Asano Toru, Yoshikawa Tomohiro, Nakamura Hiroyuki, Uehara Yoshimasa, Yamamoto Yoshinori
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8588, Japan.
Bioorg Med Chem Lett. 2004 May 3;14(9):2299-302. doi: 10.1016/j.bmcl.2004.02.001.
The benzamides 1 and the benzamidines 2-3 were synthesized as the mimics of 4-anilinoquinazolines, which possess inhibition of epidermal growth factor receptor (EGFR) tyrosine kinase, and tested for cytotoxicity toward A431 and inhibitory activity toward autophosphorylation by the enzyme assay. High cell growth inhibition was observed in a series of the cyclic benzamides 3: the IC(50) values are 0.09-0.32 mM. The benzamidines 3a and 3b exhibited high inhibition of EGFR tyrosine kinase at a 1.0 microM concentration, although the benzamides 1 and the benzamidines 2 did not show significant kinase inhibition at a 10 microM concentration.
