ABSTRACT 4-Formyl phenoxy acetic acid (1) obtained from 4-hydroxy benzaldehyde yielded the corresponding Schiff bases (2al-a10) bearing free carboxyl group on treatment with primary amines/acid hydrazides under anhydrous condition. Several 4-amino-3-substituted-5-mercapto-1,2,4-triazoles (3al-a10) were prepared in excellent yields by the condensation of Schiff bases bearing free carboxyl group with thiocarbohydrazide through a single step reaction. Elemental analysis, IR and 1 HNMR data confirmed the structure of the newly synthesized compounds. Synthesized triazole derivatives were investigated for their antibacterial, antifungal, anti-inflammatory and analgesic activities. The tested compounds showed significant anti-inflammatory and antibacterial activities. However these compounds exhibited moderate analgesic and antifungal activities