Roscales García, SilviaBechmann, NicolePietzsch, JensKniess, Torsten2025-11-242025-11-242019HETEROCYCLES, Vol. 98, No. 3, 2019, pp. 416 - 428. © 2019 The Japan Institute of Heterocyclic Chemistry Received, 26th January, 2019, Accepted, 22nd February, 2019, Published online, 22nd March, 2019 DOI: 10.3987/COM-19-1404810.3987/COM-19-14048https://hdl.handle.net/20.500.14352/126401A series of 5-methyl-3,4-diaryl-substituted 1H-pyrazoles, N-isosteres of valdecoxib, was synthesized by a [3+2] cycloaddition/[1,5] sigmatropic rearrangement sequence starting from tosylhydrazine, aryl methyl ketones and terminal aryl alkynes bearing various substituents (H, Me, OMe, F, SO2Me, SO2NH2). New pyrazoles were prepared regioselectively in a one-pot process with moderate-good yields. All compounds were used in in vitro cyclooxygenase (COX) assays to determine inhibitory potency and selectivity to COX-1 and COX-2. In general, these new pyrazoles are characterized by selective COX-2 inhibition activity in a micromolar range.engjournal articlehttps://dx.doi.org/10.3987/COM-19-14048open access547Química orgánica (Química)2306 Química Orgánica