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New quinazolinone and fused quinazoline derivatives are prepared from the reaction of 3,1-benzoxazine-3(4H)-one with different amines. Treatment of 3,1-benzoxazinone  3  with hydrazine hydrate afforded 3-amino-quinazolinone derivative  5  which then used as a key synthesis for different Schiff base compounds  6-8 . Synthesis of new fused quinazoline derivatives  9, 10  are achieved from the reaction of 3,1-benzoxazinone with cyanoacetohydrazide or thiocarbohydrazide. The chemical structures of the new synthesized compounds were elucidated based on their spectroscopic analysis. Antimicrobial activities of the designated compounds were studied in vitro toward different pathogenic microbes. Drug-likeness and ADMET properties of the new synthesized compounds were calculated to predict the pre-study of clinical phases as drug molecule, and most of the new compounds fit Lipinski rule and have good bioavailability. Molecular docking studies of all new synthesized compounds were performed into the active site of different macromolecules including bacterial and fungus species and exhibiting good binding energy extended from −5.20 to −10.35 Kcal/mol.

Synthesis, Molecular Docking Study, and ADMET Properties of New Antimicrobial Quinazolinone and Fused Quinazoline Derivatives