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2,3-Diarylcyclopentenones as orally active, highly selective cyclooxygenase-2 inhibitors.
Black, W C; Brideau, C; Chan, C C; Charleson, S; Chauret, N; Claveau, D; Ethier, D; Gordon, R; Greig, G; Guay, J; Hughes, G; Jolicoeur, P; Leblanc, Y; Nicoll-Griffith, D; Ouimet, N; Riendeau, D; Visco, D; Wang, Z; Xu, L; Prasit, P.
Afiliación
  • Black WC; Merck Frosst Centre for Therapeutic Research, P.O. Box 1005, Pointe-Claire-Dorval, Québec, Canada H9R 4P8, and Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA.
J Med Chem ; 42(7): 1274-81, 1999 Apr 08.
Article en En | MEDLINE | ID: mdl-10197970
Cyclopentenones containing a 4-(methylsulfonyl)phenyl group in the 3-position and a phenyl ring in the 2-position are selective inhibitors of cyclooxygenase-2 (COX-2). The selectivity for COX-2 over COX-1 is dramatically improved by substituting the 2-phenyl group with halogens in the meta position or by replacing the phenyl ring with a 2- or 3-pyridyl ring. Thus the 3,5-difluorophenyl derivative 7 (L-776,967) and the 3-pyridyl derivative 13 (L-784,506) are particularly interesting as potential antiinflammatory agents with reduced side-effect profiles. Both exhibit good oral bioavailability and are potent in standard models of pain, fever, and inflammation yet have a much reduced effect on the GI integrity of rats compared to standard nonsteroidal antiflammatory drugs.
Asunto(s)
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Sulfonas / Inhibidores de la Ciclooxigenasa / Prostaglandina-Endoperóxido Sintasas / Ciclopentanos / Isoenzimas Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1999 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Sulfonas / Inhibidores de la Ciclooxigenasa / Prostaglandina-Endoperóxido Sintasas / Ciclopentanos / Isoenzimas Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1999 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos