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In the present study, a series of 1,4-naphthoquinone oxime derivatives has been synthesized. The structures were confirmed by spectroscopic methods. The newly synthesized compounds were evaluated for their in vitro cytotoxicity. Among those, the compounds 8c, 8d, 8e, 12a, and 12b demonstrated potent cytotoxic activity comparable with that of the reference drug 5-Fu.