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US 7,071,332 B2Granted
Indolinone derivatives as protein kinase/phosphatase inhibitors
AssigneeSugen, Inc.
InventorsPeng Cho Tang, G. Davis Harris, Xiaoyuan Li
Life of this patent
Estimating the term…
Abstract
The present invention relates to certain 2-indolinone compounds which modulate the activity of protein kinases (“PKs”) and phosphatases. The compounds of this invention are therefore useful in treating disorders related to abnormal PK activity. Pharmaceutical compositions comprising these compounds, methods of treating diseases utilizing pharmaceutical compositions comprising these compounds and methods of preparing them are also disclosed.
Claims7
A compound having a structure set forth in formula (I):
- wherein:
- (a) R4–R6, and R8–R10 are hydrogen;
- (b) R1, R2, and R3 are each independently selected from the group consisting of hydrogen, halogen, carboxylic acid, optionally substituted ester, optionally substituted amide, optionally substituted alkyl, optionally substituted alkoxy, trihalomethyl, optionally substituted aryl, and optionally substituted heteroaryl;
- and
- (c) R7 is selected from the group consisting of lower alkyl substituted with a morpholinyl ring, a pyrrolidinyl ring or dialkylamino and lower alkoxy substituted with a morpholinyl ring, a pyrrolidinyl ring or dialkylamino;
- or a pharmaceutically acceptable salt thereof.
3 more elements
A compound selected from the group consisting of:
- 3-[5-(3-diethylamino-propyl)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 5-bromo-3-[5-(3-diethylamino-propyl)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(3-diethylamino-propyl)-1H-indol-2-ylmethylene]-6-phenyl-1,3-dihydro-indol-2-one,
- 3-[5-(3-diethylamino-propyl)-1H-indol-2-ylmethylene]-5-phenyl-1,3-dihydro-indol-2-one,
- 3-[5-(2-dimethylamino-ethoxy)-1H-indol-2-ylmethylene]-5-phenyl-1,3-dihydro-indol-2-one,
- 5-phenyl-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one
- 5-bromo-3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-6-phenyl-1,3-dihydro-indol-2-one,
- 3-[5-(2-dimethylamino-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 5-bromo-3-[5-(2-dimethylamino-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(2-dimethylamino-ethoxy)-1H-indol-2-ylmethylene]-6-phenyl-1,3-dihydro-indol-2-one,
- 3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 5-bromo-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 6-phenyl-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(2-diethylamino-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 5-bromo-3-[5-(2-diethylamino-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(2-diethylamino-ethoxy)-1H-indol-2-ylmethylene]-6-phenyl-1,3-dihydro-indol-2-one,
- 3-[5-(2-diethylamino-ethoxy)-1H-indol-2-ylmethylene]-5-phenyl-1,3-dihydro-indol-2-one,
- 3-[5-(3-diethylamino-propyl)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 5-bromo-3-[5-(3-diethylamino-propyl)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(3-diethylamino-propyl)-1H-indol-2-ylmethylene]-6-phenyl-1,3-dihydro-indol-2-one,
- 3-[5-(3-diethylamino-propyl)-1H-indol-2-ylmethylene]-5-phenyl-1,3-dihydro-indol-2-one,
- 3-[5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 2-oxo-3-[5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-ylmethylene]-2,3-dihydro-1H-indol-5-carboxylic acid,
- 2-oxo-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-2,3-dihydro-1H-indole-5-carboxylic acid,
- 2-oxo-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-2,3-dihydro-1H-indole-6-carboxylic acid,
- 4-(2-hydroxy-ethyl)-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 6-pyridin-3-yl-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 6-(4-methoxy-phenyl)-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 6-(3-methoxy-phenyl)-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 6-(2-methoxy-phenyl)-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 6-(4-fluoro-phenyl)-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid,
- 3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid,
- 3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-5-phenyl-1,3-dihydro-indol-2-one,
- 4-(2-hydroxy-ethyl)-3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-6-pyridin-3-yl-1,3-dihydro-indol-2-one,
- 6-(4-methoxy-phenyl)-3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 6-(3-methoxy-phenyl)-3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- 6-(2-methoxy-phenyl)-3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one,
- and 6-(4-fluoro-phenyl)-3-[5-(2-morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-1,3-dihydro-indol-2-one;
- or a pharmaceutically acceptable salt thereof.
40 more elements
Dependencies are inferred from the claim text.