Antifungal agents, II: Synthesis and antifungal activities of aryl-1H-pyrrol-2-yl-1H-imidazol-1-yl-methane derivatives with unsaturated chains

Arch Pharm (Weinheim). 1993 Sep;326(9):539-46. doi: 10.1002/ardp.19933260909.

Abstract

The synthesis and antifungal activities of aryl-1H-pyrrol-2-yl-1H-imidazol-1-yl-methanes having allyl, crotyl, and acrylate chains linked to the N-pyrrole atom and substituted at phenyl ring by Cl, F, CH3, and NO2 groups are reported. In vitro tests against Candida albicans and Candida spp. showed 2,4-dichlorophenyl-1-allyl-1H-pyrrol-2-yl-1H-imidazol-1-yl-methane to be the most potent derivative with activities comparable to those of ketoconazole and slightly inferior to those of bifonazole and miconazole. Some structure-activity relationships are discussed.

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology
  • Candida / drug effects
  • Imidazoles / chemical synthesis*
  • Imidazoles / pharmacology
  • Magnetic Resonance Spectroscopy
  • Methane / analogs & derivatives
  • Methane / chemical synthesis*
  • Methane / pharmacology
  • Microbial Sensitivity Tests
  • Pyrroles / chemical synthesis*
  • Pyrroles / pharmacology

Substances

  • Antifungal Agents
  • Imidazoles
  • Pyrroles
  • Methane