Several derivatives of substituted 1,2,4-triazole bearing the pyrazole (or oxadiazole) ring were synthesized via the reaction of 2,4-dihydro-4-benzyl-5-(isomeric pyridyl)-3H-1,2,4-triazole-3-thione 1a–c with ethyl chloroacetate, hydrazine hydrate, and acetyl acetone (or CS2/KOH) in absolute ethanol. The intermediate then undergoes an intramolecular cyclization in acidic medium. The newly synthesized compounds 4a–c to 7a–c were characterized using IR, NMR, and MS Spectroscopy. Some of the synthesized compounds 4,5,7a–c were evaluated for their antibacterial and antifungal activities. Most of these compounds indicated activity comparable to Gentamycine. Also some of them are more active than Tolnaftate, a known antifungal drug. J. Heterocyclic Chem., (2011)