Tyrosine kinase inhibitors

View Patent ↗

Loading inventors, assignments & file history…

Monitor This Case

Get email alerts when status or documents change.

Order Certified Copies

Most orders are placed with the USPTO same day — all within 24 business hours.

Order via The Patent Place →

Pre-filled with this patent's details

Quick Facts

Patent No.: US 7,262,199
App. No.: 10/537,758
Granted: Aug 28, 2007
Kind: B2

External Links

USPTO Patent Center↗ Full Patent PDF↗

Abstract

The present invention relates to compounds which inhibit, regulate and/or modulate tyrosine kinase signal transduction, compositions which contain these compounds, and methods of using them to treat tyrosine kinase-dependent diseases and conditions, such as angiogenesis, cancer, tumor growth, atherosclerosis, age related macular degeneration, diabetic retinopathy, macular edema, retinal ischemia, inflammatory diseases, and the like in mammals.

Claims (50)

1. A compound selected from:

1-phenyl-N-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]methanamine;

N-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]-N-propylamine;

N-(2-methoxyethyl)-N-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]butan-1-amine;

N-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]cyclopropanamine;

2-methoxy-N-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]ethanamine;

1-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenyl]-N-(pyridin-3-ylmethyl)methanamine;

1-(3-{[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]amino}propyl)pyrrolidin-2-one;

1-(1-benzylpyrrolidin-3-yl)-N-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]methanamine;

6-(4-{[4-(methylsulfonyl)piperazin-1-yl]methyl}phenyl)-3-phenylpyrazolo[1,5-a]pyrimidine;

1-[3-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenyl]-N-(pyridin-3-ylmethyl)methanamine;

N-3-[3-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]-beta-alaninamide;

1-phenyl-N-[3-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]methanamine;

N-[3-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)benzyl]-N-propylamine;

6-[4-(3-morpholin-4-ylpropyl)phenyl]-3-phenylpyrazolo[1,5-a]pyrimidine;

3-phenyl-6-[4-(3-piperidin-1-ylpropyl)phenyl]pyrazolo[1,5-a]pyrimidine;

N-1-ethyl-N-2-dimethyl-N-1-{3-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenyl]propyl}ethane-1,2-diamine;

N-[2-(dimethylamino)ethyl]-1-{3-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenyl]propyl}-D-prolinamide;

N-[2-(dimethylamino)ethyl]-1-{3-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenyl]propyl}-L-prolinamide;

6-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3-phenylpyrazolo[1,5-a]pyrimidine;

3-phenyl-6-[4-(piperazin-1-ylcarbonyl)phenyl]pyrazolo[1,5-a]pyrimidine;

4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)-N-pyrrolidin-3-ylbenzamide;

6-{4-[3-(4-methylpiperazin-1-yl)-3-oxopropyl]phenyl}-3-phenylpyrazolo[1,5-a]pyrimidine;

6-[4-(3-oxo-3-piperazin-1-ylpropyl)phenyl]-3-phenylpyrazolo[1,5-a]pyrimidine;

3-[4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenyl]-N-pyrrolidin-3-ylpropanamide;

N-[2-(dimethylamino)ethyl]-4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)thiophene-2-carboxamide;

4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)-N-(pyridin-3-ylmethyl)thiophene-2-carboxamide;

N-(2-methoxyethyl)-4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)thiophene-2-carboxamide;

N-(3-morpholin-4-ylpropyl)-4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)thiophene-2-carboxamide;

N-[3-(dimethylamino)-2,2-dimethylpropyl]-4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)thiophene-2-carboxamide;

N-[2-(diethylamino)ethyl]-4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)thiophene-2-carboxamide;

N-[3-(1H-imidazol-1-yl)propyl]-4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)thiophene-2-carboxamide;

4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)-N-(2-pyridin-3-ylethyl)thiophene-2

N-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)thiophene-2-carboxamide;

N-[(1-ethylpyrrolidin-3-yl)methyl]-4-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)thiophene-2-carboxamide;

N-[2-(dimethylamino)ethyl]-6-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)pyridine-2-carboxamide; and

N-(2-aminoethyl)-6-(3-phenylpyrazolo[1,5-a]pyrimidin-6-yl)pyridine-2-carboxamide;