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US 7,459,454 B2Granted
Aminopyrazine derivatives and compositions
AssigneeSmithKline Beecham Corporation
InventorsMichael John Alberti, David Harold Drewry, David Drysdale Miller, Paul Bamborough
Life of this patent
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Abstract
The present invention relates to aminopyrazine derivatives, compositions and medicaments containing the same, as well as processes for the preparation and use of such compounds, compositions and medcicaments. Such aminopyrazine derivatives are useful in the treatment of diseases associated with inappropriate tyrosine and/or serine/threonine kinase activity.
Claims4
A compound of the Formula (I):
- or a salt thereof wherein:
- A is aryl optionally substituted with at least one R1 group;
- R1 is C1-C6 alkyl, aryl, C1-C6 alkoxy, aryloxy, halo, —COOH, —CN, —S(O)2NR4R5, —S(O)2R, —C(O)NR4R5, —NRR′, —N(H)C(O)NR4R5, —O(CH2)nCOOH, —(CH2)nCOOH, —C(O)O(CH2)nR, —(CH2)nN(H)C(O)OR, or —N(R′)S(O)2R;
- R is —H, C1-C6 alkyl, aryl, or heteroaryl;
- R′ is —H or C1-C3 alkyl;
- D is selected from the group consisting of:
- R2 is —H, halo, C1-C6 alkyl, C1-C6 alkoxy, aryl, heteroaryl, —S(O)2NR4R5, —COOH, —C(O)OR6, —C(O)NR4R5, NRR′, —N(H)C(O)NRR′, —N(H)C(O)R, or —N(H)S(O)2R;
- q is 1, 2, 3, or 4;
- R3 is —H, C1-C3 alkyl, aryl, aralkyl, or heteroaryl;
- 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-C3alkyl group;
- m is 0, 1, or 2;
- and
- R6 is C1-C6 alkyl.
14 more elements
A compound selected from the group consisting of:
- 3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)-5-phenylpyrazin-2-amine;
- 3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)-5-(3,4,5-trimethoxyphenyl)pyrazin-2-amine;
- 3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)-5-(4-fluorophenyl)pyrazin-2-amine;
- 5-(4-aminophenyl)-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine;
- 4-[5-amino-6-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-yl]-N,N-dimethylbenzenesulfonamide;
- 3-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)-5-[3-(methylsulfonyl)phenyl]pyrazin-2-amine;
- 3-{4-[5-amino-6-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-yl]phenyl}propanoic acid;
- {4-[5-amino-6-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-yl]phenoxy}acetic acid;
- {3-[5-amino-6-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-yl]phenoxy}acetic acid;
- N-{4-[5-amino-6-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-yl]phenyl}methanesulfonamide;
- benzyl 4-[5-amino-6-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-yl]benzoate;
- 5-[4-(benzyloxy)phenyl]-3-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine;
- 5-[1,1′-biphenyl-3-yl)-3-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine;
- 4-[5-amino-6-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-ylbenzoic acid;
- tert-butyl 3-[5-amino-6-(1-ethyl-1-H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-yl]benzylcarbamate;
- or a salt thereof.
13 more elements
Dependencies are inferred from the claim text.