A series of some 4-{[(Z)-(1,3-diphenyl-1H-pyrazole-4-yl)methylidene]amino}-5-methyl-4H-1,2,4-triazole-3-thiols were synthesized by reaction of substituted 1,3-diphenyl-1H-pyrazole-4-carbaldehyde with 4-amino-5-methyl-4H-1,2,4-triazole-3-thiol in acidic medium. The synthesized compounds were characterized by 1 H NMR, 13 C NMR, IR and mass spectroscopic techniques. The products were obtained in high yield and were screened for antiinflammatory, antioxidant and antibacterial activities against various pathogenic bacteria. Compound EP 8 (71.55%) and EP 10 (74.31 %) exhibited excellent anti-inflammatory activity while compound EP 5 (56.87 %) and EP 8 (52.50 %) exhibited good antioxidant activity. Molecular docking study exhibited the possible mode of action of synthesized derivatives by inhibition of DNA gyrase B.