Chemical compounds
AssigneeSmithKline Beecham Corporation
InventorsDavid Drewry, Robert Hunter
Life of this patent
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Abstract
Benzimidazolyl-pyridine derivatives, which are useful as SGK-1 inhibitors are described herein. The described invention also includes methods of making such benzimidazolyl-pyridine derivatives as well as methods of using the same in the treatment of diseases mediated by inappropriate SGK-1 activity.
Claims20
A compound of Formula (I):
- or a salt, solvate, or physiologically functional derivative thereof:
- wherein:
- A is aryl;
- R2 is —H, halo, C1-C6alkyl, C1-C6alkoxy, heteroaryl, —S(O)2NR4R5, —C(O)OR6, or —C(O)NR4R5;
- q is 1, 2, 3, or 4;
- R3 is —H or C1-C3 alkyl;
- R4 is —H or C1-C3 alkyl;
- R5 is —H or C1-C3 alkyl;
- or
- R4 and R5 together with the nitrogen to which they are attached form a heterocyclyl ring, said ring optionally containing 1 or 2 additional oxygen, S(O)m, or nitrogen atoms;
- said nitrogen atoms being optionally substituted by a C1-C3 alkyl group;
- m is 0, 1, or 2;
- and
- R6 is C1-C6alkyl.
A compound of formula (I):
- or a salt, solvate, or physiologically functional derivative thereof:
- wherein:
- A is aryl, optionally substituted with at least one R1 group;
- R1 is C1-C6 alkyl, C1-C6 alkoxy, halo, —CN, —S(O)2NR4R5, —C(O)NR4R5, or —N(H)C(O)NR4R5;
- R2 is —H, halo, C1-C6 alkyl, C1-C6 alkoxy, heteroaryl, —S(O)2NR4R5, —C(O)OR6, or —C(O)NR4R5;
- q is 1, 2, 3, or 4;
- R3 is —H or C1-C3 alkyl;
- R4 is —H or C1-C3 alkyl;
- R5 is —H or C1-C3 alkyl;
- or
- R4 and R5 together with the nitrogen to which they are attached form a heterocyclyl ring, said ring optionally containing 1 or 2 additional oxygen, S(O)m, or nitrogen atoms;
- said nitrogen atoms being optionally substituted by a C1-C3 alkyl group;
- m is 0, 1, or 2;
- and
- R6 is C1-C6 alkyl.
A compound of Formula (I):
- or a salt, solvate, or physiologically functional derivative thereof:
- wherein:
- A is aryl, optionally substituted with at least one R1 group;
- R1 is C1-C6 alkyl, C1-C6 alkoxy, halo, —CN, —S(O)2NR R5, —C(O)NR4R5, or —N(H)C(O)NR4R5;
- R2 is —H, halo, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, heteroaryl, —S(O)2NR4R5, —C(O)OR6, or —C(O)NR4R5;
- q is 1, 2, 3, or 4;
- R3 is —H;
- R4 is —H or C1-C3 alkyl;
- R5 is —H or C1-C3 alkyl;
- or
- R4 and R5 together with the nitrogen to which they are attached form a heterocyclyl ring, said ring optionally containing 1 or 2 additional oxygen, S(O)m, or nitrogen atoms;
- said nitrogen atoms being optionally substituted by a C1-C3 alkyl group;
- m is 0, 1, or 2;
- and
- R6 is C1-C6alkyl.
A compound as claimed in claim, wherein q is 1 or 2 and each R2 is independently selected from —H, halo, C1-C6 alkyl, C1-C6 alkoxy, —S(O)2NR4R5, or —C(O)OR6.
A compound selected from the group consisting of:
- 3-(1H-benzimidazol-2-yl)-5-phenylpyridin-2-amine;
- 3-(6-methoxy-1H-benzimidazol-2-yl)-5-phenylpyridin-2-amine;
- methyl 2-(2-amino-5-phenylpyridin-3-yl)-1H-benzimidazole-6-carboxylate;
- 2-(2-amino-5-phenylpyridin-3-yl)-1H-benzimidazole-6-sulfonamide;
- 3-(6-fluoro-1H-benzimidazol-2-yl)-5-phenylpyridin-2-amine;
- 3-(4-methyl-1H-benzimidazol-2-yl)-5-phenylpyridin-2-amine;
- methyl 2-[2-amino-5-(3-methoxyphenyl)pyridin-3-yl]-1H-benzimidazole-6-carboxylate;
- 3-(1H-benzimidazol-2-yl)-5-(3-methoxyphenyl)pyridin-2-amine;
- 2-[2-amino-5-(3-methoxyphenyl)pyridin-3-yl]-1H-benzimidazole-6-sulfonamide;
- 5-(3-methoxyphenyl)-3-(4-methyl-1H-benzimidazol-2-yl)pyridin-2-amine;
- 3-(5-chloro-6-fluoro-1H-benzimidazol-2-yl)-5-(3-methoxyphenyl)pyridin-2-amine;
- 2-[2-amino-5-(3,4,5-trimethoxyphenyl)pyridin-3-yl]-1H-benzimidazole-6-sulfonamide;
- 2-[2-amino-5-(3-cyanophenyl)pyridin-3-yl]-1H-benzimidazole-6-sulfonamide;
- 2-[2-amino-5-(4-fluorophenyl)pyridin-3-yl]-1H-benzimidazole-6-sulfonamide;
- 2-[2-amino-5-(4-methoxyphenyl)pyridin-3-yl]-1H-benzimidazole-6-sulfonamide;
- 3-(6-fluoro-1H-benzimidazol-2-yl)-5-(4-fluorophenyl)-pyridin-2-amine;
- and
- 5-(4-fluorophenyl)-3-(4-methyl-1H-benzimidazol-2-yl)pyridin-2-amine;
- or a salt, solvate, or physiologically functional derivative thereof.
19-20. (canceled)
Dependencies are inferred from the claim text.