This study presents the synthesis and biological evaluation of a new series of imidazole-based compounds and acyl thiourea derivatives derived from aroyl isothiocyanates, exploring the effects of various reaction conditions on their synthesis. Among the synthesized compounds, four candidates 4a, 4b, 8, and 9 demonstrated significant antiproliferative activities against four cancer cell lines (HepG-2, HCT-116, MCF-7, and PC-3), with IC50 values ranging from 2.89 μM to 22.01 μM. Compounds 4b and 8 were predicted to inhibit cell migration by 67 % and 43 %, respectively, and were further evaluated for their antioxidant activity. Results showed that compound 4b exhibited the highest antioxidant activity with an IC50 of 99.96 μM. Additionally, cell cycle analysis demonstrated that derivatives 4b and 8 exerted antiproliferative effects at the G1 phase. Apoptosis assays revealed that compounds 4b and 8 induced apoptosis in 39.81 % and 44.18 % of cells, respectively, compared to the control.