Quinolinone compound and use thereof
AssigneeSunshine Lake Pharma Co., Ltd.
InventorsYinglin Zuo, Xiaojun WANG, Yingjun ZHANG, Liang WEN, Shoutao WU, Xiaofeng YUAN
Life of this patent
Estimating the term…
Abstract
Provided herein are a quinolinone compound, pharmaceutical composition thereof, and use of the compound or the pharmaceutical composition in drug preparation, the drug being used to prevent, manage, treat or relieve diseases related to HIF and/or EPO of a patient, including anemia, vascular disease, myocardial ischemia, dysmetabolism, or for wound healing.
Claims18
A compound having Formula (I) or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a hydrate, a solvate, a metabolite, an ester, a pharmaceutically acceptable salt or a prodrug thereof,
- wherein,
- R1 is H or C1-4 alkyl, and wherein C1-4 alkyl is optionally substituted with one, two, three or four substituents independently selected from oxo (═O), halogen, amino, hydroxy, mercapto, cyano, C1-4 alkyl, C2-4 alkenyl, C1-4 haloalkyl, C1-4 alkoxy, acyl, sulfonyl, C3-6 cycloalkyl, C2-5 heterocyclyl or C1-5 heteroaryl;
- each of R2, R3, R4 and R5 is independently H or -L-R10, with the proviso that R2, R3, R4 and R5 are not H at the same time;
- wherein each L is independently —(CR11R12)m—, —(CR11R12)p—O—, —(CR11R12)p—S(═O)n—, —(CR11R12)p—N(R13)—, —(CR11R12)p—C(═X)—, —(CR11R12)p—C(═X)N(R13)—(CR11R12)q—, —(CR11R12)p—C(═X)O—(CR11R12)q—, —(CR11R12)p—OC(═X)N(R13)—(CR11R12)q—, —(CR11R12)p—N(R13)C(═X)N(R13)—(CR11R12)q—, —(CR11R12)p—S(═O)2N(R13)—(CR11R12)q—, —(CR11R12)p—S(O)2O—(CR11R12)q—, C3-10 cycloalkylene, C2-9 heterocyclylene or C1-9 heteroarylene, and wherein optionally each of C3-10 cycloalkylene, C2-9 hererocyclylene and C1-9 heteroarylene is independently substituted with one, two, three or four substituents independently selected from oxo (═O), hydroxy, mercapto, amino, nitro, cyano, halogen, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, acyl, sulfonyl, C3-10 cycloalkyl, C2-9 heterocyclyl, C6-10 aryl or C1-9 hereroaryl;
- wherein each X is independently O or S;
- each R11 and R12 is independently H, halogen, cyano, hydroxy, mercapto, amino, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, C3-10 cycloalkyl, C2-9 heterocyclyl, C6-10 aryl or C1-9 heteroaryl, and wherein optionally each of hydroxy, mercapto, amino, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, C3-10 cycloalkyl, C2-9 heterocyclyl, C6-10 aryl and C1-9 heteroaryl is independently substituted with one, two, three or four substituents independently selected from oxo (═O), halogen, hydroxy, amino, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, acyl, sulfonyl, C3-8 cycloalkyl, C2-7 heterocyclyl, C6-19 aryl or C1-9 heteroaryl;
- each R13 is independently H, C1-6 alkyl, C3-19 cycloalkyl, C2-9 heterocyclyl, C6-19 aryl or C1-9 heteroaryl, and wherein optionally each of C1-6 alkyl, C3-19 cycloalkyl, C2-9 heterocyclyl, C6-19 aryl and C1-9 heteroaryl is independently substituted with one, two, three or four substituents independently selected from oxo (═O), cyano, nitro, halogen, hydroxy, amino, mercapto, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, acyl, sulfonyl, C3-8 cycloalkyl, C2-7 heterocyclyl, C6-16 aryl or C1-9 heteroaryl;
- each R10 is independently —OR14, —NR15R16, —C(═O)NR15R16, —N(R15)C(═O)R17, —C(═O)R17, —S(═O)nR18, —S(═O)2NR15R16, —N(R15)S(═O)2R18, C3-10 cycloalkyl, C3-16 cycloalkyl-C1-6-alkyl, C2-9 heterocyclyl, C2-9 heterocyclyl-C1-6-alkyl, C6-10 aryl, C6-10 aryl-C1-6-alkyl, C1-9 heteroaryl or C1-9 heteroaryl-C1-6-alkyl, and wherein optionally each of C3-10 cycloalkyl, C3-10 cycloalkyl-C1-6-alkyl, C2-9 heterocyclyl, C2-9 heterocyclyl-C1-6-alkyl, C6-10 aryl, C6-10 aryl-C1-6-alkyl, C1-9 heteroaryl and C1-9 heteroaryl-C1-6-alkyl is independently substituted with one, two, three or four substituents independently selected from oxo (═O), halogen, hydroxy, mercapto, amino, nitro, cyano, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, acyl, sulfonyl, C3-10 cycloalkyl, C2-9 heterocyclyl, C6-19 aryl or C1-9 heteroaryl;
- wherein each R14, R16, R17 and R18 is independently C3-10 cycloalkyl, C3-16 cycloalkyl-C1-6-alkyl, C2-9 heterocyclyl, C2-9 heterocyclyl-C1-6-alkyl, C6-10 aryl, C6-10 aryl-C1-6-alkyl, C1-9 heteroaryl or C1-9 heteroaryl-C1-6-alkyl, and wherein optionally each of C3-10 cycloalkyl, C3-10 cycloalkyl-C1-6-alkyl, C2-9 heterocyclyl, C2-9 heterocyclyl-C1-6-alkyl, C6-10 aryl, C6-10 aryl-C1-6-alkyl, C1-9 heteroaryl and C1-9 heteroaryl-C1-6-alkyl is independently substituted with one, two, three or four substituents independently selected from oxo (═O), halogen, hydroxy, amino, nitro, cyano, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 haloalkoxy, acyl or sulfonyl;
- each R15 is independently H or C1-6 alkyl, and wherein C1-6 alkyl is independently and optionally substituted with one, two, three or four substituents independently selected from oxo (═O), halogen, C1-4 alkyl, C1-4 haloalkyl, amino, C1-4 alkoxy, C1-4 haloalkyl, C3-6 cycloalkyl, C2-5 heterocyclyl, C6-16 aryl or C1-5 heteroaryl;
- R6 is H, hydroxy, mercapto, amino or C1-4 alkyl;
- R7 is H or C1-4 alkyl, and wherein C1-4 alkyl is independently and optionally substituted with one, two, three or four substituents independently selected from halogen, amino, hydroxy, C1-4 alkyl, C1-4 alkoxy, C3-6 cycloalkyl, C2-5 heterocyclyl, C6-16 aryl or C1-5 heteroaryl;
- each R8 and R9 is independently H or C1-4 alkyl, and wherein C1-4 alkyl is independently and optionally substituted with one, two, three or four substituents independently selected from halogen, amino, hydroxy, C1-4 alkyl, C1-4 alkoxy, C3-6 cycloalkyl, C2-5 heterocyclyl, C6-10 aryl or C1-5 heteroaryl;
- k is 1, 2, 3 or 4;
- each m is independently 1, 2, 3 or 4;
- each n is independently 0, 1 or 2;
- and
- each p and q is independently 0, 1, 2, 3 or 4.
12-17. (canceled)
Dependencies are inferred from the claim text.