RO91141B - Process for the preparation of 2-oxindol-1-carboxamide derivatives - Google Patents

Process for the preparation of 2-oxindol-1-carboxamide derivatives

Info

Publication number
RO91141B
RO91141B RO118604A RO11860485A RO91141B RO 91141 B RO91141 B RO 91141B RO 118604 A RO118604 A RO 118604A RO 11860485 A RO11860485 A RO 11860485A RO 91141 B RO91141 B RO 91141B
Authority
RO
Romania
Prior art keywords
phenyl
preparation
carboxamide derivatives
trifluoromethyl
methyl
Prior art date
Application number
RO118604A
Other languages
Romanian (ro)
Other versions
RO91141A (en
Inventor
Saul Bernard Kadin
Original Assignee
Pfizer Inc
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 Pfizer Inc filed Critical Pfizer Inc
Publication of RO91141A publication Critical patent/RO91141A/en
Publication of RO91141B publication Critical patent/RO91141B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C07D401/06—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 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
    • 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
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/34—Oxygen atoms in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/58—[b]- or [c]-condensed
    • C07D209/60—Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/58—[b]- or [c]-condensed
    • C07D209/70—[b]- or [c]-condensed containing carbocyclic rings other than six-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic 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
    • C07D405/02—Heterocyclic 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
    • C07D405/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pain & Pain Management (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Rheumatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Inventia se refera la un procedeu pentru prepararea unor derivati de 2-oxindol-1-carboxamida cu formula generala I: ( vezi formula) în care R1 este metil, furil, tienil, trifluormetil, benzil, piridil, tienilmetil, ciclohexil, fenoximetil, feniletil, fenil, fenil substituit cu fluor, R2 este fenil, fenil mono sau disubstituit cu fluor, clor, trifluormetil, metoxi, metil sau etil, constînd din aceea ca un 2-oxindol cu formula generala II: (vezi formula) în care R1 are semnificatiile de mai sus, se trateaza cu un izocianat cu formula generala III: (vezi formula) în care R2 are semnificatiile de mai sus, în prezenta unui solvent, la o temperatura cuprinsa între temperatura camerei si cea de reflux, eventual în prezenta unui agent bazic, dupa care daca se doreste compusul cu formula I obtinut se transforma într-o sare acceptibila farmaceutic, prin metode în sine cunoscute.The invention relates to a process for the preparation of 2-oxindole-1-carboxamide derivatives of the general formula I wherein R 1 is methyl, furyl, thienyl, trifluoromethyl, benzyl, pyridyl, thienylmethyl, cyclohexyl, phenoxymethyl, phenylethyl , phenyl, phenyl substituted with fluorine, R 2 is phenyl, phenyl, mono- or di-substituted phenyl, phenyl, trifluoromethyl, methoxy, methyl or ethyl, the above-mentioned meaning is treated with an isocyanate of general formula III wherein R2 is as defined above in the presence of a solvent at a temperature between room temperature and reflux, optionally in the presence of an agent base, after which if desired, the compound of formula I obtained is converted into a pharmaceutically acceptable salt, by methods known per se.

RO118604A 1984-05-04 1985-05-03 Process for the preparation of 2-oxindol-1-carboxamide derivatives RO91141B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US60735684A 1984-05-04 1984-05-04

Publications (2)

Publication Number Publication Date
RO91141A RO91141A (en) 1987-06-30
RO91141B true RO91141B (en) 1987-07-03

Family

ID=24431933

Family Applications (2)

Application Number Title Priority Date Filing Date
RO118604A RO91141B (en) 1984-05-04 1985-05-03 Process for the preparation of 2-oxindol-1-carboxamide derivatives
RO123678A RO94455B (en) 1984-05-04 1985-05-03 Process for preparing 2-oxindol-1-carboxamide derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
RO123678A RO94455B (en) 1984-05-04 1985-05-03 Process for preparing 2-oxindol-1-carboxamide derivatives

Country Status (25)

Country Link
JP (1) JPS60243068A (en)
KR (1) KR870000497B1 (en)
AR (1) AR241159A1 (en)
BG (2) BG60208B2 (en)
CS (1) CS252828B2 (en)
DD (1) DD232916A5 (en)
EG (1) EG17193A (en)
ES (2) ES8609248A1 (en)
FI (1) FI80016C (en)
HU (1) HU196057B (en)
IE (1) IE851103L (en)
IN (1) IN161509B (en)
MA (1) MA20424A1 (en)
MW (1) MW1685A1 (en)
MX (1) MX5839A (en)
NO (1) NO163132C (en)
OA (1) OA08098A (en)
PL (2) PL147508B1 (en)
PT (1) PT80375B (en)
RO (2) RO91141B (en)
RU (1) RU2017729C1 (en)
SU (1) SU1468413A3 (en)
YU (1) YU44998B (en)
ZA (1) ZA853324B (en)
ZW (1) ZW7885A1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5047554A (en) * 1989-04-18 1991-09-10 Pfizer Inc. 3-substituted-2-oxindole derivatives
IL95880A (en) * 1989-10-13 1995-12-31 Pfizer Use of 3-substituted-2-oxindole derivatives for the preparation of a pharmaceutical preparation for inhibiting interleukin-1 biosynthesis

Also Published As

Publication number Publication date
NO163132B (en) 1990-01-02
RO94455B (en) 1988-07-01
FI851756L (en) 1985-11-05
PT80375A (en) 1985-05-01
MA20424A1 (en) 1985-12-31
HUT37754A (en) 1986-02-28
MW1685A1 (en) 1986-09-10
RO91141A (en) 1987-06-30
AR241159A2 (en) 1991-12-30
ES551275A0 (en) 1987-07-16
JPS60243068A (en) 1985-12-03
IE851103L (en) 1985-11-04
BG60208B2 (en) 1993-12-30
ES8609248A1 (en) 1986-07-16
PL257892A1 (en) 1986-10-07
KR870000497B1 (en) 1987-03-12
YU73085A (en) 1988-04-30
RU2017729C1 (en) 1994-08-15
PL145416B1 (en) 1988-09-30
HU196057B (en) 1988-09-28
FI80016B (en) 1989-12-29
NO163132C (en) 1990-04-11
CS252828B2 (en) 1987-10-15
DD232916A5 (en) 1986-02-12
ZA853324B (en) 1986-12-30
FI80016C (en) 1990-04-10
ES542813A0 (en) 1986-07-16
JPH0335315B2 (en) 1991-05-27
PL147508B1 (en) 1989-06-30
KR850008154A (en) 1985-12-13
ES8707182A1 (en) 1987-07-16
AR241159A1 (en) 1991-12-30
SU1468413A3 (en) 1989-03-23
OA08098A (en) 1987-03-31
NO851774L (en) 1985-11-05
MX5839A (en) 1993-11-01
EG17193A (en) 1990-08-30
CS320285A2 (en) 1987-03-12
BG60207B2 (en) 1993-12-30
YU44998B (en) 1991-06-30
PT80375B (en) 1987-09-30
RO94455A (en) 1988-06-30
FI851756A0 (en) 1985-05-03
IN161509B (en) 1987-12-19
PL253203A1 (en) 1986-06-17
ZW7885A1 (en) 1985-07-24

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