Synthesis and Antimicrobial Evaluation of Some New Pyrazolo[1,5-a]pyrimidine and Pyrazolo[1,5-c]triazine Derivatives Containing Sulfathiazole Moiety

Acta Chim Slov. 2020 Dec;67(4):1024-1034.

Abstract

A number of important fused heterocyclic systems have been prepared by the reaction of 4-((3,5-diamino-1H-pyrazol-4-yl)-diazenyl)-N-(thiazol-2-yl)-benzenesulfonamide with some bifunctional nucleophiles such as ethyl acetoacetate, acetylacetone or arylidenemalonononitrile derivatives to obtain pyrazolo[1,5-a]pyrimidine derivatives. The structures of the newly synthesized compounds were determined based on their IR, 1H and 13C NMR and mass spectroscopic data. Most of the compounds produced showed good antibacterial and antifungal activity.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / pharmacology*
  • Bacteria / drug effects
  • Candida albicans / drug effects
  • Fusarium / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pyrazoles / chemical synthesis
  • Pyrazoles / pharmacology*
  • Pyrimidines / chemical synthesis
  • Pyrimidines / pharmacology*
  • Structure-Activity Relationship
  • Sulfathiazoles / chemical synthesis
  • Sulfathiazoles / pharmacology*
  • Triazines / chemical synthesis
  • Triazines / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Pyrazoles
  • Pyrimidines
  • Sulfathiazoles
  • Triazines

Supplementary concepts

  • Fusarium oxysporum