NO875012L - PROCEDURE FOR THE PREPARATION OF PYROL ROLLER DERIVATIVES. - Google Patents
PROCEDURE FOR THE PREPARATION OF PYROL ROLLER DERIVATIVES.Info
- Publication number
- NO875012L NO875012L NO875012A NO875012A NO875012L NO 875012 L NO875012 L NO 875012L NO 875012 A NO875012 A NO 875012A NO 875012 A NO875012 A NO 875012A NO 875012 L NO875012 L NO 875012L
- Authority
- NO
- Norway
- Prior art keywords
- alkyl
- pyrrolidinyl
- substituted
- piperidyl
- piperazinyl
- Prior art date
Links
- GSSXLFACIJSBOM-UHFFFAOYSA-N 2h-pyran-2-ol Chemical compound OC1OC=CC=C1 GSSXLFACIJSBOM-UHFFFAOYSA-N 0.000 title 1
- -1 2-piperazinyl Chemical group 0.000 abstract 9
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 abstract 2
- 125000004076 pyridyl group Chemical group 0.000 abstract 2
- 125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 abstract 1
- 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- GSIQLKOFXMCKNK-UHFFFAOYSA-N 6,7-dihydro-5h-pyrrolo[3,4-b]pyrazine Chemical compound C1=CN=C2CNCC2=N1 GSIQLKOFXMCKNK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000005115 alkyl carbamoyl group Chemical group 0.000 abstract 1
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 abstract 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002249 anxiolytic agent Substances 0.000 abstract 1
- 230000000949 anxiolytic effect Effects 0.000 abstract 1
- 229940005530 anxiolytics Drugs 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 125000005117 dialkylcarbamoyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical compound C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 abstract 1
- 150000003951 lactams Chemical group 0.000 abstract 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000004193 piperazinyl group Chemical group 0.000 abstract 1
- 125000005936 piperidyl group Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003233 pyrroles Chemical class 0.000 abstract 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 1
- 125000000168 pyrrolyl group Chemical group 0.000 abstract 1
- 125000005493 quinolyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic 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
- C07D487/04—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D497/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D497/02—Heterocyclic 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
- C07D497/04—Ortho-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)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (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)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Indole Compounds (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Rolls And Other Rotary Bodies (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.
Applications Claiming Priority (1)
| 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 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| NO875012D0 NO875012D0 (en) | 1987-12-01 |
| NO875012L true NO875012L (en) | 1988-06-03 |
| NO166037B NO166037B (en) | 1991-02-11 |
| NO166037C NO166037C (en) | 1991-05-22 |
Family
ID=9341443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO875012A NO166037C (en) | 1986-12-02 | 1987-12-01 | ANALOGY PROCEDURE FOR THE PREPARATION OF NEW THERAPEUTIC ACTIVE NAFTYRIDINE INGREDIENTS. |
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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2607503B1 (en) * | 1986-12-02 | 1989-02-24 | Rhone Poulenc Sante | NOVEL ISOINDOLINONE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| FR2607506B1 (en) * | 1986-12-02 | 1989-01-06 | 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)
| 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) |
| DE3378763D1 (en) * | 1982-04-02 | 1989-02-02 | Takeda Chemical Industries Ltd | Condensed pyrrolinone derivatives, and their production |
| 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 |
| FR2607503B1 (en) * | 1986-12-02 | 1989-02-24 | Rhone Poulenc Sante | NOVEL ISOINDOLINONE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| FR2607506B1 (en) * | 1986-12-02 | 1989-01-06 | Rhone Poulenc Sante | NOVEL ISOINDOLINONE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
-
1986
- 1986-12-02 FR FR8616796A patent/FR2607504B1/en not_active Expired
-
1987
- 1987-11-27 MA MA21359A patent/MA21118A1/en unknown
- 1987-11-29 IL IL84658A patent/IL84658A/en unknown
- 1987-11-30 IE IE325287A patent/IE61089B1/en not_active IP Right Cessation
- 1987-11-30 ZA ZA879001A patent/ZA879001B/en unknown
- 1987-11-30 NZ NZ222752A patent/NZ222752A/en unknown
- 1987-11-30 AU AU81936/87A patent/AU594215B2/en not_active Ceased
- 1987-12-01 KR KR870013649A patent/KR880007517A/en not_active Ceased
- 1987-12-01 AT AT87402708T patent/ATE66219T1/en not_active IP Right Cessation
- 1987-12-01 NO NO875012A patent/NO166037C/en unknown
- 1987-12-01 FI FI875299A patent/FI84723C/en not_active IP Right Cessation
- 1987-12-01 CA CA000553252A patent/CA1298295C/en not_active Expired - Lifetime
- 1987-12-01 ES ES198787402708T patent/ES2038687T3/en not_active Expired - Lifetime
- 1987-12-01 MX MX955887A patent/MX9558A/en unknown
- 1987-12-01 DK DK630487A patent/DK169969B1/en not_active IP Right Cessation
- 1987-12-01 DE DE8787402708T patent/DE3772172D1/en not_active Expired - Fee Related
- 1987-12-01 SU SU874203799A patent/SU1616515A3/en active
- 1987-12-01 EP EP87402708A patent/EP0271404B1/en not_active Expired - Lifetime
- 1987-12-01 HU HU875398A patent/HU197573B/en not_active IP Right Cessation
- 1987-12-02 PT PT86261A patent/PT86261B/en not_active IP Right Cessation
- 1987-12-02 JP JP62305512A patent/JPS63154682A/en active Pending
- 1987-12-02 OA OA59236A patent/OA08696A/en unknown
-
1988
- 1988-11-04 SU SU884356873A patent/SU1685264A3/en active
- 1988-11-04 SU SU884356916A patent/SU1657056A3/en active
-
1991
- 1991-08-16 GR GR91400274T patent/GR3002490T3/en unknown
Also Published As
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| Publication | Publication Date | Title |
|---|---|---|
| NO166036C (en) | ANALOGY PROCEDURE FOR THE PREPARATION OF NEW THERAPEUTICALLY ACTIVE NAFTYRIDINE DERIVATIVES. | |
| NO875012L (en) | PROCEDURE FOR THE PREPARATION OF PYROL ROLLER DERIVATIVES. | |
| DK630587A (en) | PYROL RELEASE DERIVATIVES, THEIR PREPARATION AND PHARMACEUTICAL PREPARATIONS THEREOF |