Design, synthesis, molecular docking, anti-inflammatory and antioxidant activity of novel 2-(1-(4-(4-chlorophenyl)thiazol-2-yl)-1H-pyrazol-4-yl)benzo[d]oxazoles.

A series of novel 2-(1-(4-(4-chlorophenyl)thiazol-2-yl)-1H-pyrazol-4-yl)benzo[d]oxazoles 5 were synthesized from 2-[(E)-{1-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-1H-pyrazol-4-yl}(hydroxyimino)methyl]phenol 4 through Beckmann rearrangement. All the synthesized compounds were characterized with the help of IR, 1H and 13C NMR and LCMS techniques. All the synthesized compounds were screened for their in vitro anti-inflammatory and antioxidant activities. Among the newly synthesized compounds, compound 5c and 5e showed good anti-inflammatory activity and compounds 5c and 5d showed good antioxidant activity. Molecular docking study could provide valuable insights into the mechanism of anti-inflammatory activity. Furthermore, molecular docking studies into the active site of COX-2 enzyme indicated that compound 5c binds with good affinity, which is consistent with its considerable efficacy in the in vitro tests.