Synthesis, molecular docking, and in-vivo anti-inflammatory screening of novel substituted pyrazole analogues

A new series of (2E)-3-(4-methyl phenyl)-1-phenylprop-2-en-1-ones ( 1 ) were prepared by Claisen Schmidt condensation and it was further cyclized with hydrazine hydrate to yield pyrazole derivatives ( 2 ). The pyrazoles were further refluxed with bromine in glacial acetic acid to get bromo pyrazole derivatives ( 3 ) which were condensed with thiosemicarbazide in DMF medium to yield thiazolylpyrazoles ( 4 ). The title compounds substituted Schiff base derivatives of pyrazole (5a-o) were obtained by reacting thiazolylpyrazoles ( 4 ) and substituted aromatic aldehydes. The structural features of designed moieties were established using IR, Mass and H-1-NMR spectral data. All the designed moieties were subjected to their in-vivo anti-inflammatory activity. The Moldock software was used to perform In-Silico Quantitative Structure-Property Relationship (QSPR) studies. The QSPR studies of the designed moieties were carried out to compare the physical properties with pharmacological activities. The docking studies suggested good pharmacological activity with a MolDock score. The COX-2 receptor binding affinity was superior to COX-1 which suggested the good anti-inflammatory property. When compared against a standard, the tested moieties 5i, 5 m showed a good in-vivo anti-inflammatory response. (c) 2022 Elsevier B.V. All rights reserved.