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US 2013/0296309 A1Published application
Aryl pyridine as aldosterone synthase inhibitors
AssigneeNovartis AG
InventorsSylvie Chamoin, Qi-Ying Hu, Julien Papillon
Life of this patent
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Abstract
The present invention provides a compound of formula I; a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.
Claims18
A Compound of Formula I′:
- or a pharmaceutically acceptable salt thereof, wherein
- A is a bond, —CH2—, —CHR5—, —CR5R6— or —CR5aR6a—CR5bR6b—;
- Ring C is a phenyl;
- R1 is C1-7alkyl, haloalkyl, C3-7cycloalkyl, C6-10aryl, C6-10aryl-C1-7alkyl, C6-10aryloxy-C1-7alkyl, heteroaryl or heterocyclyl in which alkyl, aryl, heteroaryl, heterocyclyl are optionally substituted with 1 to 5 R7;
- R2 is H, C1-7alkyl, halo-C1-7alkyl, C3-7cycloalkyl, C3-7cycloalkyl-C1-7alkyl, hydroxy-C1-7alkyl, C1-7alkyl-OC(O)C1-7alkyl, C1-7alkoxy-C1-7alkyl, heteroaryl, heterocycyl, or C6-10aryl;
- wherein aryl and heteroaryl are optionally substituted with hydroxy, C1-7alkoxy, C1-7alkyl, halo-C1-7alkyl, halo, CN or C3-7cycloalkyl;
- R3 is H, halo, C1-7alkyl, halo-C1-7alkyl, C3-7cycloalkyl, cyano, C1-7alkoxy, hydroxy, nitro, —NH2, —NH(C1-7alkyl) or —N(C1-7alkyl)2;
- each R4 is independently selected from the group consisting of halo, C1-7alkyl, halo-C1-7alkyl, C3-7cycloalkyl, cyano, —NH2, —NH(C1-7alkyl), —N(C1-7alkyl)2, C1-7alkoxy, halo-C1-7alkoxy, hydroxy, carboxy, nitro, sulfonyl, sulfamoyl, sulfonamido, C6-10aryl, heterocyclyl, C6-10aryloxy, heterocyclyloxy, —SH, —S—C1-7alkyl, —C(O)O—C6-10aryl, —C(O)O-heterocyclyl, —C(O)O-heteroaryl, —C(O)NR2—C1-7alkyl, —C(O)NR2—C6-10aryl, —C(O)NR2-heteroaryl, —C(O)NR2-heterocyclyl, —NR2C(O)—C1-7alkyl, —NR2C(O)—C6-10aryl, —NR2C(O)-heteroaryl, —NR2C(O)-heterocyclyl, —OC(O)—C1-7alkyl, —OC(O)—C6-10aryl, —OC(O)-heteroaryl and —OC(O)-heterocyclyl;
- wherein R4 is optionally substituted with 1 to 5 R7;
- and
- two adjacent R4 groups form with the atoms to which they are attached a phenyl or a 5- or 6-membered ring heteroaryl, in which said phenyl or heteroaryl ring is optionally substituted with 1 to 4 R8;
- R5 and R6 are independently C1-7alkyl, C3-7cycloalkyl, halo-C1-7alkyl, heterocyclyl, heteroaryl or C6-10aryl;
- or R5 and R6 form together with the atom to which they are attached a C3-7cycloalkyl;
- R5a, R6a, R5b and R6b are independently H, C1-7alkyl, C3-7cycloalkyl, halo-C1-7alkyl, heterocyclyl, heteroaryl or C6-10aryl;
- or any two of R5a, R6a, R5b and R6b form together with the atom(s) to which they are attached a C3-7cycloalkyl;
- each R7 is independently selected from the group consisting of halo, C1-7alkyl, C3-7cycloalkyl, C1-7alkoxy, C6-10aryloxy, heterocyclyl, C6-10aryl, heteroaryl, CN and halo-C1-7alkyl;
- each R8 is independently selected from the group consisting of halo, C1-7alkyl, halo-C1-7alkyl, C1-7alkoxy, CN and halo-C1-7alkoxy;
- or
- R2 and R3;
- R1 and R2;
- R1 and R5;
- R1 and R5a;
- R1 and R5b;
- R2 and R5a;
- R2 and R5b;
- R1 and R3;
- or R2 and R5 can form with the atoms to which they are attached a 4- to 7-membered heterocyclyl;
- or
- R3 and R5;
- R3 and R5b;
- or R3 and R5a can form together with the atoms to which they are attached a C5-7cycloalkyl;
- and
- wherein each heteroaryl is a monocyclic aromatic ring comprising 5 or 6 ring atoms selected from carbon atoms and 1 to 5 heteroatoms, and
- each heterocyclyl is a monocyclic saturated or partially saturated but non-aromatic moiety comprising 4-7 ring atoms selected from carbon atoms and 1 to 3 heteroatoms;
- and each heteroatoms being O, N or S;
- p is 0, 1, 2, 3, 4 or 5, with the proviso that the compound of Formula I′ is not 2-methyl-N-(6-(5-(phenylsulfonamido)pyridin-3-yl)-1H-indazol-4-yl)thiazole-4-carboxamide.
33 more elements
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18-21. (canceled)
Dependencies are inferred from the claim text.