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Khanapure, S.P. et al.

Khanapure, Augustyniak, Earl, Garvey, Letts, Martino, Murty, Schwalb, Shumway, Trocha, Young, Zemtseva, Janero,

3-[4-(methylsulfonyl)phenyl]-5-(trifluoromethyl)(2-pyridyl) phenyl ketone as a potent and orally active cyclooxygenase-2 selective inhibitor: synthesis and biological evaluation.

Incorporation of a spacer group between the central scaffold and the aryl ring resulted in a new cyclooxygenase-2 ( COX-2) selective inhibitor core structure, 3-[4-(methylsulfonyl)phenyl]-5-(trifluoromethyl)(2-pyridyl) phenyl ketone (20), with COX-2 IC50 = 0.25 microM and COX-1 IC50 = 14 microM (human whole blood assay). Compound 20 was orally active in the rat air pouch model of inflammation, inhibiting white blood cell infiltration and COX-2-derived PG production. Our data support the identification of a novel COX-2 selective inhibitor core structure exemplified by 20.[1]

References

3-[4-(methylsulfonyl)phenyl]-5-(trifluoromethyl)(2-pyridyl) phenyl ketone as a potent and orally active cyclooxygenase-2 selective inhibitor: synthesis and biological evaluation. Khanapure, S.P., Augustyniak, M.E., Earl, R.A., Garvey, D.S., Letts, L.G., Martino, A.M., Murty, M.G., Schwalb, D.J., Shumway, M.J., Trocha, A.M., Young, D.V., Zemtseva, I.S., Janero, D.R. J. Med. Chem. (2005) [Pubmed]

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