Author/Authors :
Haghighijoo، Zahra نويسنده Department of Medicinal Chemistry, School of Pharmacy, and Pharmaceutical Sciences Research Center, Shiraz University of Medical Sciences, Shiraz, Iran. , , Rezaei، Zahra نويسنده Department of Medicinal Chemistry, School of Pharmacy, and Pharmaceutical Sciences Research Center, Shiraz University of Medical Sciences, Shiraz, Iran. , , Taheri، Samaneh نويسنده Department of Medicinal Chemistry, School of Pharmacy, and Pharmaceutical Sciences Research Center, Shiraz University of Medical Sciences, Shiraz, Iran. , , Jani، Meisam نويسنده Department of Medicinal Chemistry, School of Pharmacy, and Pharmaceutical Sciences Research Center, Shiraz University of Medical Sciences, Shiraz, Iran. , , Khabnadideh، Soghra نويسنده ,
Abstract :
4-Anilinoquinazolines have been widely studied as anticancer agents. Despite the widespread use of this class of compounds, the reported syntheses of 4-anilinoquinazolines require multistep and low-yielding reaction pathways. In this study, a novel strategy to prepare 4-anilinoquinazoline derivatives based on the cyclization of anthranilic acid is described. By using dichloroanthranilic acid, the quinazoline ring was etherified in order to mimic the erlotinib structure as a tyrosine kinase inhibitor. The new compounds contain different substitutions at the meta-positions of the quinazoline ring instead of the ortho-positions of erlotinib. Ten new 4-anilinoquinazoline derivatives were sysnthesized (21-30) in only 4 steps with desirable yields.