Coumarin containing heterocycles attract major attention due to their wide range of therapeutic activities. In our present work, a novel series of 4-methyl-7-[(6- substituted phenyl-7,8-dihydro-[1,2,4]triazolo[4,3,b]pyridazin- 3yl)methoxy)-2H-chromen-2-one and 4-methyl-7-[(6- substituted phenyl-[1,2,4]triazolo[4,3,b]pyridazin- 3yl)methoxy)-2H-chromen-2-one were synthesized in a convenient synthetic route. Docking studies of these compounds were performed to evaluate the binding affinities of the compounds with cyclooxygenase enzyme (cox-2 with PDB ID: 3LN1). The results showed good correlation in enzyme inhibitory activity with celecoxib (cocrystallized ligand).