A new class of antifungal agents. Synthesis and antimycotic activity of disubstituted N-azolylamines

Arch Pharm (Weinheim). 2000 Sep;333(9):299-304. doi: 10.1002/1521-4184(20009)333:9<299::aid-ardp299>3.0.co;2-f.

Abstract

In this study we extended our exploration of the N-azolylamine moiety for its antifungal activity. We prepared a number of N-azolylamino derivatives. The synthetic sequence includes the preparation of aminoazole Schiff bases, and the reduction and the alkylation of the corresponding secondary amines. The title compounds were evaluated in vitro against several pathogenic fungi responsible for human disease. The most potent antimicrobial compound was the N-(biphenyl-4-yl)methyl-N-(2,4-dichlorophenyl)methyl-1H-imidazol-l-yl amine (21), which was found to be active against yeasts and dermatophytes; its potency and selectivity were comparable to those of miconazole.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemical synthesis*
  • Amines / chemistry
  • Amines / pharmacology
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Azoles / chemical synthesis*
  • Azoles / chemistry
  • Azoles / pharmacology
  • Fungi / drug effects*
  • Humans
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mycoses / microbiology
  • Structure-Activity Relationship
  • Yeasts / drug effects

Substances

  • Amines
  • Antifungal Agents
  • Azoles