Infectious diseases represent a critical issue for health and the major cause of morbidity and mortality worldwide. The widespread use of antibacterial and antifungal drugs resulted in resistance to drug therapy against bacterial and fungal infections which led to serious health hazards. The resistance of the wide spectrum antibacterial and antifungal agents has initiated discovery and modification of the new antibacterial and antifungal drugs. Besides, the desire of mankind to remain youthful and healthy is answered through antioxidants. The key role played by antioxidants is in achieving optimum health and longevity as free radicals play an important role in the inflammatory process. The much hype about antioxidants among people is attributed to their ability to conflict deadly diseases effectively. Hence efforts are going on continuously to discover more efficient antioxidant drugs to accomplish our health goals. By observing the potentiality of the synthetic compounds towards antimicrobial and antioxidant activities, comparative evaluation of antimicrobial and antioxidant efficacy has been done for the synthesized series of 7-methyl-2-(phenoxymethyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one analogues 6a-t.