Naphthyl benzofuran derivatives as inhibitors of plasminogen...

Details Naphthyl benzofuran derivatives as inhibitors of plasminogen... Naphthyl benzofuran derivatives as inhibitors of plasminogen...

C - Chemistry, Metallurgy

07

D

C07D 307/79 (2006.01) A61K 31/34 (2006.01) C07D 307/80 (2006.01) C07D 405/12 (2006.01)

Patent

CA 2449844

This invention provides compounds which act as inhibitors of plasminogen activator inhibitor-1 (PAI-1) of the formula (1), wherein: R, R1, R2, and R3 are H, alkyl, cycloalkyl, -CH2-(cycloalkyl), alkanoyl, halo, hydroxy, aryl, substituted aryl, heteroaryl, substituted heteroaryl, perfluoroalkyl, alkoxy, amino, -NH(alkyl), -N(alkyl)2, or perfluoroalkoxy; R4 is H, alkyl, perflouroalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkenyl, alkenyl-aryl, aryl, -CH2R5, -CH(OH)R5, -C(O)R5, -CH(SH)R5, or - G(S)R5; R5 is H, alkyl, perflouroalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkenyl, alkenyl-aryl; R6 is H, alkyl, cycloalkyl, - CH2-cycloalkyl, alkylaryl, aryl, substituted aryl, heteroaryl, or substituted heteroaryl; n is an integer of 0-6; A is COOH, or an acid mimic; or a pharmaceutically acceptable salt or ester form thereof, as well as pharmaceutical compositions and methods using these compounds to treat or prevent conditions resulting from fibrinolytic disorders such as deep vein thrombosis and coronary heart disease, and pulmonary fibrosis, and processes for the preparation of such compounds.

L'invention porte sur des composés inhibiteurs de l'inhibiteur 1 de l'activateur du plasminogène (PAI-1), de formule (I), dans laquelle: R, R¿1?, R¿2?, et R¿3? sont H, alkyle, cycloalkyle, -CH¿2?-(cycloalkyl), alkanoyle, halo, hydroxy, aryle, substituté aryle, hétéroaryle, substitué hétéroaryle, perfluoroalkyle, alkoxy, amino, -NH(alkyl), -N(alkyl)¿2?, ou perfluoroalkoxy; R¿4? est H, alkyle, perflouroalkyle, aryle, substitué aryle, hétéroaryle, substitué hétéroaryle, alcényle, alcényl-aryle, aryle, -CH¿2?R¿5?, -CH(OH)R¿5?, -C(O)R¿5?, -CH(SH)R¿5?, ou -G(S)R¿5?; R¿5? est H, alkyle, perflouroalkyle, aryle, aryle substitué, hétéroaryle, hétéroaryle substitué, alcényle, alcényl-aryle; R¿6? est H, alkyle, cycloalkyle, -CH¿2?-cycloalkyle, alkylaryle, aryle, aryle substitué, hétéroaryle, ou hétéroaryle substitué; n est un entier de 0 à 6; A est COOH, ou un analogue d'acide; ou l'un de leurs sels ou esters pharmacocompatibles, ainsi que sur des préparations pharmaceutiques et des procédés utilisant ces composés pour traiter ou prévenir des états résultant de troubles fibrinolytiques tels que les thromboses veineuses profondes, les coronaropathies et la fibrose pulmonaire, et sur les procédés de préparation desdits composés.

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