ES464553A2 - 5-methyliso-oxazole-4-carboxylic acid anilides having pharmaceutical activity - Google Patents
5-methyliso-oxazole-4-carboxylic acid anilides having pharmaceutical activityInfo
- Publication number
- ES464553A2 ES464553A2 ES464553A ES464553A ES464553A2 ES 464553 A2 ES464553 A2 ES 464553A2 ES 464553 A ES464553 A ES 464553A ES 464553 A ES464553 A ES 464553A ES 464553 A2 ES464553 A2 ES 464553A2
- Authority
- ES
- Spain
- Prior art keywords
- carbon atoms
- carboxylic acid
- denote
- methyliso
- oxazole
- 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
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members 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
- C07D261/18—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen
Abstract
Novel 5-methyl-isoxazole-4-carboxylic acid anilides of the formula I < IMAGE > wherein one, two or three of the radicals R1, R2 and R3 denote a carboxyl group and/or a hydroxyl group and the remaining radicals R1, R2 and R3, which may be identical or different, denote alkyl having 1, 2 or 3 carbon atoms, alkoxy having 1, 2 and 3 carbon atoms or alkylthio having 1, 2 or 3 carbon atoms, which groups may each be completely or partially substituted by identical or different halogen atoms, or denote hydrogen, halogen, nitro, cyano or carbalkoxy having 1, 2 or 3 carbon atoms in the alkyl group, are prepared by reacting a 5-methyl-isoxazole-4-carboxylic acid derivative with an appropriately substituted aniline. The compounds of the formula I are pharmacologically active. They exhibit a powerful antiphlogistic, antipyretic and analgesic action. Their toxicity is low and their gastric toleration is good.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19762655094 DE2655094A1 (en) | 1976-12-04 | 1976-12-04 | ISOXAZOLE DERIVATIVES, THE PROCESS FOR THEIR MANUFACTURING AND THE PRODUCTS CONTAINING THE SAME |
Publications (1)
Publication Number | Publication Date |
---|---|
ES464553A2 true ES464553A2 (en) | 1979-08-01 |
Family
ID=5994722
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES464553A Expired ES464553A2 (en) | 1976-12-04 | 1977-11-29 | 5-methyliso-oxazole-4-carboxylic acid anilides having pharmaceutical activity |
Country Status (14)
Country | Link |
---|---|
JP (1) | JPS5371069A (en) |
AT (1) | AT362788B (en) |
BE (1) | BE861502R (en) |
CA (1) | CA1094564A (en) |
CH (1) | CH614945A5 (en) |
DE (1) | DE2655094A1 (en) |
DK (1) | DK538577A (en) |
ES (1) | ES464553A2 (en) |
FR (1) | FR2372813A2 (en) |
GB (1) | GB1595467A (en) |
IE (1) | IE46102B1 (en) |
IT (1) | IT1113801B (en) |
LU (1) | LU78626A1 (en) |
NL (1) | NL7713148A (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0035285A3 (en) * | 1979-08-17 | 1981-10-14 | American Cyanamid Company | Novel isoxazole carboxylic acid phenyl esters, pharmaceutical compositions containing certain of said esters, and process for preparing said esters |
JPS55500866A (en) * | 1978-11-03 | 1980-10-30 | ||
DE3247454A1 (en) * | 1982-12-22 | 1984-06-28 | Laboratorios Bago S.A., Buenos Aires | Substituted 3-phenyl-5-methylisoxazole-4-carboxanilides, process for their preparation and pharmaceutical compositions containing these compounds |
FR2538806B1 (en) * | 1982-12-30 | 1986-02-21 | Bago Sa Labor | PHENYL-3 METHYL ISOXAZOLE-5 CARBOXY-4 COMPOUNDS SUBSTITUTED ANILIDES, THERAPEUTICALLY ACTIVE INFLAMMATION AND PAIN |
US20040110802A1 (en) * | 2002-08-23 | 2004-06-10 | Atli Thorarensen | Antibacterial benzoic acid derivatives |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2126329A (en) * | 1936-03-20 | 1938-08-09 | Hoffmann La Roche | Amide derivatives of isoxazole carboxylic acids |
US2288863A (en) * | 1940-02-27 | 1942-07-07 | Hoffmann La Roche | Process for the manufacture of substituted amides of 3,5-dimethylisoxazole-4-carboxylic acid |
-
1976
- 1976-12-04 DE DE19762655094 patent/DE2655094A1/en not_active Withdrawn
-
1977
- 1977-11-15 CH CH1393377A patent/CH614945A5/en not_active IP Right Cessation
- 1977-11-29 NL NL7713148A patent/NL7713148A/en not_active Application Discontinuation
- 1977-11-29 ES ES464553A patent/ES464553A2/en not_active Expired
- 1977-12-02 LU LU78626A patent/LU78626A1/xx unknown
- 1977-12-02 IT IT3035177A patent/IT1113801B/en active
- 1977-12-02 GB GB5034677A patent/GB1595467A/en not_active Expired
- 1977-12-02 CA CA292,276A patent/CA1094564A/en not_active Expired
- 1977-12-02 DK DK538577A patent/DK538577A/en unknown
- 1977-12-02 AT AT0866277A patent/AT362788B/en not_active IP Right Cessation
- 1977-12-02 IE IE245177A patent/IE46102B1/en unknown
- 1977-12-03 JP JP14562177A patent/JPS5371069A/en active Pending
- 1977-12-05 BE BE183169A patent/BE861502R/en not_active IP Right Cessation
- 1977-12-05 FR FR7736546A patent/FR2372813A2/en active Granted
Also Published As
Publication number | Publication date |
---|---|
FR2372813A2 (en) | 1978-06-30 |
BE861502R (en) | 1978-06-05 |
CH614945A5 (en) | 1979-12-28 |
LU78626A1 (en) | 1978-07-11 |
DE2655094A1 (en) | 1978-06-15 |
FR2372813B2 (en) | 1980-06-20 |
IE46102B1 (en) | 1983-02-23 |
JPS5371069A (en) | 1978-06-24 |
IT1113801B (en) | 1986-01-27 |
CA1094564A (en) | 1981-01-27 |
AT362788B (en) | 1981-06-10 |
IE46102L (en) | 1978-06-04 |
ATA866277A (en) | 1980-11-15 |
DK538577A (en) | 1978-06-05 |
GB1595467A (en) | 1981-08-12 |
NL7713148A (en) | 1978-06-06 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD1A | Patent lapsed |
Effective date: 20100616 |