The present study describes the synthesis of benzoxazole molecule associated with triazole moiety 6-13. Among these derivatives, 3-[(2-bromoethyl)sulfanyl]-7-nitro[1,2,4]triazolo[3,4-b][1,3]benzoxazole 7, Dichloro[(7-nitro[1,2,4]triazolo[3,4-b][1,3]benzoxazol-3-yl)sulfanyl] acetic acid 8, Ethyl[(7-nitro[1,2,4]triazolo[3,4-b][1,3]benzoxazol-3-yl)sulfanyl] acetate 11 and [(7-nitro[1,2,4]triazolo[3,4-b][1,3]benzoxazol-3-yl)sulfanyl]acetyl chloride 12 exhibited potent cytotoxic activity towards Peripheral Blood Mononuclear Cells (PBMCs) with the influence of functional groups attached with central moiety. Some of the synthesized compounds displayed a broad spectrum of antibacterial activity and remaining displays moderate results. The cytotoxic results were further supported by molecular docking studies of synthesized compounds with the interaction of receptor (PDB ID: 3FLY). It showed minimum binding energy and good affinity towards the active pocket of receptor.