IP Library Granted Patent US 9,394,331
Granted Patent B2
US 9,394,331 · App. 14/332,255 · Granted Jul 19, 2016

2′-spiro-nucleosides and derivatives thereof useful for treating hepatitis C virus and dengue virus infections

Inventors: Jinfa Du (New Hope, PA); Michael Joseph Sofia (Doylestown, PA)
Assignee: Gilead Pharmasset LLC
C07H19/207A61K31/706A61K31/708A61K31/7052A61K31/7064A61K31/7076A61K45/06C07H19/06C07H19/10C07H19/16C07H19/20C07H23/00
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Quick Facts
Patent No.
US 9,394,331
App. No.
14/332,255
Granted
Jul 19, 2016
Kind
B2
Abstract

Disclosed herein are 2′-spiro-nucleosides and derivatives thereof useful for treating a subject infected by hepatitis C virus or dengue virus.

Claims (46)

1. A method of treating a hepatitis C virus infection in a subject in need thereof, comprising administering to the subject an effective amount of the compound:

or a stereoisomer, salt, metabolite or deuteride thereof.

2. The method of claim 1 , wherein the hepatitis C virus is of genotype 1b.

3. The method of claim 1 , wherein the compound is administered by suppository administration.

4. The method of claim 1 , wherein the compound is administered orally.

5. The method of claim 4 , wherein the compound is administered in the form of a tablet, capsule, solution, emulsion, syrup or a suspension.

6. The method of claim 4 , wherein the compound is administered at a daily dosage of from about 0.01 gm to about 1 gm.

7. The method of claim 1 , wherein the method further comprises administering an effective amount of another antiviral agent.

8. The method of claim 7 , wherein the another antiviral agent is a NS3 protease inhibitor, NS4 inhibitor, NS5A inhibitor or NS5B inhibitor.

9. The method of claim 8 , wherein the another antiviral agent is a NS3 protease inhibitor.

10. The method of claim 7 , wherein the compound and the another antiviral agent are formulated in same dosage form or separate dosage forms.

11. The method of claim 7 , wherein the administering of the compound and the another antiviral agent is concurrent or alternative.

12. A method of treating a hepatitis C virus infection in a subject in need thereof, comprising administering to the subject an effective amount of the compound:

or a stereoisomer, salt, metabolite or deuteride thereof.

13. The method of claim 12 , wherein the hepatitis C virus is of genotype 1b.

14. The method of claim 12 , wherein the compound is administered by suppository administration.

15. The method of claim 12 , wherein the compound is administered orally.

16. The method of claim 15 , wherein the compound is administered in the form of a tablet, capsule, solution, emulsion, syrup or a suspension.

17. The method of claim 15 , wherein the compound is administered at a daily dosage of from about 0.01 gm to about 1 gm.

18. The method of claim 12 , wherein the method further comprises administering an effective amount of another antiviral agent.

19. The method of claim 18 , wherein the another antiviral agent is a NS3 protease inhibitor, NS4 inhibitor, NS5A inhibitor or NS5B inhibitor.

20. The method of claim 19 , wherein the another antiviral agent is a NS3 protease inhibitor.

21. The method of claim 18 , wherein the compound and the another antiviral agent are formulated in same dosage form or separate dosage forms.

22. The method of claim 18 , wherein the administering of the compound and the another antiviral agent is concurrent or alternative.

23. A method of treating a dengue virus infection in a subject in need thereof, comprising administering to the subject an effective amount of the compound:

or a stereoisomer, salt, metabolite or deuteride thereof.

24. The method of claim 23 , wherein the compound is administered by suppository administration.

25. The method of claim 23 , wherein the compound is administered orally.

26. The method of claim 25 , wherein the compound is administered in the form of a tablet, capsule, solution, emulsion, syrup or a suspension.

27. The method of claim 25 , wherein the compound is administered at a daily dosage of from about 0.01 gm to about 1 gm.

28. The method of claim 23 , wherein the method further comprises administering an effective amount of another antiviral agent.

29. The method of claim 28 , wherein the compound and the another antiviral agent are formulated in same dosage form or separate dosage forms.

30. The method of claim 28 , wherein the administering of the compound and the another antiviral agent is concurrent or alternative.

31. A method of treating a dengue virus infection in a subject in need thereof, comprising administering to the subject an effective amount of the compound:

or a stereoisomer, salt, metabolite or deuteride thereof.

32. The method of claim 31 , wherein the compound is administered by suppository administration.

33. The method of claim 31 , wherein the compound is administered orally.

34. The method of claim 33 , wherein the compound is administered in the form of a tablet, capsule, solution, emulsion, syrup or a suspension.

35. The method of claim 33 , wherein the compound is administered at a daily dosage of from about 0.01 gm to about 1 gm.

36. The method of claim 31 , wherein the method further comprises administering an effective amount of another antiviral agent.

37. The method of claim 36 , wherein the compound and the another antiviral agent are formulated in same dosage form or separate dosage forms.

38. The method of claim 36 , wherein the administering of the compound and the another antiviral agent is concurrent or alternative.

39. A compound of formula:

or a stereoisomer, salt, metabolite or deuteride thereof.

40. A compound of formula:

or a stereoisomer, salt, metabolite or deuteride thereof.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 30, 2022
From: GILEAD PHARMASSET LLC
To: GILEAD SCIENCES, INC.
Reel/Frame 060218/0851 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2014
From: DU, JINFA; SOFIA, MICHAEL JOSEPH
To: PHARMASSET, INC.
Reel/Frame 033590/0403 →
CHANGE OF NAME Recorded Aug 22, 2014
From: PHARMASSET, INC.
To: GILEAD PHARMASSET LLC
Reel/Frame 033593/0171 →
Continuity (3)
Continuation 13307256 · Nov 30, 2011
Provisional Application 61417946 · Nov 30, 2010
Related Publication 20150018300A1 · Jan 15, 2015