We synthesized a new series of some novel 4-(benzylideneamino)-N-(5-methyl-1H-pyrazol-3-yl) benzamide derivatives KI-(3a-3j) by conventional method. In step one 4-amino-benzoyl chloride reacts with 3-amino-5-methyl pyrazole by Scatton Baumann mechanism and followed by Schiff base mechanism to form compound 2. In step two the compound 2 reacts with substituted benzaldehyde via Schiff’s base mechanism to form title compounds. All structures were confirmed by IR, 1HNMR and Mass spectral analysis and Physical properties. The yield of the synthesized compounds was found to be in the range from 75-86% and studied for their in vitro antibacterial and anticancer activity. The antibacterial activity was carried by Agar disc plate method against gram-positive Bacillus substillus, and Staphylococcus aureus and gram-negative Escherichia coli and Klebsiella pneumoniae species. The anticancer activity was performed by MTT assay againist MCF-7 cell line. From the results compound KI-3c, KI-3d and KI-3i are more antibacterial activity and compound KI-3j were showing better anticancer activity. Finally, a docking studies was carried out for anticancer activity via EGFR receptor with PDB ID:1M17. Among the docked ligands, Compound KI-3j reported highest docking score -9.10KJ/mol.