1,2,4-Triazine and Pyrrolidin-2-one derivatives with 1, 4 substituted salicylaldehyde were designed and synthesized in order to obtain new compounds with potential anticancer activity. The structures of all synthesized compounds were confirmed by means of spectroscopical analytical techniques. All compounds were evaluated for their antiangiogenic activity and cells invasion and metastasis potential by chorioallantoic membrane (CAM) assay method. Compound 2b, 2c and 4d showed maximum antiangiogenic activity out of all synthesized compounds. Molecular docking studies of most active compounds of the series revealed that they bind to a narrow hydrophobic pocket of the N-terminal chain in the ATP binding site of VEGFR.