Phenanthroline derivatives

Details Phenanthroline derivatives Phenanthroline derivatives

C - Chemistry, Metallurgy

07

D

C07D 471/04 (2006.01) A61K 31/47 (2006.01) A61K 31/4745 (2006.01) C07D 221/00 (2006.01)

Patent

CA 2308551

The present invention provides a phenanthroline derivative of formula (I) wherein, for example, R1 is hydrogen, carboxy, cyano, nitro, (1-4C)alkyl, (1-6C)alkoxycarbonyl, (1-4C)alkylamino, (2-4C)alkanoyl, (1- 4C)alkoxy-(2-4C)alkoxy-(2-4C)alkoxycarbonyl or N-[amino-(2-8C)alkyl]carbamoyl; R2 is, for example, hydrogen, carboxy, (1- 6C)alkoxycarbonyl, carbamoyl, N-(1-8C)alkylcarbamoyl, N,N-di-(1-8C)alkylcarbamoyl, N-{1-4C)alkylcyclohexylcarbamoyl, 1,2,3,4,- tetrahydro-isoquinolin-2-ylcarbonyl or N,N-[di-(1-4C)alkyl]thiocarbamoyl; R3 and R4, which may be the same or different, are, for example, hydrogen or halo; and R5 is, for example, hydrogen, di-(1-4C)alkylamino or halo; or a pharmaceutically-acceptable salt thereof. The invention further provides pharmaceutical compositions comprising phenanthroline derivatives, processes for making the same and their use in producing an anti-fibroproliferative effect.

L'invention concerne un dérivé de phénantrholine représenté par la formule (I), dans laquelle R<1> est par exemple l'hydrogène, carboxy, cyano, nitro, alkyle C1-C4, alcoxycabonyle alcoxy C1-C6-carbonyle, alkyl C1-C4-amino, alcanoyle C2-C4, alcoxy C1-C4-alcoxy C2-C4-carbonyle ou <u>N</u>-[amino-alkyle C2-C8]carbamoyle; R<2> est par exemple l'hydrogène, carboxy, alcoxy C1-C6-carbonyl, carbamoyle, <u>N</u>-alkyle C1-C8-carbamoyle, <u>N</u>,<u>N</u>-di-alkyl C1-C8-carbamoyle, <u>N</u>-alkyle C1-C4-cyclohexylcarbamoyle, 1,2,3,4-tétrahydro-isolquinolin-2-ylcabonyl ou <u>N</u>,<u>N</u>-[di-alkyl C1-C4]thiocarbamoyle; R<3> et R<4>, qui peuvent être identiques ou différents, sont par exemple l'hydrogène ou halo et R<5> est par exemple l'hydrogène, di-alkyle C1-C4-amino ou halo; ou un sel pharmaceutiquement acceptable de ce dérivé. L'invention concerne en outre des compositions pharmaceutiques comprenant des dérivés de phénanthroline, des procédés pour préparer ces compositions ainsi que l'utilisation de ces dernières pour inhiber la fibrose.

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