IP Library Granted Patent US 7,645,881
Granted Patent B2
US 7,645,881 · App. 11/180,779 · Granted Jan 12, 2010

Methods for treating hepatitis C

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Quick Facts
Patent No.
US 7,645,881
App. No.
11/180,779
Granted
Jan 12, 2010
Kind
B2
Abstract

In accordance with the present invention, compounds that can inhibit viral replication, preferably Hepatitis C Virus (HCV) replication, have been identified, and methods for their use provided. In one aspect of the invention, compounds useful in the treatment or prevention of a viral infection are provided. In another aspect of the invention, compounds useful in the treatment or prevention of HCV infection are provided.

Claims (52)

1. A compound having the following formula:

wherein:

X is:

an amino;

Y is:

an oxadiazolyl substituted with:

a C 6 aryl optionally substituted with:

an alkoxy,

a halogen, or

a C 1 to C 6 alkyl; or

a 5- or 6-membered heteroaryl optionally substituted with:

an alkoxy,

a halogen, or

a C 1 to C 6 alkyl;

R is:

a haloalkyl;

a C 1 to C 6 alkyl optionally substituted with hydroxyl;

R 1 is:

a C 6 aryl;

a C 1 to C 6 alkyl;

a OCOR f where R f is a 5- or 6-membered heterocycle;

an alkoxy optionally substituted with an amino, wherein the amino is optionally substituted with one or two C 1 to C 6 alkyls, where the alkyls are optionally substituted with an amino optionally substituted with one or two C 1 to C 6 alkyls;

an alkoxy optionally substituted with a 5 to 8 membered heterocycle optionally substituted with a C 1 to C 6 alkyl, which is optionally substituted with:

an alkoxy; or

an amino, optionally substituted with one or two C 1 to C 6 alkyls;

R 2 is:

a C 1 to C 6 alkyl;

a 5- or 6-membered heterocycle;

an amino optionally substituted with a C 1 to C 6 alkyl;

or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , wherein Y is

an oxadiazolyl substituted with:

a C 6 aryl optionally substituted with:

an alkoxy,

a halogen, or

a C 1 to C 6 alkyl, or

a 5- or 6-membered heteroaryl optionally substituted with a C 6 aryl optionally substituted with a halogen.

3. The compound of claim 1 , wherein R, R 1 and R 2 are independently C 1 to C 6 alkyl.

4. The compound of claim 3 , wherein said C 1 to C 6 alkyl in R, R 1 and R 2 is independently a methyl or an ethyl.

5. The compound of claim 1 , wherein R 1 is selected from the group consisting of

a C 1 to C 6 alkyl; and

an alkoxy optionally substituted with an amino, wherein the amino is optionally substituted with one or two C 1 to C 6 alkyls, where the alkyls are optionally substituted with an amino optionally substituted with one or two C 1 to C 6 alkyls; and

an alkoxy optionally substituted with a 5 to 8 membered heterocycle optionally substituted with a C 1 to C 6 alkyl, which is optionally substituted with:

an amino, optionally substituted with one or two C 1 to C 6 alkyls.

6. The compound of claim 1 , wherein said compound is selected from the group consisting of:

or a pharmaceutically acceptable salt thereof.

7. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof together with a pharmaceutically acceptable excipient.

8. A pharmaceutical composition comprising a compound of claim 2 , or a pharmaceutically acceptable salt thereof, together with a pharmaceutically acceptable excipient.

9. A pharmaceutical composition comprising a compound of claim 6 , or a pharmaceutically acceptable salt thereof, together with a pharmaceutically acceptable excipient.

10. A method of treating Hepatitis C viral infection in a subject in need thereof comprising administering an effective amount of a compound of claim 1 to the subject.

11. A method of treating Hepatitis C viral infection in a subject in need thereof comprising administering an effective amount of a compound of claim 2 to the subject.

12. A method of treating Hepatitis C viral infection in a subject in need thereof comprising administering an effective amount of a compound of claim 6 to the subject.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Jul 14, 2020
From: MIDCAP FINANCIAL TRUST, AS AGENT
To: PTC THERAPEUTICS, INC.
Reel/Frame 053209/0872 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCLUSION OF 6420591,6583309,6503713, 5843995,7029846,7056656, 6468969,6486305,6630294, 6989256,6627398,8247167, 9017935 PREVIOUSLY RECORDED ON REEL 042418 FRAME 0774. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Aug 24, 2017
From: PTC THERAPEUTICS, INC.
To: MIDCAP FINANCIAL TRUST, AS AGENT
Reel/Frame 043672/0096 →
SECURITY INTEREST Recorded May 8, 2017
From: PTC THERAPEUTICS, INC.
To: MIDCAP FINANCIAL TRUST, AS AGENT
Reel/Frame 042418/0774 →