Synthesis of some new S-triazine based chalcones and their derivatives as potent antimicrobial agents

Eur J Med Chem. 2010 Feb;45(2):510-8. doi: 10.1016/j.ejmech.2009.10.037. Epub 2009 Oct 30.

Abstract

Base catalysed condensation of ketone 5 with different aldehydes give chalcones, 2.4-bis-(phenylamino)-6-[4'-{3''-(4'''-substituted phenyl/2'''-furanyl/2'''-thienyl)-2''-propenon-1''-yl}phenylamino]-s-thriazines 6a-e. These chalcones on cyclization with hydrazine hydrate in the presence of glacial acetic acid, guanidine nitrate in the presence of alkali and malononitrile in the presence of ammonium acetate give the corresponding acetylpyrazolines 7a-e, aminopyrimidines 8a-e and cyanopyridines 9a-e respectively. The products 6a-e, 7a-e, 8a-e and 9a-e were fully characterized by spectroscopic and elemental analysis and also tested for antibacterial activity.

MeSH terms

  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Bacteria / drug effects
  • Chalcone / chemical synthesis
  • Chalcone / chemistry*
  • Chalcone / pharmacology*
  • Microbial Sensitivity Tests
  • Pyrazoles / chemistry
  • Pyridines / chemistry
  • Pyrimidines / chemistry
  • Quantitative Structure-Activity Relationship
  • Thermodynamics
  • Triazines / chemistry*

Substances

  • Anti-Infective Agents
  • Pyrazoles
  • Pyridines
  • Pyrimidines
  • Triazines
  • pyrazole
  • Chalcone
  • pyrimidine
  • pyridine