In the present study, a series of novel 2-mercapto-benzimidazolium were synthesized from 2-mercapto-benzimidazole with hydrocarbon chains. All compounds obtained are reported for the first time, and the structures of these compounds were confirmed by means of ¹H-NMR, ¹³C-NMR and mass spectrometry. The newly synthesized compounds were subjected to in vitro biological evaluation. The antibacterial activity was evaluated will diffusion assay and density optic method. The antioxidant activity was carried out using DPPH free radical scavenging assay. The result indicated that some compounds show convincing antibacterial activities against two microorganisms: Escherichia coli and Staphylococcus aureus. While, these molecules have not shown interesting antioxidant effects.