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US 10,370,356 B2Granted
Pyridinone dicarboxamide for use as bromodomain inhibitors
AssigneeGlaxoSmithKline Intellectual Property (No. 2) Limited
InventorsStephen John Atkinson, Emmanuel Hubert Demont, Lee Andrew Harrison, Thomas George Christopher Hayhow, David House, Matthew J. Lindon, Alexander G. Preston, Jonathan Thomas Seal, Ian David Wall, Robert J. Watson, James Michael Woolven
Life of this patent
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Abstract
The present invention relates to compounds of formula (I) and salts thereof, pharmaceutical compositions containing such compounds and to their use in therapy
Claims20
A compound of formula (I)
- or a pharmaceutically acceptable salt thereof:
- wherein
- R1 is C1-3 alkyl or cyclopropyl;
- R2 is —(CH2)n—C4-10heterocyclyl or —(CH2)pO—C4-10heterocyclyl,
- wherein each C4-10heterocyclyl is optionally substituted by one or two substituents independently selected from halo, C1-4alkyl, C3-4cycloalkyl, —CH2CF3, —CH2CHF2, —CH2CH2F, —OR5, —OCH2CH2OR5, —CH2OR5, —CH2CH2OR5, —NR6R7, —CH2NR6R7, —CH2CH2NR6R7, —NHCH2CH2OR5, —NHCO2C(CH3)3, oxo, —CO2H, —SO2C1-3 alkyl, —CO2C(CH3)3, and —C(O)R5;
- R3 is phenyl, C5-6heteroaryl, C9-11heteroaryl, or —(CH2)m-phenyl;
- wherein said phenyl is optionally substituted by one, two, or three R8 groups which may be the same or different;
- said C5-6 heteroaryl is optionally substituted by C1-3 alkyl, C1-3alkoxy, or halo;
- or said C9-11heteroaryl is optionally substituted by one, two, or three groups independently selected from —C1-3 alkylR9, —OCH3, —OC2-3 alkylR9, halo, oxo, and cyano;
- R4 is —H, C1-4 alkyl, cyclopropyl, —CH2OR10, or —CH2CH2OR10;
- R5 is —H or C1-3 alkyl;
- R6 and R7 are each independently selected from —H, C1-3alkyl, COC1-3alkyl, and CO2C1-4 alkyl;
- or R6 and R7 taken together with the nitrogen to which they are attached form a C4-7 heterocyclyl optionally containing a further heteroatom selected from nitrogen, oxygen, and sulphur and optionally substituted by one or two substituents independently selected from C1-3alkyl, —OH, and fluoro;
- R8 is —NR11R12, halo, —CN, —CH2CN, —CO2R10, —C(O)C1-3 alkyl, —OH, —OCHF2, —OCF3, —O—C2-6 alkylR9, —OCH3, —CH2CH2NR11R12, —C1-6alkylR9, —OC6heterocyclyl, —OCH2C6heterocyclyl, —CH2C6heterocyclyl, —CH2CH2C6heterocyclyl, —CO2CH3, —NHC(O)R10, —SO2R10, or —SOR10;
- R9 is —H, —OR10, or —NR11R12;
- R10 is —H or C1-3alkyl;
- R11 and R12 are each independently selected from —H and C1-3alkyl;
- or R11 and R12 taken together with the nitrogen to which they are attached form a C4-7heterocyclyl optionally containing a further heteroatom selected from nitrogen, oxygen, and sulphur and optionally substituted by one or two substituents independently selected from C1-3alkyl, —OH, and fluoro;
- n is an integer selected from 0, 1, 2, 3, and 4;
- m is an integer selected from 1 and 2;
- and
- p is an integer selected from 2 and 3.
19 more elements
Dependencies are inferred from the claim text.