Design, synthesis, <i>in vitro</i> cytotoxic activity, and <i>in silico</i> studies of symmetrical chlorophenylamino-<i>s</i>-triazine derivatives.

ABSTRACT: Twenty symmetrical chlorophenylamino-s-triazine derivatives were designed and synthesized by reflux (RF) and microwave-assisted (MW) methods. The MW method achieved superior yields (88-95%) in less time (15-30 min) compared to RF (78-86%, 12-24 h), particularly for 3-Cl and 3,4-diCl derivatives with piperidine or diethylamine, due to rapid, uniform heating, enhancing nucleophilic substitution and minimizing side reactions. In particular, compounds 2c (IC₅₀ = 4.14 μM for MCF7, 7.87 μM for C26), 3c (IC₅₀ = 4.98 μM for MCF7, 3.05 μM for C26), and 4c (IC₅₀ = 6.85 μM for MCF7, 1.71 μM for C26) exhibited potent cytotoxic activity with 4c (2,4-diCl, pyrrolidine) surpassing paclitaxel (IC₅₀ = 2.30 μM for C26), and 3c (3,4-diCl, pyrrolidine) rivali

SUBMITTER: Canh Pham E 

PROVIDER: S-EPMC12560096 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature