Isoxazole anthelmintics

J Med Chem. 1977 Jul;20(7):934-9. doi: 10.1021/jm00217a014.

Abstract

A series of 3-halo-5-phenyl- and 3-phenyl-5-haloisoxazoles has demonstrated anthelmintic activity at doses ranging from 16 to 500 mg/kg orally against the rat roundworm, Nippostrongylus braziliensis. In the 5-phenyl series a halogen at the 3 position of the isoxazole ring was required for activity. However, in the 3-phenyl series activity was maintained after replacement of the 5-halogen with certain alkoxyl, thioalkoxyl, or amino groups. The 3-phenyl and 5-phenyl series apparently are not acting biologically at a common receptor site. Synthetic methods and structure-activity relationships are discussed.

MeSH terms

  • Animals
  • Anthelmintics / chemical synthesis*
  • Anthelmintics / therapeutic use
  • Hookworm Infections / drug therapy
  • Isoxazoles / chemical synthesis*
  • Isoxazoles / therapeutic use
  • Nippostrongylus
  • Oxazoles / chemical synthesis*
  • Rats
  • Structure-Activity Relationship

Substances

  • Anthelmintics
  • Isoxazoles
  • Oxazoles