A series of novel mannich bases of 2-substituted benzimidazoles was synthesized by the reaction of 2-substituted benzimidazoles with corresponding aldehyde and acetophenones. The structures of all synthesized compounds were confirmed by elemental analysis, IR, 1 H-NMR, 13 C-NMR and LCMS. The compounds were evaluated for in vivo analgesic and in vivo anti-inflammatory activities by a tail flick method and carrageenan-induced rat paw edema test respectively. Among all the compounds synthesized, compound A1 and B3 exhibited significant analgesic and anti-inflammatory activities. Acute ulcerogenicity studies showed that compound A1 and B3 were devoid of gastrointestinal toxicities.