IP Library Granted Patent US 11,566,041
Granted Patent B2
US 11,566,041 · App. 17/835,828 · Granted Jan 31, 2023

Nucleotide prodrug compounds

Inventor: Lin Zhi (Austin, TX)
Assignee: LIGAND PHARMACEUTICALS, INC.
C07H17/00A61K31/706A61P31/12
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Quick Facts
Patent No.
US 11,566,041
App. No.
17/835,828
Granted
Jan 31, 2023
Kind
B2
Abstract

Provided herein are nucleotide prodrug compounds, their preparation and their uses, such as treating diseases or conditions of a viral infection.

Claims (24)

1. A compound of Formula I:

wherein:

R 1 is selected from the group consisting of H, an optionally substituted C 1 -C 15 alkyl, an optionally substituted C 3 -C 15 cycloalkyl, and an optionally substituted C 2 -C 15 alkenyl;

R 2 is selected from the group consisting of halogen, an optionally substituted alkyl, and an optionally substituted alkyloxy;

R 3 is selected from the group consisting of H, an optionally substituted acyl, and C-carboxy;

R 4 is selected from the group consisting of H, an optionally substituted acyl, C-amido, and C-carboxy; and

n is 0, 1, 2, or 3;

or a stereoisomer or pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , wherein n is 1.

3. The compound of claim 1 , wherein n is 0.

4. The compound of claim 1 , wherein R 3 is H.

5. The compound of claim 1 , wherein R 1 is an optionally substituted C 1 -C 15 alkyl.

6. The compound of claim 5 , wherein R 1 is an unsubstituted C 1 -C 6 alkyl.

7. The compound of claim 6 , wherein R 1 is ethyl.

8. The compound of claim 6 , wherein R 1 is n-propyl.

9. The compound of claim 6 , wherein R 1 is i-propyl.

10. The compound of claim 6 , wherein R 1 is methyl.

11. The compound of claim 1 , wherein R 4 is C-carboxy.

12. The compound of claim 1 , wherein R 4 is acyl.

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

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

15. The method of claim 14 , wherein the subject is a mammal.

16. The method of claim 15 , wherein the mammal is a human.

17. The method of claim 14 , further comprising administering one or more additional therapeutic agents.

Assignments (2)
SECURITY INTEREST Recorded Oct 18, 2023
From: CYDEX PHARMACEUTICALS, INC.; LIGAND PHARMACEUTICALS INCORPORATED; METABASIS THERAPEUTICS, INC.; PFENEX INC.
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 065271/0025 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 30, 2022
From: ZHI, LIN
To: LIGAND PHARMACEUTICALS, INC.
Reel/Frame 061277/0799 →