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US 8,557,984 B2Granted
Imidazo [4, 5-C] quinoline derivatives as bromodomain inhibitors
AssigneeGlaxoSmithKline LLC
InventorsAnne Marie Jeanne Bouillot, Frederic Donche, Francoise Jeanne Gellibert, Yann Lamotte, Olivier Mirguet
Life of this patent
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Abstract
Novel compounds of formula (I) and salts thereof, pharmaceutical compositions containing such compounds and their use in therapy.
Claims17
A compound of formula (I) or a salt thereof
- wherein:
- A is a group selected from the following:
- X represents CH or N;
- Y represents CH or N with the proviso that when X is N, Y is CH;
- Rx represents O or S;
- R1 represents C1-6alkyl, C3-6cycloalkyl, a 5 or 6 membered heterocyclyl, an aromatic group or a heteroaromatic group, wherein the aromatic group or the heteroaromatic group is optionally substituted by one to three groups selected from:
- halogen, hydroxy, cyano, nitro, C1-6alkyl, C1-4alkoxy, haloC1-4alkyl, haloC1-4-alkoxy, hydroxyC1-4alkyl, C1-4-alkoxyC1-4alkyl, C1-4-alkoxycarbonyl, C1-4-alkylsulfonyl, C1-4-alkylsulfonyloxy, C1-4alkylsulfonylC1-4alkyl, C1-4-alkylsulfonamido;
- R2 is hydrogen or C1-6alkyl,
- R2a represents:
- H, C1-6alkyl, C1-6haloallyl, (CH2)mcyano, (CH2)mOH, (CH2)mC1-6alkoxy, (CH2)mC1-6haloalkoxy, (CH2)mC1-6haloalkyl (CH2)mC(O)NRaRb, (CH2)mNRaRb and (CH2)mC(O)CH3,
- (CHR6)pphenyl optionally substituted by C1-6alkyl, C1-6alkoxy, cyano haloC1-4-alkoxy, haloC1-4-alkyl,
- (CHR6)pheteroaromatic, (CHR6)pheterocyclyl,
- wherein
- Ra represents H, C1-6alkyl, or heterocyclyl;
- Rb represents H or C1-6alkyl, or
- Ra and Rb together with the N to which they are attached form a 5 or 6 membered heterocyclyl;
- R2b represents H, C1-6alkyl, (CH2)2C1-6alkoxy, (CH2)2cyano, (CH2)mphenyl, (CH2)2heterocyclyl;
- R3 represents hydrogen;
- R4 represents hydrogen, cyano or C1-6alkyl;
- Z represents O;
- or when R4 represents hydrogen and A is a group selected from (i) or (ii) and wherein Rx represents 0, Z may additionally represent NH;
- R5 represents hydrogen or C1-6alkoxy;
- R6 represents hydrogen or C1-6alkyl;
- m represents 1, 2 or 3;
- and
- n represents 0, 1 or 2
- p represents 0, 1 or 2.
24 more elements
A compound which is any of one of Examples 1-226 or a salt thereof.
A compound which is 7-(3,5-dimethyl-4-isoxazolyl)-8-(methyloxy)-1-[(1R)-1-(2-pyridinyl)ethyl]-1,3-dihydro-2H-imidazo[4,5-c]quinolin-2-one
- or a salt thereof.
Dependencies are inferred from the claim text.