GB1272906A - Quinoxalinecarboxamide anti inflammatory agents - Google Patents
Quinoxalinecarboxamide anti inflammatory agentsInfo
- Publication number
- GB1272906A GB1272906A GB34658/70A GB3465870A GB1272906A GB 1272906 A GB1272906 A GB 1272906A GB 34658/70 A GB34658/70 A GB 34658/70A GB 3465870 A GB3465870 A GB 3465870A GB 1272906 A GB1272906 A GB 1272906A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxo
- tetrahydro
- ethyl
- reacting
- alkyl
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines 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 carbon atoms of the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,272,906. Quinoxalinecarboxamides. PFIZER Inc. 17 July, 1970 [15 Oct., 1969], No. 34658/70. Heading C2C. Novel quinoxaline carboxamides of the Formula IV and the basic metal salts thereof, wherein R 1 and R 2 are H, C 1-3 alkyl, C 2-4 alkenyl, C 3-6 cycloalkyl, phenyl or phenyl substituted by F, Cl, Br, C 1-2 alkoxy, or C 1-3 alkyl; and R 5 is C 1-6 alkyl, C 2-6 alkenyl, C 3-6 cycloalkyl, pyridyl, pyridyl substituted by 1 or 2 CH 3 radicals, thiazolyl, phenyl, benzyl or mono- or disubstituted phenyl or benzyl, said substituents being F, C1, Br, C 1-3 alkyl, C 1-2 alkoxy, C 1-2 alkylthio, OH, NH 2 , C 1-3 alkylamino, CF 3 or OCF 3 ; are prepared by reacting C 1-3 alkyl esters of the appropriate 1,2,3,4-tetrahydro-3-oxo-2- quinoxaline carboxylic acids with amines of the formula or by reacting compounds of the above Formula IV in which the radical R 3 CO- is replaced by a hydrogen atom with anhydrides of the formula 3,4 - Dihydro - 2<SP>1</SP>,5<SP>1</SP> - difluoro - 3 - oxo - 2- quinoxaline-carboxanilide is obtained by reacting 2,5 - difluoroaniline with ethyl 3,4 - dihydro- 3 - oxo - 2 - quinoxaline - carboxylate resulting from the reaction o-phenylenediamine and diethyl bromomalonate or diethyl oxo-malonate. Ethyl 1,2,3,4 - tetrahydro - 1 - acetyl - 3 - oxo- 2-quinoxalinecarboxylate is made by reacting acetic anhydride with ethyl 1,2,3,4-tetrahydro-3- oxo - 2 - quinoxalinecarboxylate obtained by hydrogenating ethyl 3,4-dihydro-3-oxo-2-quinoxalinecarboxylate. 1,2,3,4 - Tetrahydro - 2<SP>1</SP>,5<SP>1</SP> - difluoro - 3 - oxo- 2-quinoxalinecarboxanilide is prepared by reacting 2,5-difluoroaniline with ethyl 1,2,3,4-tetrahydro-3-oxo-2-quinoxalinecarboxylate. Pharmaceutical compositions, having antiinflammatory activity and suitable for oral or parenteral administration, contain the above novel compounds or pharmaceutically acceptable salts thereof and carriers therefor.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US86673269A | 1969-10-15 | 1969-10-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1272906A true GB1272906A (en) | 1972-05-03 |
Family
ID=25348279
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB34658/70A Expired GB1272906A (en) | 1969-10-15 | 1970-07-17 | Quinoxalinecarboxamide anti inflammatory agents |
Country Status (2)
Country | Link |
---|---|
US (1) | US3654275A (en) |
GB (1) | GB1272906A (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GR72941B (en) * | 1978-10-20 | 1984-01-16 | Lilly Co Eli | |
US6369057B1 (en) | 1991-04-15 | 2002-04-09 | Aventis Pharma Deutschland Gmbh | Quinoxalines, processes for their preparation and their use |
EP1501807A1 (en) * | 2002-05-03 | 2005-02-02 | Elan Pharmaceuticals, Inc. | Sulfonylquinoxalone acetamide derivatives and related compounds as bradykinin antagonists |
CA2501801A1 (en) * | 2002-10-10 | 2004-04-22 | Elan Pharmaceuticals, Inc. | Sulfonylbenzodiazepinone acetamides as bradykinin antagonists |
EP1572678A4 (en) * | 2002-12-19 | 2008-05-07 | Elan Pharm Inc | Substituted n-phenyl sulfonamide bradykinin antagonists |
PE20050525A1 (en) | 2003-05-02 | 2005-09-08 | Elan Pharm Inc | SUBSTITUTED PIRAZOLE DERIVATIVES AND RELATED COMPOUNDS AS ANTAGONISTS OF THE BRADIQUININ B1 RECEPTOR |
US20070161633A1 (en) * | 2003-05-02 | 2007-07-12 | Elan Pharmaceuticals, Inc. | 4-Bromo-5-(2-chloro-benzoylamino)-1h-pyrazole-3-carboxylic acid (1-aminocarbonyl)eth-1-yl) amide derivatives and related compounds as bradykinin b1 receptor antagonists for the treatment of inflammatory diseases |
US20050032868A1 (en) * | 2003-05-02 | 2005-02-10 | Garofalo Albert W. | Selected substituted pyrazole derivatives and related compounds as bradykinin B1 receptor antagonists |
-
1969
- 1969-10-15 US US866732A patent/US3654275A/en not_active Expired - Lifetime
-
1970
- 1970-07-17 GB GB34658/70A patent/GB1272906A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
US3654275A (en) | 1972-04-04 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |