Synthesis, Reactivity, and Anticancer Activity Evaluation of 4‐Amino‐3‐Mercapto‐6‐Methyl‐1,2,4‐Triazin‐5(4H)‐One Derivatives

Abstract

Abstract1,2,4‐Triazine and its derivatives occupy a fundamental position in the field of medicinal chemistry because of their diverse biological applications, such as anticancer. To search for promising anticancer agents, a new series of 4‐amino‐3‐mercapto‐6‐methyl‐1,2,4‐triazin‐5(4H)‐one derivatives was prepared. Straightforward synthetic methodologies were employed, such as condensation, cyclization, hydrazinolysis, alkylation, and condensation‐addition reactions. All of the new compounds were characterized by a combination of spectral data and elemental analysis. The molecular structures of several compounds on a single crystal X‐ray provided confirmation. The anticancer activity was evaluated against three cancer cell lines, which are hepatocellular carcinoma (HEPG‐2), colorectal carcinoma (HCT‐116) and mammary gland breast cancer (MCF‐7). The results revealed that a representative number of compounds have potent cytotoxicity against HEPG‐2, HCT‐116 and MCF‐7 cell lines with IC50 values ranging from 6.71 to 31.25 μg/mL.