%0 Journal Article
%A Roscales García, Silvia
%A Bechmann, Nicole
%A Pietzsch, Jens
%A Kniess, Torsten
%T One-pot cascade  synthesis of pyrazole based isosteres of valdecoxib by A [3+2] cycloaddition sequence and evaluation of their cox inhibitory activity
%D 2019
%U https://hdl.handle.net/20.500.14352/126401
%X A 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.
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