Imidazo [1, 2-a] pyridine based Schiff bases have been synthesized by condensing different 3-aryl-5-methyl isoxazole hydrazides with 2-aryl imidazo [1, 2-a] pyridine carbaldehydes by following hybridization approach. The structures of newly synthesized Schiff bases have been characterized by spectral data and elemental analysis. In In vivo anti-inflammatory screening, compounds 4b & 4f showed significant activity and the results are comparable with the standard drug, diclofenac. None of the compounds exhibited significant activity in anti-bacterial study. The work might result in the emergence of new series of compounds with potent anti-inflammatory activity.