In this study we report the anticancer properties of RN5-Me, an α₁-adrenergic receptor ligand. Biological screening and circular dichroism data indicate that it acts as a DNA intercalator. Docking studies, confirming this behaviour, suggest that RN5-Me possesses great selectivity for alternating AT nucleobases upon GC ones. In the cytotoxicity assay, it shows IC₅₀ values in the range of 4.2–25.0 nM towards the cancer cell lines HN6, HN13, HeLa, SK-Me1-103, PC3, and MCF7. It is noteworthy that RN5-Me shows a higher selectivity than Cisplatin for HN6 and HN13 over NOK-SI non-cancerous cells.