Cancer is the second biggest cause of death worldwide and drug design is becoming increasingly important in the development of novel therapies. The overexpression of VEGFR‐2 in a variety of cancer cells promotes a cascade of cellular responses for activation that improve cell survival, growth, and proliferation. Scientists are working on targeting tyrosine kinases therapeutically and to develop safe, effective drugs that do not affect healthy cells. Heterocycles are common structural elements in medicinal chemistry and commercially available medications that can target several biological pathways and induce cell death in cancer cells. In this article, we discuss the biological evaluations of indazolyl‐acyl hydrazones as antioxidant and anticancer agents. 4e and 4j showed better inhibitory activity in radical scavenging assays (DPPH and FRPA). The titled compounds were subjected to cytotoxic studies using MCF‐7 cells using alamarBlue assay, and found that the compounds 4f and 4j had a better IC50 values 15.83 µM and 5.72 µM, respectively. In silico docking study revealed the favorable binding energies of ‐7.30 kcal/mol and ‐8.04 kcal/mol for compounds towards Vascular Endothelial Growth Factor Recaptor‐2 (VEGFR‐2), respectively. In conclusion, we have synthesized antioxidant and anticancer agents that target VEGFR‐2 in breast cancer cells.