In this work, a new series 3-phenylamine-2,3-dihydroquinazolin-4(1H)-one-phenoxy-acetamid derivatives 7a-m was designed using by hybridization of effective pharmacophores of the potent anti-α-glucosidase agents. These compounds were synthesized by the simple and efficient chemical reactions and evaluated for their inhibitory activity against α-glucosidase. Our results demonstrated that all derivatives 7a-m were more active than positive control. Particularly, compound 7h as the most potent compound was 63.2-folds more potent than positive control. Kinetic study revealed that compound 7 h was a competitive α-glucosidase inhibitor. Furthermore, docking and dynamics of compound 7h were studied. The latter in silico studied demonstrated that compound 7h with a favorable binding energy occupied the active site of α-glucosidase.