AU8193687A - New pyrrole derivatives, their preparation and pharmaceutical compositions which contain them - Google Patents

New pyrrole derivatives, their preparation and pharmaceutical compositions which contain them

Info

Publication number
AU8193687A
AU8193687A AU81936/87A AU8193687A AU8193687A AU 8193687 A AU8193687 A AU 8193687A AU 81936/87 A AU81936/87 A AU 81936/87A AU 8193687 A AU8193687 A AU 8193687A AU 8193687 A AU8193687 A AU 8193687A
Authority
AU
Australia
Prior art keywords
alkyl
pyrrolidinyl
substituted
piperidyl
piperazinyl
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
AU81936/87A
Other versions
AU594215B2 (en
Inventor
Jean-Dominique Bourzat
Marc Capet
Claude Cotrel
Richard Labaudiniere
Philippe Pitchen
Gerard Roussel
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.)
Rhone Poulenc Sante SA
Original Assignee
Rhone Poulenc Sante 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 Rhone Poulenc Sante SA filed Critical Rhone Poulenc Sante SA
Publication of AU8193687A publication Critical patent/AU8193687A/en
Application granted granted Critical
Publication of AU594215B2 publication Critical patent/AU594215B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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
    • C07D401/04Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00Drugs for disorders of the muscular or neuromuscular system
    • A61P21/02Muscle relaxants, e.g. for tetanus or cramps
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; Anticonvulsants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic 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
    • C07D495/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D497/00Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D497/02Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D497/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Neurology (AREA)
  • Veterinary Medicine (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)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Neurosurgery (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Anesthesiology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyrrole Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Rolls And Other Rotary Bodies (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Indole Compounds (AREA)

Abstract

Derivatives of formula (I), in which A forms with the pyrrole ring an isoindoline, 6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine, 2,3,6,7- tetrahydro-5H-oxathiinno[1,4][2,3C]pyrrole or 2,3,6,7-tetrahydro-5H- dithiinno[1,4][2,3C]pyrrole nucleus and Het = naphthyridinyl, pyridyl or quinolyl which are unsubstituted or substituted by a halogen, alkyl (1-4 C), alkoxy (1-4 C), alkylthio (1-4 C) or CF3, and R = alkenyl (3- 10 C) with a straight or branched chain or alkyl which is unsubstituted or substituted by alkoxy, alkylthio, cycloalkyl (3-6 C), NH2, alkylamino, dialkylamino, alkylcarbonylamino (in which the amino part is optionally alkyl-substituted), 1- or 2-piperazinyl, piperidyl, piperidino, morpholino, pyrrolidinyl, 1-azetidinyl, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, (1-piperazinyl)carbonyl, piperidinocarbonyl, (1-pyrrolidinyl)carbonyl, phenyl, pyridyl, 1- imidazolyl, or else R = 2- or 3-pyrrolidinyl or 2-,3- or 4-piperidyl, it being understood that the alkyl radicals form a straight or branched chain and, unless specially mentioned, contain 1 to 10 C and that the piperazinyl, piperidino, piperidyl, pyrrolidinyl and azetidinyl radicals may be unsubstituted or substituted in any position by alkyl, alkylcarbonyl, benzyl or hydroxyalkyl or else may form a lactam functional group with the nitrogen atom of the ring, and, when they exist, their pharmaceutically acceptable salts and the optical isomers of the products of formula (I). <IMAGE> The products of formula (I) are useful as anxiolytics.
AU81936/87A 1986-12-02 1987-11-30 New pyrrole derivatives, their preparation and pharmaceutical compositions which contain them Ceased AU594215B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8616796A FR2607504B1 (en) 1986-12-02 1986-12-02 NOVEL ISOINDOLINONE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
FR8616796 1986-12-02

Publications (2)

Publication Number Publication Date
AU8193687A true AU8193687A (en) 1988-06-02
AU594215B2 AU594215B2 (en) 1990-03-01

Family

ID=9341443

Family Applications (1)

Application Number Title Priority Date Filing Date
AU81936/87A Ceased AU594215B2 (en) 1986-12-02 1987-11-30 New pyrrole derivatives, their preparation and pharmaceutical compositions which contain them

Country Status (23)

Country Link
EP (1) EP0271404B1 (en)
JP (1) JPS63154682A (en)
KR (1) KR880007517A (en)
AT (1) ATE66219T1 (en)
AU (1) AU594215B2 (en)
CA (1) CA1298295C (en)
DE (1) DE3772172D1 (en)
DK (1) DK169969B1 (en)
ES (1) ES2038687T3 (en)
FI (1) FI84723C (en)
FR (1) FR2607504B1 (en)
GR (1) GR3002490T3 (en)
HU (1) HU197573B (en)
IE (1) IE61089B1 (en)
IL (1) IL84658A (en)
MA (1) MA21118A1 (en)
MX (1) MX9558A (en)
NO (1) NO166037C (en)
NZ (1) NZ222752A (en)
OA (1) OA08696A (en)
PT (1) PT86261B (en)
SU (3) SU1616515A3 (en)
ZA (1) ZA879001B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2607506B1 (en) * 1986-12-02 1989-01-06 Rhone Poulenc Sante NOVEL ISOINDOLINONE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
FR2607503B1 (en) * 1986-12-02 1989-02-24 Rhone Poulenc Sante NOVEL ISOINDOLINONE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
CZ309617B6 (en) * 2019-04-05 2023-05-24 Ústav organické chemie a biochemie AV ČR, v. v. i 3α5ß-Neuroactive steroids for the treatment of epilepsy and seizure disorders

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2101081B1 (en) * 1970-08-19 1974-01-11 Rhone Poulenc Sa
OA04285A (en) * 1972-01-07 1979-12-31 Rhone Poulenc Sa New derivatives of pyrrolo (3,4-b) pyrazine and their preparation.
AR207555A1 (en) * 1972-12-04 1976-10-15 PROCEDURE TO PREPARE ARIL-6-PIPERAZINOCARBONYLOXY-5 OXO-7-TETRAHYDRO-2,3,6,7 DITIINE (1,4) (2,3-C) PYRROLES
ZA756953B (en) * 1974-11-07 1976-10-27 Rhone Poulenc Ind 1,4-oxathiino(2,3-c)pyrrole derivatives
AR208414A1 (en) * 1974-11-07 1976-12-27 Rhone Poulenc Ind PROCEDURE TO OBTAIN NEW DERIVATIVES OF ((ACIL-4PIPERAZINIL-1) CARBONYLOXI-5 PYRROLINONE-2)
ATE39483T1 (en) * 1982-04-02 1989-01-15 Takeda Chemical Industries Ltd CONDENSED PYRROLINONE DERIVATIVES AND THEIR PREPARATION.
FR2559484B2 (en) * 1983-07-06 1986-09-26 Provesan Sa NEW DERIVATIVE 7- (PYRROL-1-YL) OF 1-ETHYL-1,4-DIHYDRO-4-OXO- (1,8-NAPHTYRIDIN) -3-CARBOXYLIC ACID, ITS PREPARATION AND ITS APPLICATION AS A MEDICAMENT
CS274601B2 (en) * 1983-07-27 1991-09-15 Dainippon Pharmaceutical Co Method of 1,8-naphthyridine derivative production
JPS6169773A (en) * 1984-09-14 1986-04-10 Takeda Chem Ind Ltd Isoindolinone derivative
US4657913A (en) * 1985-04-18 1987-04-14 Warner-Lambert Company Trifluoro- quinoline -3- carboxylic acids and their use as anti-bacterial agents
FR2607506B1 (en) * 1986-12-02 1989-01-06 Rhone Poulenc Sante NOVEL ISOINDOLINONE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
FR2607503B1 (en) * 1986-12-02 1989-02-24 Rhone Poulenc Sante NOVEL ISOINDOLINONE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Also Published As

Publication number Publication date
NZ222752A (en) 1989-10-27
JPS63154682A (en) 1988-06-27
SU1685264A3 (en) 1991-10-15
EP0271404B1 (en) 1991-08-14
KR880007517A (en) 1988-08-27
NO875012D0 (en) 1987-12-01
NO166037C (en) 1991-05-22
PT86261A (en) 1988-01-01
ES2038687T3 (en) 1993-08-01
HUT46007A (en) 1988-09-28
FI84723B (en) 1991-09-30
FI84723C (en) 1992-01-10
MA21118A1 (en) 1988-07-01
GR3002490T3 (en) 1992-12-30
PT86261B (en) 1990-11-07
DK630487D0 (en) 1987-12-01
DE3772172D1 (en) 1991-09-19
DK630487A (en) 1988-06-03
FR2607504A1 (en) 1988-06-03
IE61089B1 (en) 1994-09-21
ZA879001B (en) 1988-06-01
SU1616515A3 (en) 1990-12-23
IL84658A0 (en) 1988-04-29
FR2607504B1 (en) 1989-01-27
NO166037B (en) 1991-02-11
NO875012L (en) 1988-06-03
AU594215B2 (en) 1990-03-01
CA1298295C (en) 1992-03-31
IE873252L (en) 1988-06-02
MX9558A (en) 1993-11-01
SU1657056A3 (en) 1991-06-15
FI875299A0 (en) 1987-12-01
ATE66219T1 (en) 1991-08-15
EP0271404A3 (en) 1989-04-05
OA08696A (en) 1989-03-31
EP0271404A2 (en) 1988-06-15
FI875299A (en) 1988-06-03
IL84658A (en) 1992-01-15
HU197573B (en) 1989-04-28
DK169969B1 (en) 1995-04-18

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