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Introduction: A green protocol will be used to synthesize a novel series of 3-cyano-5- arylazo-pyridones (9a-c) and (10d-i). Methodology: Structures of the new products will be confirmed on the basis of spectroscopic data (FT-IR, 1D, NMR) as well as alternative synthetic routes, anticancer cell-line will be investigated and also molecular docking studies will be applied. Results: The activity against different cancer cell-line will be studied. Compounds with electron withdrawal group showed the highest activities.