IP Library › Granted Patent US 8,293,909
Granted Patent B2
US 8,293,909 · App. 12/720,182 · Granted Oct 23, 2012

Compounds for the treatment of hepatitis C

Assignee: Bristol-Myers Squibb Company
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Quick Facts
Patent No.
US 8,293,909
App. No.
12/720,182
Granted
Oct 23, 2012
Kind
B2
Abstract

The disclosure provides compounds of formula I, II, III, IV, and V, including their salts, as well as compositions and methods of using the compounds. The compounds have activity against hepatitis C virus (HCV) and may be useful in treating those infected with HCV.

Claims (17)

1. A compound

selected from the group consisting of

Methyl 5-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-5-yl)-2-methoxy-6-methylnicotinate;

5-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-5-yl)-2-methoxy-6-methylnicotinic acid;

4-fluoro-2-(4-fluorophenyl)-5-(6-methoxy-2-methyl-5-(1-phenylcyclopropylcarbamoyl)pyridin-3-yl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-2-(4-fluorophenyl)-5-(6-methoxy-2-methyl-5-(1-(pyridin-2-yl)cyclopropylcarbamoyl)pyridin-3-yl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide;

5-(6-(difluoromethoxy)-2-methyl-5-(1-phenylcyclopropylcarbamoyl)pyridin-3-yl)-4-fluoro-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide;

5-(6-(difluoromethoxy)-2-methyl-5-(1-(pyridin-2-yl)cyclopropylcarbamoyl)pyridin-3-yl)-4-fluoro-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-2-(4-fluorophenyl)-N-methyl-5-(2-methyl-5-(1-(pyrimidin-2-yl)cyclopropyl carbamoyl)-6-((tetrahydro-2H-pyran-4-yl)methoxy)pyridin-3-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-2-(4-fluorophenyl)-N-methyl-5-(2-methyl-5-(1-(pyridin-2-yl)cyclopropylcarbamoyl)-6-((tetrahydro-2H-pyran-4-yl)methoxy)pyridin-3-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-2-(4-fluorophenyl)-5-(5-(1-(4-fluoropyridin-2-yl)cyclopropylcarbamoyl)-6-methoxy-2-methylpyridin-3-yl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-2-(4-fluorophenyl)-5-(4-methoxy-2-methyl-5-(1-(pyrazin-2-yl)cyclopropylcarbamoyl)phenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-2-(4-fluorophenyl)-5-(5-(1-(4-hydroxypyrimidin-2-yl)cyclopropylcarbamoyl)-4-methoxy-2-methylphenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide; and

4-fluoro-2-(4-fluorophenyl)-5-(5-(1-(4-hydroxypyrimidin-2-yl)cyclopropylcarbamoyl)-4-methoxy-2-methylphenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide;

or a pharmaceutically acceptable salt thereof.

2. A composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

3. A method of treating hepatitis C infection comprising administering a therapeutically effective amount of a compound of claim 1 to a patient.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 25, 2010
From: PRACITTO, RICHARD; KADOW, JOHN F.; BENDER, JOHN A.; BENO, BRETT R.; GRANT-YOUNG, KATHARINE A.; HAN, YING; HEWAWASAM, PIYASENA; NICKEL, ANDREW; PARCELLA, KYLE E.; YEUNG, KAP-SUN; CHUPAK, LOUIS S.
To: BRISTOL-MYERS SQUIBB COMPANY
Reel/Frame 024141/0384 →
Continuity (3)
Continuation In Part 12549983 · Aug 28, 2009
Provisional Application 61096004 · Sep 11, 2008
Related Publication 20100184800A1 · Jul 22, 2010