Green synthesis and evaluation of the antitumor activity of a novel series of 3-[4-bi-(4-fluorophenyl)methylpiperazinyl]-4-amino-5-thione-1,2,4-triazole Schiff bases

Fourteen novel 1,2,4-triazole Schiff bases containing the 1-[bi-(4-fluorophenyl)methyl]piperazine group were prepared, in good yield (73-85 %), in five steps starting from 1-[bi-(4-fluorophenyl)methyl]piperazine and ethyl chloroacetate, with use of microwave irradiation. The structures of the new compounds were characterized by IR spectroscopy, MS, H-1 and C-13 NMR spectroscopy, and elemental analysis. Assay of the newly prepared compounds for bioactivity against tumor cells revealed that the most of the compounds had good to excellent inhibitory activity against CDC25B (99.70 % inhibition). The 4-amino-5-[4-bi-(4-fluorophenyl) methylpiperazin-1-ylmethyl]-1,2,4-triazole-3-thione group was found to be beneficial group improving anti-tumor activity to some extent.