Histone deacetylase inhibitors (HDACIs) represent a well-known class of compounds that exhibit potential therapeutic efficacy in a variety of diseases, particularly cancer and neurodegenerative disorders. This article discusses the development of compound 6 as a new HDAC inhibitor. It was designed based on the structure activity relationship (SAR) of the previously reported HDAC inhibitors and the molecular modeling studies. Compound 6 was synthesized, and its structure was verified using different spectroscopic methods. It was biologically evaluated to assess its inhibitory activity against different HDAC isoforms, including HDAC1, 6, and 8. The results showed moderate inhibition against HDAC 1 and HDAC 8 over HDAC 6. It was also evaluated for its antineoplastic activity against the NCI 60 cancer cell line panel. The results revealed inhibitory activity against both the UO-31 renal cancer cell line and the BT-549 breast cancer cell line. Moreover, the Molecular modeling studies revealed favorable binding affinity for the HDAC8 active site. These results suggest that compound 6 can be considered as a promising candidate for the development of new selective class I HDACIs in the future.