Synthesis and In Vitro Antioxidant Evaluation of New 1,3,5-Tri-{2-methoxy-4-[(4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl)-azomethine]-phenoxycarbonyl}-Benzene Derivatives

Abstract

Nine new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives were synthesized and characterized by elemental analyses and IR,1H-NMR,13C-NMR and UV spectral data. The synthesized compounds were analyzed for theirin vitropotential antioxidant activities in three different methods. Those antioxidant activities were compared to standard antioxidants such as BHA, BHT andα-tocopherol. Compounds4e,5aand5dshowed best activity for iron binding. In addition, the compounds4were titrated potentiometrically with tetrabutylammonium hydroxide (TBAH) in four non-aqueous solvents (isopropyl alcohol,tert-butyl alcohol, acetone andN,N-dimethyl formamide). Thus, the half-neutralization potential values and the correspondingpKavalues were determined in all cases.