Piperidinesulfonylurea derivatives
AssigneePfizer Inc.
InventorHans E. Wiedermann
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Abstract
A series of novel 1-piperidinesulfonylurea compounds derived from a pyrimidine monocarboxylic acid have been prepared by reacting an appropriate sulfamide with an organic isocyanate or a trisubstituted urea equivalent thereof. The sulfamylureas so obtained are useful in therapy as oral hypoglycemic agents. Typical members include those compounds derived from 1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione-5-carboxylic acid, of which 1-(bicyclo[2.2.1]hept-5-en-2-yl-endo-methyl)-3-{4-[2-(1,3-dimethyl-1,2,3,4 -tetrahydropyrimidine-2,4-dione-5-carboxamido)ethyl]-1-piperidinesulfonyl}u rea is a most preferred embodiment.
Claims12
A method for lowering blood sugar in the treatment of a diabetic animal, which comprises orally administering to said animal an effective blood sugar lowering amount of a compound selected from a group consisting of 1-piperidinesulfonylureas of the formula:
- ##STR5## and the base salts thereof with pharmacologically acceptable cations, wherein R and R.sub.1 are each alkyl having from one to three carbon atoms, and R.sub.2 is a member selected from the group consisting of bicyclo[2.2.1]hept-5-en-2-yl-endo-methyl, bicyclo[2.2.1]hept-2-yl-endo-methyl, 7-oxabicyclo[2.2.1]hept-2-yl-endo-methyl, 1-adamantyl and cycloalkyl having from five to eight carbon atoms.
An oral hypoglycemic pharmaceutical composition comprising a pharmaceutically acceptable carrier and an effective blood sugar lowering amount of an oral hypoglycemic agent selected from the group consisting of 1-piperidinesulfonylureas of the formula:
- ##STR6## and the base salts thereof with pharmacologically acceptable cations, wherein R and R.sub.1 are each alkyl having from one to three carbon atoms, and R.sub.2 is a member selected from the group consisting of bicyclo[2.2.1]hept-5-en-2-yl-endo-methyl, bicyclo[2.2.1]hept-2-yl-endo-methyl, 7-oxabicyclo[2.2.1]hept-2-yl-endo-methyl, 1-adamantyl and cycloalkyl having from five to eight carbon atoms.
Dependencies are inferred from the claim text.