Synthesis and antimicrobial activity of some new pyrazoles, fused pyrazolo[3,4-d]-pyrimidine and 1,2-dihydroimidazo-[2,1-c][1,2,4]triazin-6-one derivatives

Molecules. 2011 Aug 4;16(8):6549-60. doi: 10.3390/molecules16086549.

Abstract

A novel series of 7,7-diphenyl-1,2-dihydroimidazo[2,1-c][1,2,4]triazin-6(7H)-one 6a-h, were easily prepared via reactions of novel 2-hydrazinyl-4,4-diphenyl-1H-imidazol-5(4H)-one (2) with hydrazonoyl halides 3a-h. In addition, we also examined the reaction of compound 2 with commercially available active methylene compounds to afford new pyrazoles containing an imidazolone moiety, expected to be biologically active. The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, 1H-NMR and mass spectral data. The antifungal and antibacterial activities of the newly synthesized compounds were evaluated.

MeSH terms

  • Amphotericin B / pharmacology
  • Anti-Bacterial Agents* / chemical synthesis
  • Anti-Bacterial Agents* / pharmacology
  • Antifungal Agents* / chemical synthesis
  • Antifungal Agents* / pharmacology
  • Aspergillus flavus / drug effects*
  • Aspergillus flavus / growth & development
  • Candida albicans / drug effects*
  • Candida albicans / growth & development
  • Escherichia coli / drug effects*
  • Escherichia coli / growth & development
  • Imidazoles / chemistry
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Pyrazoles / chemistry
  • Pyrimidines / chemistry
  • Staphylococcus aureus / drug effects*
  • Staphylococcus aureus / growth & development
  • Tetracycline / pharmacology
  • Triazines / chemistry

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Imidazoles
  • Pyrazoles
  • Pyrimidines
  • Triazines
  • Amphotericin B
  • Tetracycline