A series of semicarbazones, thiosemicarbazones, 1,3,4-oxadiazoles/thiadiazoles bearing pyrazole scaffold were designed and synthesized. All the synthesized new compounds were characterized by 1H NMR, 13C NMR, MS and elemental analysis. The synthesized compounds were screened to probe their in vitro antimicrobial activity against bacteria and fungi species. The structure-activity relationship of the synthesized compounds was studied. The compounds displayed good to excellent potency against tested microorganisms. The in vitro antioxidant activities of the 1,3,4-oxadiazoles/thiadiazoles were evaluated by DPPH, hydroxyl and nitric oxide radical scavenging assay. Among the tested compounds, compound with chloro substitution showed good antioxidant potential.