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A series of twenty alkyl derivatives (2-21) of 4-amino benzoic acid (1, PABA) have been prepared using potassium carbonate and respective alkylating agents under simple and mild reaction conditions. Compounds (16-21) are reported for the first time. Electron impact mass spectrometry (EIMS), fourier transform infrared (FTIR) and Proton nuclear magnetic resonance ( 1 H-NMR) spectroscopic techniques were adopted for the characterization of these analogues. In the present study, the cytotoxic screening of sixteen compounds (3, 5-11, 13, 15-21) was also achieved against lung (NCI-H460) and oral squamous carcinoma (CAL-27) cell lines. Compounds 20 and 21 have shown magnificent inhibitory properties against NCI-H460 cell line (IC50 15.59 and 20.04 µM, respectively) at a lower dose than that of control (cisplatin; IC50 21.00 µM). One-way analysis of variance (ANOVA), t-test and pearson correlation coefficient (PCC) have been performed to determine the reliability of current data through statistical package for the social sciences (SPSS). This is the first report for the evaluation of cytotoxic activity of these compounds. In a nutshell, further investigation on O-and N-alkyl analogues of PABA might be advantageous in the preparation of new and potent antiproliferative agents.