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Abstract A series of novel 5-(4-methylpiperazin-1-yl)-2-phenyl-1H-benzimidazoles (5–14) were synthesized and evaluated for their in vitro antiproliferative activities against the human leukemia cell line HL-60. Compounds 5–7 and 10–12 exhibited potent antiproliferative activities against this cell line. The quantitative analysis of apoptosis by flow cytometry demonstrated that the percentages of apoptotic HL-60 cells treated with compounds 5 and 10–12 were significantly higher than in the control.