Objective: The main study was to synthesize the diaryl oxalates containing pharmacophore groups like eugenol and guaiacol moieties, investigate antioxidant, antibacterial and acethylcholinesterase inhibitory properties and compare with each other.Method: The compounds were screened for their antioxidant properties by employing three in vitro assays like CUPric Reducing Antioxidant Capacity (CUPRAC) and 2,2-Diphenyl-1-Picrylhydrazyl (DPPH•) radical scavenging assay, 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid (ABTS•+) assay and they exhibited very promising results. Also, The compounds were evaluated for their antiacetylcholinesterase activity (anti-AChE) and anti-microbial effects against Bacillus subtilis ATCC 6633, S. pyogenes ATCC 19615, Y. pseudotuberculosis ATCC 911, E. cloaceae ATCC 25923, and E. coli ATCC 25922. Results: The compounds were found to possess good antioxidant (TEAC values:7.834-9.353 mM TEAC/mg compound) and inhibitiory activity against AChE (IC50=11.95±0.27 for compound 2). Antimicrobial activity results show that compound 1 has the same antimicrobial effect on the bacteria in this study and is more effective than compound 2. Conclusion: The results indicate that these compounds have not only good antioxidant and antimicrobial activity, but is also a powerful AChE inhibitors.