Analgesic and anti-inflammatory 1-acyl-2-oxindole-3-carboxamides
AssigneePfizer Inc.
InventorSaul B. Kadin
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Abstract
Certain new 2-oxindole-3-carboxamide compounds having an acyl substituent at the 1-position are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic and anti-inflammatory agents in mammalian subjects. In particular, the compounds of the invention are useful for acute administration for ameliorating or eliminating pain in human subjects recovering from surgery or trauma, and also for chronic administration for alleviating the symptoms of chronic diseases, such as rheumatoid arthritis and osteoarthritis, in human subjects.
Claims34
A 1-acyl-2-oxindole-3-carboxamide compound of formula ##STR10## and the pharmaceutically-acceptable base salts thereof;
- wherein X and Y are each selected from the group consisting of hydrogen, fluoro, chloro, bromo, trifluoromethyl and alkyl having 1 to 4 carbons;
- R.sup.1 is selected from the group consisting of alkyl having from 1 to 6 carbons, cycloalkyl having from 3 to 7 carbons and groups of the formula ##STR11## wherein R.sup.3 and R.sup.4 are each selected from the group consisting of hydrogen, fluoro, chloro, alkyl having 1 to 4 carbons and trifluoromethyl;
- and R.sup.2 is alkyl having 1 to 6 carbons.
A method of eliciting an analgesic response in a mammalian subject, which comprises administering to said subject an analgesic response eliciting amount of a 1-acyl-2-oxindole-3-carboxamide compound of the formula ##STR13## or a pharmaceutically-acceptable base salt thereof;
- wherein X and Y are each selected from the group consisting of hydrogen, fluoro, chloro, bromo, trifluoromethyl and alkyl having 1 to 4 carbons;
- R.sup.1 is selected from the group consisting of alkyl having from 1 to 6 carbons, cycloalkyl having from 3 to 7 carbons groups of the formula ##STR14## wherein R.sup.3 and R.sup.4 are each selected from the group consisting of hydrogen, fluoro, chloro, alkyl having 1 to 4 carbons, alkoxy having 1 to 4 carbons and trifluoromethyl;
- and R.sup.2 is alkyl having 1 to 6 carbons.
A method of treating an inflammatory disease in a mammalian subject, which comprises administering to said mammalian subject an inflammatory disease treating amount of a 1-acyl-2-oxindole-3-carboxamide compound of the formula ##STR16## or a pharmaceutically-acceptable base salt thereof;
- wherein X and Y are each selected from the group consisting of hydrogen, fluoro, chloro, bromo, trifluoromethyl and alkyl having 1 to 4 carbons;
- R.sup.1 is selected from the group consisting of alkyl having from 1 to 6 carbons, cycloalkyl having from 3 to 7 carbons, and groups of the formula ##STR17## wherein R.sup.3 and R.sup.4 are each selected from the group consisting of hydrogen, fluoro, chloro, alkyl having 1 to 4 carbons, alkoxy having 1 to 4 carbons and trifluoromethyl;
- and R.sup.2 is alkyl having 1 to 6 carbons.
Dependencies are inferred from the claim text.