Journal of Medicinal Chemistry 1993-08-20

Antihyperglycemic activity of novel naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides.

J W Ellingboe, L J Lombardo, T R Alessi, T T Nguyen, F Guzzo, C J Guinosso, J Bullington, E N Browne, J F Bagli, J Wrenn

Index: J. Med. Chem. 36(17) , 2485-93, (1993)

Full Text: HTML

Abstract

A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. Substitution at the 1-, 5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4-[(5-Chloronaphthalen-2-yl)methyl]-3H-1,2,3,5-oxathiadiazole++ + 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.