3-substituted-1,5-diarly-2-alkyl-pyrroles highly selective...

Details 3-substituted-1,5-diarly-2-alkyl-pyrroles highly selective... 3-substituted-1,5-diarly-2-alkyl-pyrroles highly selective...

C - Chemistry, Metallurgy

07

D

C07D 207/337 (2006.01) A61K 31/402 (2006.01) A61P 29/00 (2006.01)

Patent

CA 2659693

This invention relates to 3-substituted-l, 5-diaryl-2-alkyl- pyrroles of Formula (I), pharmaceutical compositions containing them, and to their use for the pharmacological treatment of pain and COX-2 over-activation associated disorders. Compounds of this invention are new pyrrole derivatives bearing in position -3 of the pyrrole ring, several variously functionalized, not aliphatic, side chains which confer to the compounds a relevant COX-2 potency and selectivity along with a remarkable oral efficacy. Phenyl rings in position -1 and - 5 are variously substituted, but compounds of particular interest are those substituted in position -5 with 4-methylsul- phonyl-phenyl or with 4-aminosulphonly-phenyl groups.

La présente invention concerne des 1,5-diaryl-2-alkyl-pyrroles 3-substitués de Formule (I), les compositions pharmaceutiques les incluant et leur application au traitement pharmacologique de la douleur et des troubles associés à une suractivation de COX-2. Les composés selon l'invention sont de nouveaux dérivés de pyrrole qui portent en position 3 du cycle pyrrole plusieurs chaînes latérales diversement fonctionnalisées et non aliphatiques, ce qui confère aux composés une activité et une sélectivité substantielles vis-à-vis de COX-2, ainsi qu'une remarquable efficacité par voie orale. Les cycles phényliques en positions 1 et 5 sont diversement substitués, mais les composés présentant un intérêt particulier sont ceux qui sont substitués en position 5 par des groupements 4-méthylsulfonyl-phényle ou 4-aminosulfonyl-phényle.

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