FI913614A - Process for the preparation of therapeutically useful N-sulfonylindoline derivatives - Google Patents
Process for the preparation of therapeutically useful N-sulfonylindoline derivatives Download PDFInfo
- Publication number
- FI913614A FI913614A FI913614A FI913614A FI913614A FI 913614 A FI913614 A FI 913614A FI 913614 A FI913614 A FI 913614A FI 913614 A FI913614 A FI 913614A FI 913614 A FI913614 A FI 913614A
- Authority
- FI
- Finland
- Prior art keywords
- denotes
- alkyl
- group
- trifluoromethyl
- naphthyl
- Prior art date
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
-
- 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
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/08—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/12—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
- C07C311/13—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings the carbon skeleton containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/21—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
Compounds of formula: <IMAGE> in which - R1 denotes a halogen atom, a C1-C4 alkyl or alkoxy, a hydroxyl or a benzyloxy, cyano, trifluoromethyl, nitro or amino group; - R2 denotes a C1-C6 alkyl, a C3-C7 cycloalkyl, a C5-C7 cycloalkene, a phenyl, unsubstituted or mono- or polysubstituted by a C1-C4 alkyl or alkoxy, a halogen or a trifluoromethyl, nitro or amino group; - R3 denotes a hydrogen atom or a C1-C4 alkyl; - R4 denotes a carboxyl group, a C1-C6 alkoxycarbonyl group, a benzyloxycarbonyl group or a carboxamide group of formula CONR6R7; - R5 denotes a C1-C4 alkyl, 1-naphthyl, 2-naphthyl, 5-dimethylamino-1-naphthyl, phenyl, unsubstituted or substituted by one or more substituents chosen from a halogen, a C1-C4 alkyl, a trifluoromethyl, nitro, amino group free or substituted by one or 2 C1-C4 alkyls, a hydroxyl, a C1-C4 alkoxy, a C1-C4 alkenoxy, a C1-C4 alkylthio or a trifluoromethoxy, benzyloxy, cyano, carboxyl, C1-C4 alkoxycarbonyl, carbamoyl or C1-C4 alkylamido group or, when m = 0, R5 may denote a group: <IMAGE> - each of R6 and R7 independently denotes hydrogen, a C1-C6 alkyl, a phenylalkyl in which the alkyl is C1-C4 or R6 and R7 together form a -(CH2)p- group; - n denotes 0, 1 or 2; - m denotes 0, 1 or 2; - p denotes 4, 5 or 6; and their optional salts. These compounds have an affinity for the vasopressin and ocytocin receptors.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9009778A FR2665441B1 (en) | 1990-07-31 | 1990-07-31 | N-SULFONYL INDOLINE DERIVATIVES, THEIR PREPARATION, THE PHARMACEUTICAL COMPOSITIONS CONTAINING SAME. |
FR9009778 | 1990-07-31 |
Publications (4)
Publication Number | Publication Date |
---|---|
FI913614A0 FI913614A0 (en) | 1991-07-29 |
FI913614A true FI913614A (en) | 1992-02-01 |
FI97224B FI97224B (en) | 1996-07-31 |
FI97224C FI97224C (en) | 1996-11-11 |
Family
ID=9399281
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI913614A FI97224C (en) | 1990-07-31 | 1991-07-29 | Process for the preparation of therapeutically useful N-sulfonylindoline derivatives |
Country Status (17)
Country | Link |
---|---|
EP (1) | EP0469984B1 (en) |
JP (1) | JP3195381B2 (en) |
KR (1) | KR100211434B1 (en) |
AT (1) | ATE129236T1 (en) |
AU (2) | AU645585B2 (en) |
CA (1) | CA2048139C (en) |
DE (1) | DE69113911T2 (en) |
ES (1) | ES2080922T3 (en) |
FI (1) | FI97224C (en) |
FR (1) | FR2665441B1 (en) |
HU (1) | HU220765B1 (en) |
IE (1) | IE73452B1 (en) |
IL (2) | IL99012A (en) |
NO (1) | NO175254C (en) |
NZ (1) | NZ239182A (en) |
PT (1) | PT98476B (en) |
ZA (1) | ZA916031B (en) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2679903B1 (en) * | 1991-08-02 | 1993-12-03 | Elf Sanofi | DERIVATIVES OF N-SULFONYL INDOLINE CARRYING AN AMIDIC FUNCTION, THEIR PREPARATION, THE PHARMACEUTICAL COMPOSITIONS CONTAINING SAME. |
US5481005A (en) * | 1990-07-31 | 1996-01-02 | Sanofi | N-sulfonylindoline derivatives, their preparation and the pharmaceutical compositions in which they are present |
US5338755A (en) * | 1990-07-31 | 1994-08-16 | Elf Sanofi | N-sulfonylindoline derivatives, their preparation and the pharmaceutical compositions in which they are present |
ATE216580T1 (en) * | 1993-07-16 | 2002-05-15 | Merck & Co Inc | BENZOXAZINONE AND BENZOPYRIMIDINONE PIPERIDINYL COMPOUNDS AS TOCOLYTIC OXYTOCIN RECEPTOR ANTAGONISTS |
EP0708765A4 (en) * | 1993-07-16 | 1996-06-26 | Merck & Co Inc | Substituted piperazinylcamphor derivatives as oxytocin antagonists |
FR2708606B1 (en) * | 1993-07-30 | 1995-10-27 | Sanofi Sa | N-phenylalkylindol-2-one derivatives, their preparation, pharmaceutical compositions containing them. |
FR2714378B1 (en) * | 1993-12-24 | 1996-03-15 | Sanofi Sa | Indol-2-one derivatives substituted in 3 with a nitrogen group, their preparation, pharmaceutical compositions containing them. |
GB9918684D0 (en) * | 1999-08-09 | 1999-10-13 | Novartis Ag | Organic compounds |
AU2002214019B2 (en) | 2000-10-17 | 2007-01-25 | Merck Serono Sa | Pharmaceutically active sulfanilide derivatives |
GB0115515D0 (en) * | 2001-06-25 | 2001-08-15 | Ferring Bv | Oxytocin agonisys |
GB0116594D0 (en) | 2001-07-06 | 2001-08-29 | Cancer Res Ventures Ltd | Therapeutic compounds |
US7468385B2 (en) | 2001-12-20 | 2008-12-23 | Laboratoires Serono Sa | Triazoles as oxytocin antagonists |
WO2003099773A1 (en) * | 2002-05-24 | 2003-12-04 | Millennium Pharmaceuticals, Inc. | Ccr9 inhibitors and methods of use thereof |
US7307099B2 (en) | 2002-12-20 | 2007-12-11 | Cancer Research Technology Limited | 4-(1-(sulfonyl)-1h-indol-2-yl)-4-(hydroxy)-cyclohexa-2,5-dienone compounds and analogs thereof as therapeutic agents |
FR2853650B1 (en) * | 2003-04-10 | 2006-07-07 | Merck Sante Sas | AMINE DEDOUBLING PROCESS USEFUL FOR THE TREATMENT OF DISORDERS ASSOCIATED WITH INSULINO-RESISTANCE SYNDROME |
FR2880023B1 (en) | 2004-12-23 | 2007-02-23 | Sanofi Aventis Sa | N - [(4,5-DIPHENYL-3-ALKYL-2-THIENYL) METHYL] AMINE DERIVATIVES AND THEIR PREPARATION AND THERAPEUTIC USE |
FR2927625B1 (en) | 2008-02-19 | 2010-03-12 | Sanofi Aventis | NOVEL 3-AMINOALKYL-1,3-DIHYDRO-2H-INDOL-2-ONE DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC USE |
FR2930249B1 (en) | 2008-04-21 | 2010-05-14 | Sanofi Aventis | NOVEL 3-AMINOALKYL-1,3-DIHYDRO-2H-INDOL-2-ONE DERIVATIVES, THEIR PREPARATION AND THERAPEUTIC USE THEREOF |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3838167A (en) * | 1972-08-01 | 1974-09-24 | Lilly Co Eli | Process for preparing indoles |
US4479963A (en) * | 1981-02-17 | 1984-10-30 | Ciba-Geigy Corporation | 1-Carboxyalkanoylindoline-2-carboxylic acids |
DE3705934A1 (en) * | 1987-02-25 | 1988-09-08 | Nattermann A & Cie | Indolyl derivatives, processes for their preparation, and their use as medicaments |
GB8820129D0 (en) * | 1988-08-24 | 1988-09-28 | Schering Agrochemicals Ltd | Fungicides |
FR2679903B1 (en) * | 1991-08-02 | 1993-12-03 | Elf Sanofi | DERIVATIVES OF N-SULFONYL INDOLINE CARRYING AN AMIDIC FUNCTION, THEIR PREPARATION, THE PHARMACEUTICAL COMPOSITIONS CONTAINING SAME. |
-
1990
- 1990-07-31 FR FR9009778A patent/FR2665441B1/en not_active Expired - Fee Related
-
1991
- 1991-07-29 PT PT98476A patent/PT98476B/en not_active IP Right Cessation
- 1991-07-29 FI FI913614A patent/FI97224C/en not_active IP Right Cessation
- 1991-07-30 ES ES91402123T patent/ES2080922T3/en not_active Expired - Lifetime
- 1991-07-30 NZ NZ239182A patent/NZ239182A/en unknown
- 1991-07-30 NO NO912970A patent/NO175254C/en not_active IP Right Cessation
- 1991-07-30 IL IL9901291A patent/IL99012A/en not_active IP Right Cessation
- 1991-07-30 EP EP91402123A patent/EP0469984B1/en not_active Expired - Lifetime
- 1991-07-30 DE DE69113911T patent/DE69113911T2/en not_active Expired - Fee Related
- 1991-07-30 CA CA002048139A patent/CA2048139C/en not_active Expired - Fee Related
- 1991-07-30 AT AT91402123T patent/ATE129236T1/en not_active IP Right Cessation
- 1991-07-31 IE IE269691A patent/IE73452B1/en not_active IP Right Cessation
- 1991-07-31 AU AU81478/91A patent/AU645585B2/en not_active Ceased
- 1991-07-31 ZA ZA916031A patent/ZA916031B/en unknown
- 1991-07-31 KR KR1019910013249A patent/KR100211434B1/en not_active IP Right Cessation
- 1991-07-31 JP JP19207891A patent/JP3195381B2/en not_active Expired - Fee Related
- 1991-07-31 HU HU9102552A patent/HU220765B1/en not_active IP Right Cessation
-
1993
- 1993-11-05 AU AU50473/93A patent/AU664491B2/en not_active Ceased
-
1995
- 1995-08-15 IL IL11493495A patent/IL114934A0/en unknown
Also Published As
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG | Patent granted |
Owner name: SANOFI |
|
BB | Publication of examined application | ||
MA | Patent expired |