Claims for Patent: 8,551,995
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Summary for Patent: 8,551,995
| Title: | Kinase inhibitor compounds |
| Abstract: | Pyridine and pyridazine derivatives have unexpected drug properties as inhibitors of protein kinases and are useful in treating disorders related to abnormal protein kinase activities such as cancer. |
| Inventor(s): | Congxin Liang |
| Assignee: | Tyrogenex Inc, Xcovery Holdings Inc |
| Application Number: | US12/523,469 |
| Patent Claims: |
1. A compound of formula II: or a salt thereof; wherein: R1 is arylalkyl or heteroarylalkyl, each optionally substituted with 1-4 independent Z1; R2 is C6-C14 aryl, 5-12 membered heteroaryl, 3-15 membered heterocyclyl or amide, each optionally substituted with 1-4 independent Z2; R3 is hydrogen, hydroxyl, alkoxy, or alkylamino; R5 is NH2; Each Z1 and Z2 is independently halogen, CN, NO2, OR15, SR15, S(O)2OR15, NR15R16, C1-C2 perfluoroalkyl, C1-C2 perfluoroalkoxy, 1,2-methylenedioxy, C(O)OR15, C(O)NR15R16, OC(O)NR15R16, NR15C(O)NR15R16, C(NR16)NR15R16, NR15C(NR16)NR15R16, S(O)2NR15R16, R17, C(O)R17, NR15C(O)R17, S(O)R17, S(O)2R17, R16, oxo, C(O)R16, C(O)(CH2)nOH, (CH2)nOR15, (CH2)nC(O)NR15R16, NR15S(O)2R17, where n is independently 0-6 inclusive; Each R15 is independently hydrogen, C1-C4 alkyl or C3-C6 cycloalkyl; Each R16 is independently hydrogen, C2-C10 alkenyl, C2-C10 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 3-15 membered heterocyclyl, 5-12 membered heteroaryl, C1-C4 alkyl or C1-C4 alkyl substituted with C3-C6 cycloalkyl, C6-C14 aryl, 3-15 membered heterocyclyl or 5-12 membered heteroaryl; and Each R17 is independently C3-C6 cycloalkyl, C6-C14 aryl, 3-15 membered heterocyclyl, 5-12 membered heteroaryl, C1-C4 alkyl or C1-C4 alkyl substituted with C3-C6 cycloalkyl, C6-C14 aryl, 3-15 membered heterocyclyl or 5-12 membered heteroaryl. 2. The compound of claim 1, wherein the compound is of Formula (IIa): 3. The compound of claim 1, wherein the compound is of Wherein R6 and R7 are independently hydrogen, optionally substituted C1-C4 alkyl, C6-C14 aryl, 5-12 membered heteroaryl, 3-15 membered heterocyclyl, and R6 and R7 together with the nitrogen they are attached to form an optionally substituted 3-15 membered heterocycle with 0-3 additional heteroatoms. 4. The compound of claim 1, wherein R3 is H. 5. The compound of claim 1, wherein R2 is 3-15 membered heterocycle optionally substituted with 1-4 independent Z2. 6. The compound of claim 1, wherein the compound is one (4-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazin-3-yl}-phenyl)-morpholin-4-yl-methanone; (4-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazin-3-yl}-phenyl)-(4-methyl-piperazin-1-yl)-methanone; (4-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazin-3-yl}-phenyl)-piperazin-1-yl-methanone; 4-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazin-3-yl}-N-(2-diethylamino-ethyl)-benzamide; 4-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazin-3-yl}-N,N-dimethyl-benzamide; (4-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazin-3-yl}-phenyl)-(4-morpholin-4-yl-piperidin-1-yl)-methanone; 4-[1-(2,6-Dichloro-3-fluoro-phenyl)ethoxy]-6-pyrimidin-5-yl-pyridazin-3-ylamine; 4-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-6-[1-(tetrahydro-pyran-4-yl)-1H-pyrazol-4-yl]-pyridazin-3-ylamine; 4-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-6-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridazin-3-ylamine; 4-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-6-(6-morpholin-4-yl-pyridin-3-yl)-pyridazin-3-ylamine; 4-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-6-[6-(4-methyl-piperazin-1-yl)-pyridin-3-yl]-pyridazin-3-ylamine; 4-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-6-[4-(4-methyl-piperazin-1-yl)-phenyl]-pyridazin-3-ylamine; 6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazine-3-carboxylic acid pyridin-4-ylamide; 6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazine-3-carboxylic acid methylamide; 6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazine-3-carboxylic acid (tetrahydro-pyran-4-yl)-amide; 6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazine-3-carboxylic acid pyridin-3-ylamide; 6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridazine-3-carboxylic acid pyrimidin-5-ylamide. |
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