3-Thiol-1,2,4-triazole, 2-thiol-1,3,4-oxadiazole and 2-thiol-1,3,4-thiadiazole compounds were synthesized from hydrazides through different ways. By the nucleophilic substitution of S for Br on 3-bromo-1,3,4,5-tetrahydro-2-oxo-1H-benazepine, 32 derivatives of tetrahy-dro-2-oxo-1H-benazepine were synthesized. In order to improve dissolving ability in organic sol-vents, other 36 derivatives, which have a substituent of acetate on the 1-N position of benazepine, were also prepared. The structures of these compounds were confirmed by MS, ¹H and ¹³C NMR spectra and elemental analysis. The primary antibacterial activity test indicated that some of the com-pounds were effective against Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Streptococcus and Candida albicans.

Key words: heterocyclic compound, nucleophilic substitution, antibacterial activity, benazepine