Chemical synthesis and molecular Docking analysis for some novel heterocyclic compounds Derived from 1,2,3-benzotriazin-4-one

Abstract

Our contribution entails a number of steps in the preparation of new heterocyclic compounds and some new Schiff bases : a) Ethyl 2-(4-oxobenzo [d][1,2,3] triazin-3 (4H)-yl) propanoate (2) is formed by converting the ester of anthranilate (1) into the diazonium salt, which reacts with ethyl alaninate (newly prepared). b) The ester (2) was transformed into ethyl 2-(4- oxobenzo [d] 1,2,3- triazine - 3 (4H) –yl) propanehydrazide (3) through a reaction with 85% of liquid hydrazine. c) Reacting the product hydrazide (3) with several reagents and some of aldehydes to synthesize some new heterocyclic compounds, hydrazone and Schiff bases  (4–9). In addition, theoretically the results of molecular docking showed that some of these compounds act as Vascular endothelial growth factor receptor 2 (3cjf) inhibitors and have biological activity as anticancer capabilities. The structure assignments of the newly synthesized heterocyclic compounds were based on physical properities, FT-IR, 13C and 1HNMR spectral data.