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US 7,732,613 B2Granted
Met kinase inhibitors
AssigneeBristol-Myers Squibb Company
InventorKyoung S. Kim
Life of this patent
Estimating the term…
Abstract
The present invention is directed to compounds that are useful for treating cancer having one of the following Formulas:
Claims11
A compound having the following Formula I, II or III:
- wherein:
- X is —CR12;
- B is O;
- A is —CRd;
- D is —CRe;
- l is 0 to 6;
- n is 1;
- each R1 is independently H, halogen, cyano, NO2, OR13, NR14R15 alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, arylalkyl, substituted arylalkyl, heterocycloalkyl, or substituted heterocycloalkyl;
- R3, R3b, R4, R4a, R4b, R9, Rd and Re are independently H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, —CN, hydroxyl, halo, amino, alkylthio, alkoxy, aryl, heterocycloalkyl, aralkyl, alkylaryl, aminoalkylamino, or alkylaminoalkoxy;
- R3a is H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, —CN, hydroxyl, amino, alkylthio, alkoxy, aryl, heterocycloalkyl, aralkyl, alkylaryl, aminoalkylamino, or alkylaminoalkoxy;
- R5, R6, R7, R8 and R12 are independently H, halogen, NO2, cyano, —OR13, —NR14R15, —CO2R16, —C(O)NR14R15, —SO2R16, —SO2NR14R15, —NR14SO2R15, —NR14C(O)R15, —NR14CO2R15, —CO(CH2)1R15, —CONH(CH2)1R16, alkylaminoalkyl, alkylaminoalkynyl, C1 to C6 alkyl, substituted C1 to C6 alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, hydroxyalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, arylalkyl, substituted arylalkyl, heterocycloalkyl, or substituted heterocycloalkyl;
- R11 is H, C1 to C6 alkyl, substituted C1 to C6 alkyl, C3 to C7 cycloalkyl, substituted C3 to C7 cycloalkyl, —OR13, aryl, substituted aryl, heteroaryl, substituted C5 to C14 heteroaryl, arylalkyl, substituted arylalkyl, heteroarylalkyl, substituted heteroarylalkyl, heterocycloalkyl, substituted heterocycloalkyl, heterocycloalkylalkyl or substituted heterocycloalkylalkyl;
- Ra, R13, R14, R15 and R16 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, heteroaryl, substituted heteroaryl, heterocycloalkyl, or substituted heterocycloalkyl;
- Rb and Rc are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocycloalkyl, substituted heterocycloalkyl or taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms.
11 more elements
A compound selected from the group consisting of:
- N-(4-(6,7-Dimethoxyquinolin-4-yloxy)-3-fluorophenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide;
- N-(3-Fluoro-4-(7-hydroxy-6-methoxyquinolin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide;
- N-(3-Fluoro-4-(6-methoxy-7-(piperidin-4-ylmethoxy)quinolin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide;
- N-(3-Fluoro-4-(6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinolin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide;
- N-(4-(6,7-Dimethoxyquinolin-4-yloxy)-3-fluorophenyl)-6-(4-fluorophenyl)picolin-N-oxide-amide;
- and
- 5-Benzyl-N-(4-(6,7-dimethoxyquinolin-4-yloxy)-3-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamide.
4 more elements
Dependencies are inferred from the claim text.