Synthesis, characterization and biological screening of 5-substituted-1,3,4-oxadiazole-2yl-N-[2-methoxy-5-chlorophenyl]-2-sulfanyl acetamide

ABSTRACT

In the current study, a series of 5-substituted-1,3,4-oxadiazole-2yl-N-[2-methoxy-5-chlorophenyl]-2-sulfanyl acetamide was synthesized by converting variously substituted/unsubstituted aromatic organic acids successively into the corresponding esters, hydrazides and then 5-substituted-1,3,4-oxadiazole-2-thiols. Finally the target compounds were obtained by stirring 5-substituted-1,3,4-oxadiazole-2-thiols with N-[2-methoxy-5-chlorophenyl]-2-bromoacetamide in the presence of N,N-dimethyl formamide [DMF] and sodium hydride [NaH]. The structures of the synthesized compounds were confirmed based on [1]H-NMR, IR and mass spectral data. The synthesized compounds were screened against acetylcholinesterase [AChE], butyrylcholinesterase [BChE] and lipoxygenase enzymes [LOX] and were found to be relatively more active against acetyl cholinesterase