Synthesis, identification of some new 1,2,4-triazole derivatives from 6-amino-1,3-dimethyluracil and evaluation of their molecular docking, Anti-oxidant and experimental

Abstract

The present work includes synthesis of new series of heterocyclic derivatives containing 6-amino-1,3-dimethyl uracil moiety linked to 1,2,4-triazole [6-8 and 10]. The first way includes reaction of 6-amino-1,3-dimethyluracil with ethyl chloroacetate with K2CO3 as catalyst in DMF as solvent to gives ester derivative [1]. Then, compound [1] was converted into (semicarbazide, thiosemicarbazide, phenylsemicarbazide and hydrazide derivatives) as a result of the compound [1] reaction with (semicarbazide, thiosemicarbazide, and phenylsemicarbazide and hydrazine hydrate) corresponding compound [2-5] respectively. Then, Cyclization of compound [2-5] in alkaline media (4N-NaOH) to give 1,2,4-triazole derivatives compounds [6-8] respectively. While, Compound [5] cyclization by reaction with CS2 in alkaline media (20% KOH) to give compound [9] that reacted directly with hydrazine hydrate to gives 1,3,4-triazole derivative [10]. The synthesized compounds were identified by spectral methods their [FTIR and some of them by 1HNMR, 13C-NMR] and measurements some of its physical properties and some specific testes. All the compounds were screened for in vitro antioxidant studies by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and phosphomolybdenum methods. Among the synthesized bioactive molecules [1-10] exhibited promising antioxidant activity compared with the standard drug Ascorbic acid.