FR2377400A2 - Analgesic hydroxy:quinoline carboxamide cpds. - esp. N-(2-thiazolyl)-carboxamide cpds. with 8-tri:fluoro:methyl substit. - Google Patents

Analgesic hydroxy:quinoline carboxamide cpds. - esp. N-(2-thiazolyl)-carboxamide cpds. with 8-tri:fluoro:methyl substit.

Info

Publication number
FR2377400A2
FR2377400A2 FR7701298A FR7701298A FR2377400A2 FR 2377400 A2 FR2377400 A2 FR 2377400A2 FR 7701298 A FR7701298 A FR 7701298A FR 7701298 A FR7701298 A FR 7701298A FR 2377400 A2 FR2377400 A2 FR 2377400A2
Authority
FR
France
Prior art keywords
cpds
carboxamide
thiazolyl
hydroxy
substit
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
FR7701298A
Other languages
French (fr)
Other versions
FR2377400B2 (en
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf 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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Priority to FR7701298A priority Critical patent/FR2377400A2/en
Publication of FR2377400A2 publication Critical patent/FR2377400A2/en
Application granted granted Critical
Publication of FR2377400B2 publication Critical patent/FR2377400B2/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic System
    • C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic System without C-Metal linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4

Abstract

Quinoline-carboxamides of formula (I) are new (where R' is H, halo, CF3, -SCF3, -OCF3, 1-4C linear alkyl, 3-5C branched alkyl, or 1-4C alkoxy; R2 is H or Me; R3 is thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl or imidazolyl; R4 is phenyl or phenylmethyl and the acid-addition salts for which R3 is imidazolyl or 4,5-dihydrothiazolyl). (I) are analgesics for treating muscular, joint, nervous and dental pain and for migraine. A typical cpd., 2-ethyl-4-hydroxy-N-(2-thiazolyl)-8-trifluoromethyl-3-quinolineca- rboxamide, was made by treating 2-ethyl-4-hydroxy-8-trifluoromethylquinoline-3- carboxylic acid with 2-aminothiazole in presence of carbodiimide.
FR7701298A 1977-01-18 1977-01-18 Analgesic hydroxy:quinoline carboxamide cpds. - esp. N-(2-thiazolyl)-carboxamide cpds. with 8-tri:fluoro:methyl substit. Granted FR2377400A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7701298A FR2377400A2 (en) 1977-01-18 1977-01-18 Analgesic hydroxy:quinoline carboxamide cpds. - esp. N-(2-thiazolyl)-carboxamide cpds. with 8-tri:fluoro:methyl substit.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7701298A FR2377400A2 (en) 1977-01-18 1977-01-18 Analgesic hydroxy:quinoline carboxamide cpds. - esp. N-(2-thiazolyl)-carboxamide cpds. with 8-tri:fluoro:methyl substit.

Publications (2)

Publication Number Publication Date
FR2377400A2 true FR2377400A2 (en) 1978-08-11
FR2377400B2 FR2377400B2 (en) 1980-04-30

Family

ID=9185610

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7701298A Granted FR2377400A2 (en) 1977-01-18 1977-01-18 Analgesic hydroxy:quinoline carboxamide cpds. - esp. N-(2-thiazolyl)-carboxamide cpds. with 8-tri:fluoro:methyl substit.

Country Status (1)

Country Link
FR (1) FR2377400A2 (en)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2507602A1 (en) * 1981-06-12 1982-12-17 Roussel Uclaf N-4,5-di:hydro-2-thiazolyl 4-hydroxy 3-quinoline-carboxamide derivs. - anxiolytics having strong affinity for benzodiazepine receptors, opt. used in association with neuroleptics or antidepressants
EP0067772A1 (en) * 1981-06-12 1982-12-22 Roussel-Uclaf N-dihydrothiazolyl-3-quinoleine carboxyamide derivatives, their salts, their preparation and use as pharmaceutical preparations, and pharmaceutical preparations containing them
US4397856A (en) * 1980-05-19 1983-08-09 Roussel Uclaf Analgesic 4-hydroxy-3-quinolinecarboxamides
EP0498723A1 (en) * 1991-02-07 1992-08-12 Roussel Uclaf Nitrogen containing bicycle compounds, method for their preparation, their use as pharmaceutical and compositions containing them
EP0498721A1 (en) * 1991-02-07 1992-08-12 Roussel Uclaf N-substituted quinoline derivatives, process for their preparation, intermediates obtained, their use as pharmaceuticals and pharmaceutical compositions containing them
EP0498722A1 (en) * 1991-02-07 1992-08-12 Roussel Uclaf Bicyclic nitrogen compounds, their preparation, intermediates obtained, their use as pharmaceuticals and pharmaceutical compositions containing them
FR2672595A1 (en) * 1991-02-07 1992-08-14 Roussel Uclaf New nitrogenous bicyclic derivatives substituted with a benzyl radical, process for their preparation, the new intermediates obtained and their application as medicaments
FR2672597A1 (en) * 1991-02-07 1992-08-14 Roussel Uclaf New N-substituted quinoline derivatives, process for their preparation, the new intermediates obtained, their application as medicaments and the pharmaceutical compositions containing them
FR2672596A1 (en) * 1991-02-07 1992-08-14 Roussel Uclaf New nitrogenous bicyclic derivatives, process for their preparation, the new intermediates obtained, their application as medicaments and the pharmaceutical compositions containing them
FR2680509A1 (en) * 1991-08-20 1993-02-26 Roussel Uclaf Nitrogenous bicyclic derivatives substituted by a benzyl radical, process for their preparation, the intermediates obtained, their application as medicaments and the compositions containing them
FR2680511A1 (en) * 1991-08-20 1993-02-26 Roussel Uclaf N-Substituted quinoline derivatives, process for their preparation, intermediates obtained, their application as medicaments and the compositions containing them
FR2680510A1 (en) * 1991-08-20 1993-02-26 Roussel Uclaf New nitrogenous bicyclic derivatives, process for their preparation, the new intermediates obtained, their application as medicaments and the pharmaceutical compositions containing them
FR2684671A1 (en) * 1991-11-20 1993-06-11 Roussel Uclaf New quinoline derivatives, process for their preparation and intermediates and their application as medicaments
US6509352B1 (en) 1999-01-08 2003-01-21 Japan Tobacco Inc. 2-oxoquinoline compounds and medicinal uses thereof
WO2014120815A1 (en) * 2013-01-31 2014-08-07 Vertex Pharmaceuticals Incorporated Quinoline and quinazoline amides as modulators of sodium channels

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4397856A (en) * 1980-05-19 1983-08-09 Roussel Uclaf Analgesic 4-hydroxy-3-quinolinecarboxamides
FR2507602A1 (en) * 1981-06-12 1982-12-17 Roussel Uclaf N-4,5-di:hydro-2-thiazolyl 4-hydroxy 3-quinoline-carboxamide derivs. - anxiolytics having strong affinity for benzodiazepine receptors, opt. used in association with neuroleptics or antidepressants
EP0067772A1 (en) * 1981-06-12 1982-12-22 Roussel-Uclaf N-dihydrothiazolyl-3-quinoleine carboxyamide derivatives, their salts, their preparation and use as pharmaceutical preparations, and pharmaceutical preparations containing them
EP0498723A1 (en) * 1991-02-07 1992-08-12 Roussel Uclaf Nitrogen containing bicycle compounds, method for their preparation, their use as pharmaceutical and compositions containing them
EP0498721A1 (en) * 1991-02-07 1992-08-12 Roussel Uclaf N-substituted quinoline derivatives, process for their preparation, intermediates obtained, their use as pharmaceuticals and pharmaceutical compositions containing them
EP0498722A1 (en) * 1991-02-07 1992-08-12 Roussel Uclaf Bicyclic nitrogen compounds, their preparation, intermediates obtained, their use as pharmaceuticals and pharmaceutical compositions containing them
FR2672595A1 (en) * 1991-02-07 1992-08-14 Roussel Uclaf New nitrogenous bicyclic derivatives substituted with a benzyl radical, process for their preparation, the new intermediates obtained and their application as medicaments
FR2672597A1 (en) * 1991-02-07 1992-08-14 Roussel Uclaf New N-substituted quinoline derivatives, process for their preparation, the new intermediates obtained, their application as medicaments and the pharmaceutical compositions containing them
FR2672596A1 (en) * 1991-02-07 1992-08-14 Roussel Uclaf New nitrogenous bicyclic derivatives, process for their preparation, the new intermediates obtained, their application as medicaments and the pharmaceutical compositions containing them
FR2680511A1 (en) * 1991-08-20 1993-02-26 Roussel Uclaf N-Substituted quinoline derivatives, process for their preparation, intermediates obtained, their application as medicaments and the compositions containing them
FR2680509A1 (en) * 1991-08-20 1993-02-26 Roussel Uclaf Nitrogenous bicyclic derivatives substituted by a benzyl radical, process for their preparation, the intermediates obtained, their application as medicaments and the compositions containing them
FR2680510A1 (en) * 1991-08-20 1993-02-26 Roussel Uclaf New nitrogenous bicyclic derivatives, process for their preparation, the new intermediates obtained, their application as medicaments and the pharmaceutical compositions containing them
FR2684671A1 (en) * 1991-11-20 1993-06-11 Roussel Uclaf New quinoline derivatives, process for their preparation and intermediates and their application as medicaments
US6509352B1 (en) 1999-01-08 2003-01-21 Japan Tobacco Inc. 2-oxoquinoline compounds and medicinal uses thereof
US6806276B2 (en) 1999-01-08 2004-10-19 Japan Tobacco Inc. 2-oxoquinoline compounds and pharmaceutical uses thereof
WO2014120815A1 (en) * 2013-01-31 2014-08-07 Vertex Pharmaceuticals Incorporated Quinoline and quinazoline amides as modulators of sodium channels
US9139529B2 (en) 2013-01-31 2015-09-22 Vertex Pharmaceuticals Incorporated Substituted quinoxalines as sodium channel modulators
JP2016506964A (en) * 2013-01-31 2016-03-07 バーテックス ファーマシューティカルズ インコーポレイテッドＶｅｒｔｅｘ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｉｎｃｏｒｐｏｒａｔｅｄ Quinolines and quinazolinamides as modulators of sodium channels
US9783501B2 (en) 2013-01-31 2017-10-10 Vertex Pharmaceuticals Incorporated Substituted quinolines as modulators of sodium channels
AU2014212426B2 (en) * 2013-01-31 2018-04-26 Vertex Pharmaceuticals Incorporated Quinoline and quinazoline amides as modulators of sodium channels
AU2014212426B8 (en) * 2013-01-31 2018-05-10 Vertex Pharmaceuticals Incorporated Quinoline and Quinoxaline Amides as Modulators of Sodium Channels
TWI631105B (en) * 2013-01-31 2018-08-01 維泰克斯製藥公司 Quinoline and quinoxaline amides as modulators of sodium channels

Also Published As

Publication number Publication date
FR2377400B2 (en) 1980-04-30

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