Novel ‘2-[(5-Phenyl-1, 3, 4-Thiadiazole - 2- imino) substituted benzene]diazenyl benzene Sulfonic acid’ (7ae) was tested for in vitro antidiabetic activity on 𝛼 -amylase and 𝛼 -glucosidase activity. UV, IR and GC-MS spectral data were used to investigate the structures of the synthesised molecules. When compared to conventional ascorbic acid, the antioxidant activity of compounds 7e and 7d was found to be excellent using FRAP techniques. Overall, studies indicate that compound 7e is a promising compound that can be used to develop selective inhibition of -Amylase and -Glucosidase. The cytotoxic activity of the synthesised compound 7e was tested against human colon (HCT-116), lung (A549), breast (MCF-7) and fibroblast (L929) cancer cell lines. The results showed that the compound tested was highly cytotoxic.