Synthesis of 5-aryl-4-cyano-1H-1, 2, 3-triazoles and biological evaluation of their inhibitory action on tyrosine kinase

5-Aryl-4-cyano-1H-1, 2, 3-triazoles bearing a variety of substituting groups on 5-phenyl were synthesized.  Their structures were established by MS, IR and ¹H NMR spectra.  The crystal structures of  compounds 3f and 3m were determined by X-ray diffraction analysis.  The active H of the triazole was on 1-N from the crystal structures.  The compounds, designed as HER2 tyrosine kinase inhibitors, were screened for bioactivity of growth-inhibition of breast cancer MDA-MB-453 cells.  The lowest IC₅₀ value of inhibiting HER2 tyrosine kinase phosphorylation in breast cancer cells is 6.6 μmol·L⁻¹.  The inhibiting-growth of breast cancer cells was enhanced from electron-drawing groups joining 5-phenyl on the triazole.