A novel series of substituted 4-({[3-Substituted-1H-pyrazol-4-yl] methylidene}amino)-5-[(substituted) methyl]-1,2,4- triazole-3-thiols (Schiff bases) (3a-l) , 4-({[3-Substituted-1H-pyrazol-4-yl] methylidene}amino)-2-[(diphenylamino)-methyl-5-[(substituted) methyl]-1,2,4-triazole-3-thiones (Mannich bases) (4a-e) and 4-({[3-(4- Substituted-1H-pyrazol-4-yl] methylidene}amino)-2-(morpholin-4-yl-methyl)-5-{(4-methylphenoxy) methyl}-1,2,4-triazole-3-thione (Mannich bases) (5a-e) were evaluated for their liver cancer inhibitory activity. Meanwhile, the activity of compounds containing 1,2,4-triazoles was higher than that of reference compounds. Out of these all, compound 3e showed the most notable anticancer activity against liver cancer cell lines with IC50 (µg/mL). The hepatocellular carcinoma cells, HepG2 were used for assessing the anticancer potential of Schiff and Mannich bases. Few of the newly synthesized Schiff and Mannich bases were screened for their anticancer activities. Thirteen compounds were selected for anticancer assay: eight Schiff bases and five Mannich bases. Among the five Mannich bases, two were diphenylamine Derivatives and the remaining three were morpholine derivatives. Doxorubicin is used as the standard drug to find out the chemoselectivity of Cancer Cells. In MTT assay the Schiff bases were found to be more active than Mannich bases. MTT assay of Schiff bases (Mean Values). Minimum dose required to reduce 50% of the Cell population of replication pool3e in Hep G2 cell showed a dose-dependent reduced. The treatment for 3a, 3d, 3g, and 3h did not show a dose-dependent reduction in cell proliferation when labeled with titrated thymidine. MTT assay of Mannich bases 5b was founded to be the most potent. Flow cytometry is a laser or impedance-based biophysical technology through hydrodynamic focusing employed in cell counting, cell storage, and protein engineering. Flow cytometry is used in the diagenesis of health disorders like blood cancer, research, and clinical trials. Flow cytometry graph of 4-({[3-(4-fluorophenyl)-1H-pyrazol-4-yl] methylidene}amino)-5[(2methylphenoxy) methyl]-1,2,4-triazole-3-thiol (3e).