Abstract
New 4-acetyl-5-anilino-N-arylthiophene-2-carboxamide derivatives have been synthesized by reaction of 2-acetyl-3-oxo-N-phenylbutanethioamide with three different chloroacetamide reagents. The synthesized thiophenes have been used as precursors in preparation of various thiazole-thiophene hybrids via their condensation with thiosemicarbazide and following treatment of the corresponding thiosemicarbazone with chloroacetone and/or chloroacetic acid. The reaction of 4-acetyl-5-anilinothiophenes with DMF-DMA or malononitrile is the synthetic route to the targeted thieno[2,3-b]pyridine derivatives. Molecular structures of the synthesized compounds have been determined on the basis of IR, H-1 and C-13 NMR, and mass spectra. The synthesized thiophene-based compounds have been tested for in vitro cytotoxicity by the MTT assay using 5-flourouracil as a reference drug. Thiophene-2-carboxamide derivatives exhibit good inhibitory activity against four cell lines, especially those products that contain thiazolidinone ring or thiosemicarbazide moiety in their structures.