Hypoglycemic 5-substituted oxazolidine-2,4-diones
AssigneePfizer Inc.
InventorRodney C. Schnur
Life of this patent
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Abstract
Hypoglycemic 5-phenyl and 5-naphthyl oxazolidine-2,4-diones and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.
Claims9
A compound of the formula ##STR22## wherein R is hydrogen, (C.sub.1 -C.sub.4)-alkanoyl, benzoyl, (C.sub.2 -C.sub.4)-carbalkoxy, (C.sub.1 -C.sub.3)-alkylcarbamoyl, (C.sub.5 -C.sub.7)-cycloalkylcarbamoyl or di(C.sub.1 -C.sub.3)-alkylcarbamoyl;
- R'" is ##STR23## Y is hydrogen, methyl, benzyloxy, (C.sub.1 -C.sub.2)-alkoxy, chloro, bromo or fluoro;
- Y.sup.1 is hydrogen or methoxy;
- and
- Y.sup.2 is fluoro or chloro;
- or a pharmaceutically acceptable cationic salt thereof when R is hydrogen.
A method of lowering the blood glucose in a hyperglycemic mammal which comprises administering a blood glucose lowering amount of a compound of the formula ##STR29## wherein R is hydrogen, (C.sub.1 -C.sub.4)-alkanoyl, benzoyl, (C.sub.2 -C.sub.4)-carbalkoxy, (C.sub.1 -C.sub.3)-alkylcarbamoyl, (C.sub.5 -C.sub.7)-cycloalkylcarbamoyl or di(C.sub.1 -C.sub.3)-alkylcarbamoyl;
- R'" is ##STR30## Y is hydrogen, methyl, benzyloxy, (C.sub.1 -C.sub.2)alkoxy, chloro, bromo or fluoro;
- Y.sup.1 is hydrogen or methoxy;
- and
- Y.sup.2 is fluoro or chloro;
- or a pharmaceutically acceptable cationic salt thereof when R is hydrogen.
A pharmaceutical composition for lowering the blood glucose in a hyperglycemic mammal which comprises a pharmaceutically acceptable carrier and a blood glucose lowering amount of a compound of the formula ##STR31## wherein R is hydrogen, (C.sub.1 -C.sub.4)-alkanoyl, benzoyl, (C.sub.2 -C.sub.4)-carbalkoxy, (C.sub.1 -C.sub.3)-alkylcarbamoyl, (C.sub.5 -C.sub.7)-cycloalkylcarbamoyl or di(C.sub.1 -C.sub.3)alkylcarbamoyl;
- R'" is ##STR32## Y is hydrogen, methyl, benzyloxy, (C.sub.1 -C.sub.2)alkoxy, chloro, bromo or fluoro;
- Y.sup.1 is hydrogen or methoxy;
- and
- Y.sup.2 is fluoro or chloro;
- or a pharmaceutically acceptable cationic salt thereof when R is hydrogen.
Dependencies are inferred from the claim text.