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

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

  • J Med Chem. 1993 Aug 20;36(17):2485-93. doi: 10.1021/jm00069a006.
J W Ellingboe 1,  L J Lombardo,  T R Alessi,  T T Nguyen,  F Guzzo,  C J Guinosso,  J Bullington,  E N Browne,  J F Bagli,  J Wrenn
Affiliations

Affiliation

  • 1 Division of Exploratory Chemistry, Wyeth-Ayerst Research, Princeton, New Jersey 08543-8000.
PMID: 8355249 DOI: 10.1021/jm00069a006
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.

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