Pyrimidine matrix metalloproteinase inhibitors

Details Pyrimidine matrix metalloproteinase inhibitors Pyrimidine matrix metalloproteinase inhibitors

C - Chemistry, Metallurgy

07

D

C07D 239/28 (2006.01) A61K 31/505 (2006.01) A61K 31/506 (2006.01) A61P 19/02 (2006.01) C07D 401/12 (2006.01) C07D 405/12 (2006.01) C07D 409/12 (2006.01) C07D 413/14 (2006.01) C07D 417/12 (2006.01) C07D 417/14 (2006.01)

Patent

CA 2433772

Selective MMP-13 inhibitors are pyrimidine derivatives of the formula (I) or a pharmaceutically acceptable salt thereof, wherein R2 is hydrogen, halo, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, C2-C6 alkynyl, NO2, NR4 R5, CN, or CF3; E is independently O or S; A and B independently are OR4 or NR4R5; R4 and R5 independently are H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, (CH2)n aryl, (CH2)n cycloalkyl, (CH2)n heteroaryl, or R4 and R5 when taken together with the nitrogen to which they are attached complete a 3- to 8- membered ring containing carbon atoms and optionally containing a heteroatom selected from O, S, or NH, and optionally substituted or unsubstituted; n is 0 to 6.

Selon la présente invention, des inhibiteurs sélectifs de la métalloprotéinase de matrice (MMP-13) sont des dérivés de pyrimidine de la formule (I) ou un sel pharmaceutiquement acceptable de ceux-ci. Selon cette formule, R?2 ¿représente hydrogène, halo, hydroxy, alkyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?, alcényle C¿2?-C¿6?, alkynyle C¿2?-C¿6?, NO¿2?, NR?4¿R?5¿, CN ou CF¿3? ; E représente indépendamment O ou S ; A et B représentent indépendamment OR?4¿ ou NR?4¿R?5 ¿; R?4¿ et R?5¿ représentent indépendamment H, alkyle C¿1?-C¿6?, alcényle C¿2?-C¿6?, alkynyle C¿2?-C¿6?, aryle (CH¿2?)¿n?, cycloalkyle (CH¿2?)¿n?, hétéroaryle (CH¿2?)¿n?, ou R?4¿ et R?5¿ forment, avec l'atome d'azote auquel ils sont liés, un noyau de 3 à 8 éléments, contenant des atomes de carbone et éventuellement un hétéroatome sélectionné parmi O, S et NH, et éventuellement substitué ou non substitué ; et n est un entier compris entre 0 et 6.

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