxi-2-piperidinoalkyl)-2-indolon-, 2-kinolon-, 2-benso/b/-azepinon-, bensimidazolon och 2-kinazolon-derivat - Google Patents

Förfarande för framställning av terapeutiskt användbara (1-hydroxi-2-piperidinoalkyl)-2-indolon-, 2-kinolon-, 2-benso/b/-azepinon-, bensimidazolon och 2-kinazolon-derivat Download PDF

Info

Publication number
FI93012B
FI93012B FI893365A FI893365A FI93012B FI 93012 B FI93012 B FI 93012B FI 893365 A FI893365 A FI 893365A FI 893365 A FI893365 A FI 893365A FI 93012 B FI93012 B FI 93012B
Authority
FI
Finland
Prior art keywords
group
base
mixture
general formula
process according
Prior art date
Application number
FI893365A
Other languages
English (en)
Finnish (fi)
Other versions
FI893365A (sv
FI93012C (sv
FI893365A0 (sv
Inventor
Jonathan Frost
Jean Bertin
Patrick Lardenois
Alfred Saarmets
Corinne Rousselle
Original Assignee
Synthelabo
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
Priority claimed from FR8809449A external-priority patent/FR2634206B1/fr
Application filed by Synthelabo filed Critical Synthelabo
Publication of FI893365A0 publication Critical patent/FI893365A0/sv
Publication of FI893365A publication Critical patent/FI893365A/sv
Application granted granted Critical
Publication of FI93012B publication Critical patent/FI93012B/sv
Publication of FI93012C publication Critical patent/FI93012C/sv

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/06Heterocyclic 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 linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • A61P25/28Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/14Heterocyclic 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 three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Steroid Compounds (AREA)
  • Furan Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Claims (8)

1. Förfarande för framställning av terapeutiskt användbara föreningar med den allmänna formeln (I): 5 R3 “OQri R1 15 där Z stär för en grupp med formeln -CH2-, -C(CH3)2-, -CH=CH, -(CH2)2-, -(CH2)3-, -NH- eller -N(CH3)CH2- (där kväveatomen är bunden tili karbonylgruppen), R: stär för en väteatom eller en C^-C^-alkylgrupp,
20 R2 stär för en väteatom eller en metylgrupp ooh R3 stär för en fenoxigrupp, som eventuellt är substituerad med en halogenatom eller en metylgrupp, en naftyloxigrupp, en fenylmetoxigrupp, som eventuellt är substituerad med en halogenatom eller en metylgrupp, en 2-naftylmetoxigrupp, ·· 25 en fenoximetylgrupp, som eventuellt är substituerad med en halogenatom eller en metylgrupp, eller en pyridinyloxi-grupp, och R4 stär för en väteatom eller R3 och R4 tillsammans med piperidinringen bildar en spiro-30 (2,3-dihydro-2:4'-bensofuranpiperidino)-grupp, k ä n n e- . t e c k n a t där av, att en halogenerad keton med den allmänna formeln (II) II 29 93012 O Ji X 5 “K’XjJ I / R1 (där Z, Rx och R2 är saituna som ovan och X stdr för en halo-10 genatom, säsom klor eller brom) omsätts med en piperidin, som har den allmänna formeln (III) R3 (111) 15 (där R3 och R4 är samma som ovan) i närvaro av en oorganisk bas, säsom kalium- eller natriumkarbonat, eller med ett överskott av piperidinföreningen med formeln (III) i ett 20 lösningsmedel, säsom i en kortkedjig alkohol eller aceto-nitril och eventuellt i närvaro av vatten, och den sä er-hällna ketonen med den allmänna formeln (IV) R3 ο=3(Ν30ΓΐΓ <iv) /
30 R1 reduceras med kalium- eller natriumborhydrid i en basisk eller sur omgivning.
2. Förfarande enligt patentkravet 1, k ä n n e -35 tecknat därav, att Z är -CH2-. 30
9. U1 2
3. Förfarande enligt patentkravet 1, känne-t e c k n a t därav, att Z är -C(CH3)2-.
4. Förfarande enligt patentkravet 1, känne-t e c k n a t därav, att Z är -CH=CH-.
5 5. Förfarande enligt patentkrvet 1, känne- t e c k n a t därav, att Z är -(CH2)2-.
6. Förfarande enligt patentkravet 1, känne-t e c k n a t därav, att Z är -(CH2)3-.
7. Förfarande enligt patentkravet 1, känne-10 tecknat därav, att Z är -NH-.
8. Förfarande enligt patentkravet 1, känne-tecknat därav, att Z är -N(CH3)CH2-. > · « II
FI893365A 1988-07-12 1989-07-11 Förfarande för framställning av terapeutiskt användbara (1-hydroxi-2-piperidinoalkyl)-2-indolon-, 2-kinolon-, 2-benso/b/-azepinon-, bensimidazolon och 2-kinazolon-derivat FI93012C (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR8809449A FR2634206B1 (fr) 1988-07-12 1988-07-12 Derives de (hydroxy-1 piperidinyl-2 alkyl) indolones-2 et quinoleinones-2, leur preparation et leur application en therapeutique
FR8809449 1988-07-12
FR888816373A FR2640266B2 (fr) 1988-07-12 1988-12-13 Derives de (hydroxy-1 piperidinyl-2 alkyl) indolones-2, quinoleinones-2, benzo(b)azepinones-2 et benzimidazolones-2, leur preparation et leur application en therapeutique
FR8816373 1988-12-13

Publications (4)

Publication Number Publication Date
FI893365A0 FI893365A0 (sv) 1989-07-11
FI893365A FI893365A (sv) 1990-01-13
FI93012B true FI93012B (sv) 1994-10-31
FI93012C FI93012C (sv) 1995-02-10

Family

ID=26226791

Family Applications (1)

Application Number Title Priority Date Filing Date
FI893365A FI93012C (sv) 1988-07-12 1989-07-11 Förfarande för framställning av terapeutiskt användbara (1-hydroxi-2-piperidinoalkyl)-2-indolon-, 2-kinolon-, 2-benso/b/-azepinon-, bensimidazolon och 2-kinazolon-derivat

Country Status (18)

Country Link
US (1) US5034401A (sv)
EP (1) EP0351282B1 (sv)
JP (1) JPH0272173A (sv)
KR (1) KR900001684A (sv)
AT (1) ATE96437T1 (sv)
AU (1) AU618378B2 (sv)
CA (1) CA1317292C (sv)
DE (1) DE68910210T2 (sv)
DK (1) DK341989A (sv)
ES (1) ES2062064T3 (sv)
FI (1) FI93012C (sv)
FR (1) FR2640266B2 (sv)
HU (1) HU201544B (sv)
IE (1) IE62216B1 (sv)
IL (1) IL90908A0 (sv)
NO (1) NO174100C (sv)
NZ (1) NZ229903A (sv)
PT (1) PT91126B (sv)

Families Citing this family (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5182278A (en) * 1989-02-28 1993-01-26 Adir Et Compagnie Analgesic benzoxazolinones having at the 6-position a 1-hydroxy-3-morpholinopropyl side chain
CA2023492A1 (en) * 1989-08-31 1991-03-01 Barry Clifford Lange Herbicidal glutarimides
EP0554247B1 (en) * 1990-05-10 2000-04-26 Pfizer Inc. Neuroprotective indolone and related derivatives
JP2807577B2 (ja) * 1990-06-15 1998-10-08 エーザイ株式会社 環状アミド誘導体
FR2668149B1 (fr) * 1990-10-18 1994-09-23 Synthelabo Le 1-(3,4-dihydro-2-oxo-1h-quinolein-6-yl)-2-[4-(2-phenyl-ethyl)piperidin-1-yl]ethanol, sa preparation et son application en therapeutique.
TW197435B (sv) * 1990-11-22 1993-01-01 Takeda Pharm Industry Co Ltd
NZ243065A (en) * 1991-06-13 1995-07-26 Lundbeck & Co As H Piperidine derivatives and pharmaceutical compositions
EP0524846A1 (fr) * 1991-06-27 1993-01-27 Synthelabo Dérivés de 2-(pipéridin-1-y1) éthanol, leur préparation et leur application en thérapeutique
FR2678270B1 (fr) * 1991-06-27 1995-01-13 Synthelabo Derives de 2-(piperidin-1-yl)ethanol, leur preparation et leur application en therapeutique.
PL169884B1 (pl) * 1991-07-17 1996-09-30 Pfizer Sposób wytwarzania nowych pochodnych 2-(4-hydroksypiperydyno)-1-alkanolowych PL PL PL
TW263504B (sv) * 1991-10-03 1995-11-21 Pfizer
FR2684379B1 (fr) * 1991-12-02 1995-04-28 Synthelabo Derives de piperidine, leur preparation et leur application en therapeutique.
US5462934A (en) * 1992-03-09 1995-10-31 Takeda Chemical Industries Condensed heterocyclic ketone derivatives and their use
TW218875B (sv) * 1992-03-09 1994-01-11 Takeda Pharm Industry Co Ltd
FR2688504B1 (fr) * 1992-03-13 1995-05-05 Synthelabo Derives de 2-(piperidin-1-yl)ethanol, leur preparation et leur application en therapeutique.
US6255322B1 (en) 1992-06-19 2001-07-03 Pfizer Inc. 2-(4-hydroxypiperidino)-1-alkanol derivatives as antiischemic agents
US5436255A (en) * 1992-07-23 1995-07-25 Pfizer Inc. Method of treating diseases susceptable to treatment by blocking NMDA-receptors
US5852040A (en) * 1992-10-30 1998-12-22 Pfizer Inc. Neuroprotective 3,4-dihydro-2(1H)-quinolone compounds
US5498610A (en) * 1992-11-06 1996-03-12 Pfizer Inc. Neuroprotective indolone and related derivatives
BR9408506A (pt) * 1994-01-31 1997-08-05 Pfizer Compostos neuroprotetores
DK0709384T3 (da) * 1994-10-31 1999-08-23 Merck Patent Gmbh Benzylpiperidinderivater med høj affinitet til aminosyrereceptorers bindingssteder
SK31198A3 (en) * 1995-09-08 1998-08-05 Synthelabo 4-(cycloalkyl)piperidine and 4-(cycloalkylalkyl)piperidine derivatives, preparation thereof and therapeutical applications thereof
FR2738568B1 (fr) * 1995-09-08 1997-10-17 Synthelabo Derives de 4-(cycloalkyl)piperidines et 4-(cycloalkylalkyl) piperidines, leur preparation et leur application en therapeutique
ZA9610736B (en) * 1995-12-22 1997-06-27 Warner Lambert Co 2-Substituted piperidine analogs and their use as subtypeselective nmda receptor antagonists
ZA9610741B (en) 1995-12-22 1997-06-24 Warner Lambert Co 4-Substituted piperidine analogs and their use as subtype selective nmda receptor antagonists
ZA9610738B (en) 1995-12-22 1997-06-24 Warner Lambert Co Subtype selective nmda receptor ligands and the use thereof
ZA9610745B (en) * 1995-12-22 1997-06-24 Warner Lambert Co 4-Subsituted piperidine analogs and their use as subtype selective nmda receptor antagonists
EP1357121A1 (en) * 1997-11-05 2003-10-29 Neurosearch A/S Azaring-ether deritatives and their use as nicotinic ach receptor modulators
GB9725541D0 (en) * 1997-12-02 1998-02-04 Pharmacia & Upjohn Spa Amino-benzothiazole derivatives
AR033485A1 (es) * 2001-09-25 2003-12-26 Otsuka Pharma Co Ltd Sustancia medicinal de aripiprazol de baja higroscopicidad y proceso para la preparacion de la misma
CA2802733C (en) * 2010-06-24 2017-11-21 Alkermes Pharma Ireland Limited Prodrugs of nh-acidic compounds: ester, carbonate, carbamate and phosphonate derivatives
MA41169A (fr) * 2014-12-17 2017-10-24 Acraf Composés antibactériens à large spectre d'activité

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3217011A (en) * 1965-05-07 1965-11-09 Sterling Drug Inc 1-(indolyglyoxalyl)-piperidines
JPS51125291A (en) * 1974-12-07 1976-11-01 Otsuka Pharmaceut Co Ltd A process for preparing novel carbostyryl derivatives
JPS51118772A (en) * 1975-04-09 1976-10-18 Otsuka Pharmaceut Co Ltd Method for preparing carbostyryl derivatives
PH17194A (en) * 1980-03-06 1984-06-19 Otsuka Pharma Co Ltd Novel carbostyril derivatives,and pharmaceutical composition containing the same
FR2528043A1 (fr) * 1982-06-03 1983-12-09 Roussel Uclaf Nouveaux derives de la 1,3-dihydro 4-/1-hydroxy-2-amino-ethyl/2h-indol-2-one, leurs sels, procede de preparation, application a titre de medicaments et compositions les renfermant
FR2581993B1 (fr) * 1985-05-14 1988-03-18 Synthelabo Derives de (benzoyl-4 piperidino)-2 phenyl-1 alcanols, leur preparation et leur application en therapeutique
US4788201A (en) * 1987-01-22 1988-11-29 Hoechst-Roussel Pharmaceuticals Inc. 3-methylenespiro (benzofuranpiperidines)

Also Published As

Publication number Publication date
ES2062064T3 (es) 1994-12-16
FI893365A (sv) 1990-01-13
EP0351282B1 (fr) 1993-10-27
FI93012C (sv) 1995-02-10
JPH0272173A (ja) 1990-03-12
DK341989A (da) 1990-04-25
NO892870L (no) 1990-01-15
PT91126A (pt) 1990-02-08
FR2640266A2 (fr) 1990-06-15
IL90908A0 (en) 1990-02-09
FI893365A0 (sv) 1989-07-11
NZ229903A (en) 1991-04-26
NO892870D0 (no) 1989-07-11
AU618378B2 (en) 1991-12-19
CA1317292C (en) 1993-05-04
DE68910210T2 (de) 1994-05-11
DE68910210D1 (de) 1993-12-02
FR2640266B2 (fr) 1992-07-10
KR900001684A (ko) 1990-02-27
IE62216B1 (en) 1995-01-11
NO174100C (no) 1994-03-16
US5034401A (en) 1991-07-23
NO174100B (no) 1993-12-06
HU201544B (en) 1990-11-28
PT91126B (pt) 1994-12-30
HUT50328A (en) 1990-01-29
ATE96437T1 (de) 1993-11-15
IE892237L (en) 1990-01-12
DK341989D0 (da) 1989-07-11
EP0351282A1 (fr) 1990-01-17
AU3802989A (en) 1990-01-18

Similar Documents

Publication Publication Date Title
FI93012B (sv) Förfarande för framställning av terapeutiskt användbara (1-hydroxi-2-piperidinoalkyl)-2-indolon-, 2-kinolon-, 2-benso/b/-azepinon-, bensimidazolon och 2-kinazolon-derivat
DK174161B1 (da) Anellerede indolderivater, fremgangsmåde til deres fremstilling og fremgangsmåde til fremstilling af farmaceutisk præparat indeholdende dem
KR100191193B1 (ko) 6환 화합물
NO310818B1 (no) Nye heterocykliske derivater og farmasöytisk sammensetning omfattende disse
NO871879L (no) Fremgangsmaate for fremstilling av nye, terapeutisk aktive heterocykliske forbindelser.
NZ272516A (en) Pyrrolopyridine and oxazolopyridine derivatives and medicaments thereof
NZ197101A (en) 4,5-dihydro-1,2,4-triazolo(4,3-a)quinoxalin-4-ones
BG66240B1 (bg) Аминоалкилбензоил - бензофурани или бензотиофени, метод за получаването им и състави, които ги съдържат
SK130694A3 (en) 1-£2h-1-benzopyran-2-on-8-yl| pyperazine derivatives, method of their production, pharmaceutical agents containing these compounds as effective matters and their using
US5330986A (en) Indole-7-carboxamide derivatives
JPH0686434B2 (ja) ベンズアゼピン誘導体
US4778812A (en) 2,3-dihydro-9-methyl-1H-pyrrolo[1,2-a]indol-1-amines and derivatives thereof
ES2892161T3 (es) Preparación de derivados de ácido 2-([1,2,3]triazol-2-il)-benzoico
NZ234789A (en) Piperazinyl substituted pyridine and oxazolo(4,5-b)pyridine derivatives and pharmaceutical compositions thereof
NO164899B (no) Analogifremgangsmaate for fremstilling av terapeutisk aktive imidazolylindolforbindelser.
EP0551527B1 (en) Pyrroloazepine derivative
SK42299A3 (en) N-(benzothiazol-2-yl) piperidine-1-ethanamine derivatives, their preparation and application in therapeutics
US5234924A (en) Benzothiazine and benzothiazole compounds useful as analgesics
US4851411A (en) 5-monoaryl as.-triazin-3-ones substituted in 2-position, and their use as medicaments
US4885299A (en) 2-(2,3-dihydro-2-oxo-3-benzofuranyl)acetic acids antihypoxic and nootropic effects having
EP0414421B1 (en) 1-Oxa-2-oxo-8-azaspiro[4,5] decane derivatives, processes for their preparation and pharmaceutical compositions thereof
Connor et al. Synthesis of the 3a, 8a-dihydrofuro [2, 3-b] benzofuran-2 (3H)-one and 1, 3, 3a, 8a-tetrahydro-2H-benzofuro [2, 3-b] pyrrol-2-one ring systems from 4-formylcoumarin via acyllactone and iminolactone rearrangements
US4812469A (en) Acetamides derived from 2,3-dihydro-3-phenyl-2-benzofuranone
FI69078B (fi) Foerfarande foer framstaellning av nya terapeutiskt anvaendbara 7,8,9,10-tetrahydrotieno(3,2-e)pyrido(4,3-b)indoler
KR0153530B1 (ko) 락탐 유도체의 제조 방법

Legal Events

Date Code Title Description
BB Publication of examined application
FG Patent granted

Owner name: SANOFI-SYNTHELABO

PC Transfer of assignment of patent

Owner name: SANOFI-AVENTIS

MA Patent expired