FI913614A0 - A process for the preparation of therapeutically useful N-sulfonylindoline derivatives - Google Patents

A process for the preparation of therapeutically useful N-sulfonylindoline derivatives

Info

Publication number
FI913614A0
FI913614A0 FI913614A FI913614A FI913614A0 FI 913614 A0 FI913614 A0 FI 913614A0 FI 913614 A FI913614 A FI 913614A FI 913614 A FI913614 A FI 913614A FI 913614 A0 FI913614 A0 FI 913614A0
Authority
FI
Finland
Prior art keywords
denotes
alkyl
group
trifluoromethyl
naphthyl
Prior art date
Application number
FI913614A
Other languages
Finnish (fi)
Swedish (sv)
Other versions
FI97224C (en
FI913614A (en
FI97224B (en
Inventor
Jean Wagnon
Cointet Paul De
Dino Nisato
Claude Plouzane
Claudine Serradeil-Legal
Original Assignee
Sanofi 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 Sanofi Sa filed Critical Sanofi Sa
Publication of FI913614A0 publication Critical patent/FI913614A0/en
Publication of FI913614A publication Critical patent/FI913614A/en
Application granted granted Critical
Publication of FI97224B publication Critical patent/FI97224B/en
Publication of FI97224C publication Critical patent/FI97224C/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/30Indoles; 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
    • C07D209/42Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/12Drugs for disorders of the urinary system of the kidneys
    • 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
    • A61P9/00Drugs for disorders of the cardiovascular system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides 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
    • C07C311/01Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/02Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C311/08Sulfonamides 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides 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
    • C07C311/01Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/12Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
    • C07C311/13Sulfonamides 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides 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
    • C07C311/15Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/21Sulfonamides 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

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.
FI913614A 1990-07-31 1991-07-29 Process for the preparation of therapeutically useful N-sulfonylindoline derivatives FI97224C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9009778 1990-07-31
FR9009778A FR2665441B1 (en) 1990-07-31 1990-07-31 N-SULFONYL INDOLINE DERIVATIVES, THEIR PREPARATION, THE PHARMACEUTICAL COMPOSITIONS CONTAINING SAME.

Publications (4)

Publication Number Publication Date
FI913614A0 true FI913614A0 (en) 1991-07-29
FI913614A 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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5338755A (en) * 1990-07-31 1994-08-16 Elf Sanofi N-sulfonylindoline derivatives, their preparation and the pharmaceutical compositions in which they are present
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
AU691829B2 (en) * 1993-07-16 1998-05-28 Merck & Co., Inc. Benzoxazinone and benzopyrimidinone piperidinyl tocolytic oxytocin receptor antagonists
JPH09500133A (en) * 1993-07-16 1997-01-07 メルク エンド カンパニー インコーポレーテッド Substituted piperazinyl camphor derivatives as antagonists of oxytocin
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
WO2002032864A1 (en) 2000-10-17 2002-04-25 Applied Research Systems Ars Holding N.V. 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
DK1458381T3 (en) 2001-12-20 2006-03-20 Applied Research Systems Triazoles as oxytocin antagonists
NZ566263A (en) * 2002-05-24 2009-09-25 Millennium Pharm Inc CCR9 inhibitors and methods of use thereof
EP1572197B1 (en) * 2002-12-20 2009-07-29 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)

* Cited by examiner, † Cited by third party
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.

Also Published As

Publication number Publication date
IE73452B1 (en) 1997-06-04
PT98476B (en) 1997-10-31
KR100211434B1 (en) 1999-08-02
AU645585B2 (en) 1994-01-20
EP0469984A2 (en) 1992-02-05
IE912696A1 (en) 1992-02-12
NO912970D0 (en) 1991-07-30
AU664491B2 (en) 1995-11-16
HUT59669A (en) 1992-06-29
HU912552D0 (en) 1992-01-28
DE69113911T2 (en) 1996-03-28
AU8147891A (en) 1992-02-06
AU5047393A (en) 1994-01-13
ES2080922T3 (en) 1996-02-16
FR2665441B1 (en) 1992-12-04
CA2048139A1 (en) 1992-02-01
EP0469984A3 (en) 1992-03-11
NZ239182A (en) 1995-07-26
IL99012A (en) 1996-07-23
JP3195381B2 (en) 2001-08-06
EP0469984B1 (en) 1995-10-18
CA2048139C (en) 2002-02-12
DE69113911D1 (en) 1995-11-23
HU220765B1 (en) 2002-05-28
NO912970L (en) 1992-02-03
NO175254C (en) 1994-09-21
ZA916031B (en) 1992-04-29
FR2665441A1 (en) 1992-02-07
PT98476A (en) 1992-05-29
FI97224C (en) 1996-11-11
ATE129236T1 (en) 1995-11-15
FI913614A (en) 1992-02-01
IL99012A0 (en) 1992-07-15
KR920002537A (en) 1992-02-28
FI97224B (en) 1996-07-31
NO175254B (en) 1994-06-13
JPH04234361A (en) 1992-08-24
IL114934A0 (en) 1995-12-08

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Owner name: SANOFI

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