Antifungal agents. III. Naphthyl and thienyl derivatives of 1H-imidazol-1-yl-4-phenyl-1H-pyrrol-3-ylmethane

Farmaco. 1993 Jun;48(6):725-36.

Abstract

The in vitro antifungal activities of some naphthyl and thienyl derivatives of 1H-imidazol-1-yl-4-phenyl-1H-pyrrol-3-ylmethane against Candida albicans and Candida spp are reported. The title derivatives were prepared starting from proper arylstirylketones, which were reacted with tosylmethylisocyanide (Tos-MIC) to afford the related 4-phenyl-1H-pyrrol-3-yl aryl ketones. Reduction of ketones to the corresponding carbinols followed by treatment of the last compounds with 1,1'-carbonyldiimidazole (CDI) gave the title imidazoles. The related N-methylpyrrole derivatives are also described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology
  • Candida / drug effects*
  • Candida albicans / drug effects
  • Imidazoles / chemical synthesis*
  • Imidazoles / pharmacology
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / pharmacology
  • Spectrophotometry, Infrared
  • Structure-Activity Relationship
  • Thiophenes / chemical synthesis*
  • Thiophenes / pharmacology

Substances

  • Antifungal Agents
  • Imidazoles
  • Naphthalenes
  • Thiophenes
  • 2-thienyl-1H-imidazol-1-yl-4-phenyl-1H-pyrrol-3-ylmethane
  • 2-naphthyl-1H-imidazol-1-yl-4-phenyl-1-pyrrol-3-ylmethane