Design and One-Pot Synthesis of Some New [3,5-Di(4’,5’-diphenyl-2’-substituted)-1H-imidazol-1-yl)]-1H-1,2,4-triazole Derivatives: in silico ADMET and Docking Study, Antibacterial and Antifungal Activities Evaluation

Abstract

In this paper, a new series of some [3,5-di(4',5'-diphenyl-2'substituted)-1H-imidazol-1-yl)]-1H-1,2,4-triazole derivatives (C1-C9) were efficiently synthesized by a one-pot three component reaction via a coupling of benzil, aldehydes and 3,5-diamino-1,2,4-triazole and using ceric ammonium nitrate as a catalyst. The structures of the newly compounds were investigated by IR, 1 H NMR, 13 C NMR and UV-visible spectroscopy. The in vitro antibacterial and antifungal activities showed that the C9 is the most active compound. The C9 docking study revealed the best mode of binding in the active site of the cytochrome P450 lanosterol 14α-demethylase. All the synthesized compounds were predicted as non-carcinogens and demonstrated acceptable pharmacokinetic profile in blood brain barrier (BBB) and human intestinal absorption (HIA).A series of some [3,5-di(4',5'-diphenyl-2'-substituted)-1H-imidazol-1-yl)]-1H-1,2,4-triazole derivatives (C1-C9, Table 1) were obtained by condensation of benzil, corresponding aldehydes and 3,5-diamino-1,2,4-triazole, the rationality of the design and the synthesis of the newly compounds are shown in Scheme 1. Scheme 1. Design and synthesis of [3,5-di (4',5'-diphenyl-2'-substituted)-1H-imidazol-1-yl)]-1H-1,2,4triazole derivatives