In seeking broad spectrum pharmacological activities of benzimidazole derivatives, a group of 4-thiazolidinones 5( a– j) and 1,3,4-oxadiazoles 6( a– j) containing 2-mercapto benzimidazole moiety were synthesized and screened for in vivo anticonvulsant activity by Maximal Electroshock (MES) model and antidiabetic activity using Oral Glucose Tolerance Test (OGTT). Compounds ( 5c), ( 5d), ( 5g) and ( 5i) exhibited potent anticonvulsant results and ( 6c), ( 6d), ( 6h) and ( 6i) showed excellent antidiabetic activities and also pharmacophore derived from active molecules suggested that presence of –OH group was a common feature in all active compounds. In DNA cleavage studies, compound ( 5d) cleaved DNA completely as no trace of DNA was found. On the other hand, a sharp streak was found for compounds ( 5c), ( 6a) and ( 6d). Synthesis and broad spectrum pharmacological activities such as in vivo anticonvulsant, antidiabetic and DNA cleavage studies of benzimidazole derivatives have been studied. Compounds were characterized by spectroscopic studies and elemental analysis. Display omitted