FR2324304A2 - Analgesic (4)-hydroxy-quinoline-(3)-amides - prepd. from a quinoline-(3)-carboxyl chloride and an amine - Google Patents
Analgesic (4)-hydroxy-quinoline-(3)-amides - prepd. from a quinoline-(3)-carboxyl chloride and an amineInfo
- Publication number
- FR2324304A2 FR2324304A2 FR7528939A FR7528939A FR2324304A2 FR 2324304 A2 FR2324304 A2 FR 2324304A2 FR 7528939 A FR7528939 A FR 7528939A FR 7528939 A FR7528939 A FR 7528939A FR 2324304 A2 FR2324304 A2 FR 2324304A2
- Authority
- FR
- France
- Prior art keywords
- quinoline
- hydroxy
- thiazolyl
- prepd
- analgesic
- 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
Links
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
New 4-hydroxy quinolines are of formula (I):- In (I) R1 is 8-C, and R3 is 2-thiazolyl; R1 is 7-CF3 and R3 is 2-thiazolyl; R1 is 7-Cl and R3 is 2- thiazolyl; R1 is 8-CF3 and R3 is 2- oxazolyl; or R1 is 8-CF3 and R3 is 2-thiazolyl). A typical cpd. is 4-hydroxy-8-chloro-N-(2-thiazolyl) 3-quinoline carboxamide. This was prepd. by reaction of 7 g. 4-hydroxy-8-chloro-3-quinoline carboxylic acid chloride and 2.9 g. 2-amino thiazole in pyridine at ambient temperature. The yield was 6.5 g., m.pt. >369 degrees C.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7528939A FR2324304A2 (en) | 1975-09-22 | 1975-09-22 | Analgesic (4)-hydroxy-quinoline-(3)-amides - prepd. from a quinoline-(3)-carboxyl chloride and an amine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7528939A FR2324304A2 (en) | 1975-09-22 | 1975-09-22 | Analgesic (4)-hydroxy-quinoline-(3)-amides - prepd. from a quinoline-(3)-carboxyl chloride and an amine |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2324304A2 true FR2324304A2 (en) | 1977-04-15 |
FR2324304B2 FR2324304B2 (en) | 1978-09-01 |
Family
ID=9160268
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7528939A Granted FR2324304A2 (en) | 1975-09-22 | 1975-09-22 | Analgesic (4)-hydroxy-quinoline-(3)-amides - prepd. from a quinoline-(3)-carboxyl chloride and an amine |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2324304A2 (en) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0012639A2 (en) * | 1978-12-08 | 1980-06-25 | Roussel-Uclaf | Quinolein-3-carboxylic acid derivatives, process for their preparation, their use in medicines and pharmaceutical compositions containing them |
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 |
EP0317991A2 (en) * | 1987-11-27 | 1989-05-31 | Hoechst-Roussel Pharmaceuticals Incorporated | 1-Aryl-3-quinoline- and 1-aryl-3-isoquinoline-carboxamides, a process for their preparation and their use as medicaments |
US7495103B2 (en) | 2004-06-24 | 2009-02-24 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US8354427B2 (en) | 2004-06-24 | 2013-01-15 | Vertex Pharmaceutical Incorporated | Modulators of ATP-binding cassette transporters |
US8802700B2 (en) | 2010-12-10 | 2014-08-12 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-Binding Cassette transporters |
US9139530B2 (en) | 2005-12-28 | 2015-09-22 | Vertex Pharmaceuticals Incorporated | Solid forms of N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide |
US9701639B2 (en) | 2014-10-07 | 2017-07-11 | Vertex Pharmaceuticals Incorporated | Co-crystals of modulators of cystic fibrosis transmembrane conductance regulator |
US9751839B2 (en) | 2009-03-20 | 2017-09-05 | Vertex Pharmaceuticals Incorporated | Process for making modulators of cystic fibrosis transmembrane conductance regulator |
US10272046B2 (en) | 2012-02-27 | 2019-04-30 | Vertex Pharmaceuticals Incorporated | Pharmaceutical composition and administrations thereof |
US10646481B2 (en) | 2008-08-13 | 2020-05-12 | Vertex Pharmaceuticals Incorporated | Pharmaceutical composition and administrations thereof |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2218896A1 (en) * | 1973-02-26 | 1974-09-20 | Allen & Hanburys Ltd |
-
1975
- 1975-09-22 FR FR7528939A patent/FR2324304A2/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2218896A1 (en) * | 1973-02-26 | 1974-09-20 | Allen & Hanburys Ltd |
Cited By (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0012639A2 (en) * | 1978-12-08 | 1980-06-25 | Roussel-Uclaf | Quinolein-3-carboxylic acid derivatives, process for their preparation, their use in medicines and pharmaceutical compositions containing them |
EP0012639A3 (en) * | 1978-12-08 | 1980-11-12 | Roussel-Uclaf | Quinolein-3-carboxylic acid derivatives, process for their preparation, their use in medicines and pharmaceutical compositions containing them |
EP0049555A1 (en) * | 1978-12-08 | 1982-04-14 | Roussel-Uclaf | 2-Trifluoromethyl-4-hydroxy-3 quinoline-carboxylic-acid derivatives and their preparation |
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 |
EP0317991A2 (en) * | 1987-11-27 | 1989-05-31 | Hoechst-Roussel Pharmaceuticals Incorporated | 1-Aryl-3-quinoline- and 1-aryl-3-isoquinoline-carboxamides, a process for their preparation and their use as medicaments |
EP0317991A3 (en) * | 1987-11-27 | 1990-11-07 | Hoechst-Roussel Pharmaceuticals Incorporated | 1-aryl-3-quinoline- and 1-aryl-3-isoquinoline-carboxamides, a process for their preparation and their use as medicaments |
US8629162B2 (en) | 2004-06-24 | 2014-01-14 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US8101767B2 (en) | 2004-06-24 | 2012-01-24 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US8324242B2 (en) | 2004-06-24 | 2012-12-04 | Vertex Pharmaceutical Incorporated | Modulators of ATP-binding cassette transporters |
US8354427B2 (en) | 2004-06-24 | 2013-01-15 | Vertex Pharmaceutical Incorporated | Modulators of ATP-binding cassette transporters |
US8614327B2 (en) | 2004-06-24 | 2013-12-24 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US10662192B2 (en) | 2004-06-24 | 2020-05-26 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US8741925B2 (en) | 2004-06-24 | 2014-06-03 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US7495103B2 (en) | 2004-06-24 | 2009-02-24 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US9090619B2 (en) | 2004-06-24 | 2015-07-28 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
US9139530B2 (en) | 2005-12-28 | 2015-09-22 | Vertex Pharmaceuticals Incorporated | Solid forms of N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide |
US9670163B2 (en) | 2005-12-28 | 2017-06-06 | Vertex Pharmaceuticals Incorporated | Solid forms of N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide |
US9931334B2 (en) | 2005-12-28 | 2018-04-03 | Vertex Pharmaceuticals Incorporated | Solid forms of N[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide |
US11291662B2 (en) | 2005-12-28 | 2022-04-05 | Vertex Pharmaceuticals Incorporated | Solid forms of n-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide |
US10537565B2 (en) | 2005-12-28 | 2020-01-21 | Vertex Pharmaceuticals Incorporated | Solid forms of N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide |
US11564916B2 (en) | 2008-08-13 | 2023-01-31 | Vertex Pharmaceuticals Incorporated | Pharmaceutical composition and administrations thereof |
US10646481B2 (en) | 2008-08-13 | 2020-05-12 | Vertex Pharmaceuticals Incorporated | Pharmaceutical composition and administrations thereof |
US9751839B2 (en) | 2009-03-20 | 2017-09-05 | Vertex Pharmaceuticals Incorporated | Process for making modulators of cystic fibrosis transmembrane conductance regulator |
US8802700B2 (en) | 2010-12-10 | 2014-08-12 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-Binding Cassette transporters |
US11147770B2 (en) | 2012-02-27 | 2021-10-19 | Vertex Pharmaceuticals Incorporated | Pharmaceutical composition and administrations thereof |
US10272046B2 (en) | 2012-02-27 | 2019-04-30 | Vertex Pharmaceuticals Incorporated | Pharmaceutical composition and administrations thereof |
US11752106B2 (en) | 2012-02-27 | 2023-09-12 | Vertex Pharmaceuticals Incorporated | Pharmaceutical composition and administrations thereof |
US9701639B2 (en) | 2014-10-07 | 2017-07-11 | Vertex Pharmaceuticals Incorporated | Co-crystals of modulators of cystic fibrosis transmembrane conductance regulator |
Also Published As
Publication number | Publication date |
---|---|
FR2324304B2 (en) | 1978-09-01 |
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