Triazine derivatives were reported to show a wide range of biological activities. Hence, it was planned to perform docking studies, synthesize and screen these designed compounds for their in vivo anti-inflammatory activity. In order to study the interaction of ligands with the binding site of the enzyme, the triazine derivatives were docked on cyclooxygenase-2 (COX-2) enzyme using the drug design software Maestro 9.5, Schrodinger, USA. The series of 8 compounds showing good Glide score (G-score) was synthesized to form 4-anilinoquinoline triazines. The structures of the compounds were confirmed by IR, 1H NMR and mass spectroscopy and the compounds were screened for anti-inflammatory activity by carrageenan- induced rat hind paw edema method, using Diclofenac as the standard. The G-scores of all the 8 compounds were closer to the scores displayed by the standard drugs, celecoxib and SC-558, there by suggesting that all the compounds interacted very well with the COX-2 enzyme. The in vivo anti-inflammatory activity results revealed that all the compounds displayed % inhibition of edema more than 90, which was better than that shown by the standard drug, Diclofenac. Amongst all the compounds, 3b demonstrated the highest G-score as well as the highest anti-inflammatory activity. Hence, this compound may be explored as a potential lead molecule for further development.