Abstract
AbstractThe treatment of 4‐{[(1E)‐(2,4‐dichlorophenyl)methylene]amino}‐5‐methyl‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one (2) was synthesized from 4‐amino‐5‐methyl‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one (1). Then ethyl (4‐{[(1E)‐(2,4‐dichlorophenyl)methylene]amino}‐3‐methyl‐5‐oxo‐4,5‐dihydro‐1H‐1,2,4‐triazol‐1‐yl)acetate (3) were synthesized by the condensation of compounds 2 with ethyl bromoaetate in basic media. The reaction compound 3 with hydrazine hydrate led to the formation of acid hidrazides (4). The carbohydrazide derivative (5) were afforded by the reaction corresponding 4 with arylisocyanate. Then, this compounds were converted to the corresponding 1,2,4‐triazole derivatives (6) in basic media. The reaction of compounds 6 with several heterocyclic amines in the presence of formaldehyde afforded the corresponding Mannich bases containing various pharmacophore groups (7 a–b). The structures of recently obtained molecules were elucidated on the foundation of 1H NMR, 13C NMR, FT IR, EI MS methods and elemental analysis. All novel synthesized molecules were investigated for their antimicrobial activity. Most of the acquired structures were observed to have excellent antimicrobial property against to most of the test microorganisms. And these compounds have activity better than the standard drug ampicillin and streptomycin In addition, it has been reported that several of the products have potent antiproliferative activities against HeLa cervical cancer cells, while at the same time demonstrating cytotoxic effects toward normal cells.
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