Antitrichomonal activity of mesoionic thiazolo[3,2-a]pyridines

J Med Chem. 1985 Nov;28(11):1673-9. doi: 10.1021/jm00149a023.

Abstract

Screening of mesoionic compounds as potential electron acceptors by analogy with metronidazole led to the finding of in vitro antitrichomonal activity for anhydro-2-phenyl-3-hydroxythiazolo [3,2-a]pyridinium hydroxide (1). In a series of analogues, potent in vitro activity was found to be associated with amino substitution; however, such activity was dependent on specific structural features and not on the reduction potential. The most active compounds showed only poor in vivo activity.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Chemical Phenomena
  • Chemistry
  • Cricetinae
  • Female
  • Mesocricetus
  • Metronidazole / pharmacology
  • Metronidazole / therapeutic use
  • Pyridines / chemical synthesis
  • Pyridines / pharmacology*
  • Pyridines / therapeutic use
  • Pyridinium Compounds / chemical synthesis
  • Pyridinium Compounds / pharmacology
  • Pyridinium Compounds / therapeutic use
  • Structure-Activity Relationship
  • Thiazoles / chemical synthesis
  • Thiazoles / pharmacology*
  • Thiazoles / therapeutic use
  • Trichomonas / drug effects*
  • Trichomonas Infections / drug therapy*

Substances

  • Pyridines
  • Pyridinium Compounds
  • Thiazoles
  • Metronidazole
  • anhydro-2-phenyl-3-hydroxythiazolo(3,2-a)pyridinium