A study on 4-acylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones

Molecules. 2007 Aug 13;12(8):1805-16. doi: 10.3390/12081805.

Abstract

Five novel 3-alkyl-4-phenylacetylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) were synthesized by the reactions of 3-alkyl-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with phenylacetyl chloride and characterized by elemental analyses and IR, 1HNMR, 13C-NMR and UV spectral data. The newly synthesized compounds 2 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents such as isopropyl alcohol, tert-butyl alcohol, acetonitrile and N,N-dimethylformamide, and the half-neutralization potential values and the corresponding pKa values were determined for all cases. In addition, these new compounds and five recently reported 3-alkyl-4-(pmethoxybenzoylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) were screened for their antioxidant activities.

MeSH terms

  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry*
  • Biphenyl Compounds / chemistry
  • Ferricyanides / chemistry
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / chemistry*
  • Hydrazines / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Picrates
  • Potentiometry
  • Spectrum Analysis
  • Triazoles / chemical synthesis
  • Triazoles / chemistry*

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Ferricyanides
  • Free Radical Scavengers
  • Hydrazines
  • Picrates
  • Triazoles
  • hexacyanoferrate III
  • 1,1-diphenyl-2-picrylhydrazyl