IP Library Granted Patent US 10,086,011
Granted Patent B2
US 10,086,011 · App. 15/670,283 · Granted Oct 2, 2018

Combination formulation of two antiviral compounds

Inventors: Eric Gorman (San Francisco, CA); Erik Mogalian (San Francisco, CA); Reza Oliyai (Burlingame, CA); Dimitrios Stefanidis (Saratoga, CA); Lauren Wiser (San Francisco, CA); Vahid Zia (Palo Alto, CA)
Assignee: Gilead Pharmasset LLC
A61K31/7072A61K31/4188
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Quick Facts
Patent No.
US 10,086,011
App. No.
15/670,283
Granted
Oct 2, 2018
Kind
B2
Abstract

Disclosed are pharmaceutical compositions comprising Compound I, having the formula: and an effective amount of sofosbuvir wherein the sofosbuvir is substantially crystalline. Also disclosed are methods of use for the pharmaceutical composition.

Claims (34)

1. A method of treating hepatitis C in a human patient in need thereof comprising administering to the patient a therapeutically effective amount of a pharmaceutical composition, wherein the pharmaceutical composition comprises:

a) from about 1% to about 25% w/w of a solid dispersion comprising Compound I dispersed within a polymer matrix formed by copovidone, wherein the weight ratio of Compound I to copovidone in the solid dispersion is about 1:1 and wherein Compound I is substantially amorphous having the formula:

b) from about 35% to about 45% w/w of substantially crystalline sofosbuvir having the formula:

c) from about 30% to about 40% w/w of microcrystalline cellulose;

d) from about 1% to about 5% w/w of croscarmellose sodium; and

e) from about 0.5% to about 2.5% w/w of magnesium stearate.

2. The method of claim 1 , wherein the crystalline sofosbuvir has XRPD 2θ-reflections at about: 6.1 and 12.7° 2θ±0.2.

3. The method of claim 1 , wherein the crystalline sofosbuvir has XRPD 2θ-reflections at about: 6.1, 20.1, and 20.8° 2θ±0.2.

4. The method of claim 1 , wherein the pharmaceutical composition comprises about 40% w/w of sofosbuvir.

5. The method of claim 1 , wherein the pharmaceutical composition comprises about 20% w/w of the solid dispersion.

6. The method of claim 1 , wherein the pharmaceutical composition comprises about 35.5% w/w of microcrystalline cellulose.

7. The method of claim 1 , wherein the pharmaceutical composition comprises about 3% w/w of croscarmellose sodium.

8. The method of claim 1 , wherein the pharmaceutical composition comprises about 1.5% w/w of magnesium stearate.

9. The method of claim 1 , wherein the pharmaceutical composition is administered for about 12 weeks.

10. A method of treating hepatitis C in a human patient in need thereof comprising administering to the patient a therapeutically effective amount of a pharmaceutical composition, wherein the pharmaceutical composition comprises:

a) about 20% w/w of a solid dispersion comprising Compound I dispersed within a polymer matrix formed by copovidone, wherein the weight ratio of Compound I to copovidone in the solid dispersion is about 1:1 and wherein Compound I is substantially amorphous having the formula:

b) about 40% w/w of substantially crystalline sofosbuvir having the formula:

c) about 35.5% w/w of microcrystalline cellulose;

d) about 3% w/w of croscarmellose sodium; and

e) about 1.5% w/w of magnesium stearate.

11. The method of claim 10 , wherein the crystalline sofosbuvir has XRPD 2θ-reflections at about: 6.1 and 12.7° 2θ±0.2.

12. The method of claim 10 , wherein the crystalline sofosbuvir has XRPD 2θ-reflections at about: 6.1, 20.1, and 20.8° 2θ±0.2.

13. The method of claim 10 , wherein the pharmaceutical composition is administered for about 12 weeks.

14. A method of treating hepatitis C in a human patient in need thereof comprising administering to the patient a pharmaceutical composition, wherein the pharmaceutical composition comprises:

a) about 200 mg of a solid dispersion comprising Compound I dispersed within a polymer matrix formed by copovidone, wherein the weight ratio of Compound I to copovidone in the solid dispersion is about 1:1 and wherein Compound I is substantially amorphous having the formula:

b) about 400 mg of substantially crystalline sofosbuvir having the formula:

c) about 355 mg of microcrystalline cellulose;

d) about 30 mg of croscarmellose sodium; and

e) about 15 mg of magnesium stearate.

15. The method of claim 14 wherein the pharmaceutical composition is in the form of a tablet comprising a film coating.

16. The method of claim 15 , wherein the film coating is a polyvinylalcohol-based coating.

17. The method of claim 14 , wherein the crystalline sofosbuvir has XRPD 2θ-reflections at about: 6.1 and 12.7° 2θ±0.2.

18. The method of claim 14 , wherein the crystalline sofosbuvir has XRPD 2θ-reflections at about: 6.1, 20.1, and 20.8° 2θ±0.2.

19. The method of claim 14 , wherein the pharmaceutical composition is administered for about 12 weeks.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 30, 2022
From: GILEAD PHARMASSET LLC
To: GILEAD SCIENCES, INC.
Reel/Frame 060219/0085 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2017
From: GORMAN, ERIC; MOGALIAN, ERIK; OLIYAI, REZA; STEFANIDIS, DIMITRIOS; WISER, LAUREN; ZIA, VAHID
To: GILEAD PHARMASSET LLC
Reel/Frame 043359/0628 →
Continuity (6)
Division 15282128 · Sep 30, 2016
Continuation 14168340 · Jan 30, 2014
Provisional Application 61907308 · Nov 21, 2013
Provisional Application 61898690 · Nov 1, 2013
Provisional Application 61870712 · Aug 27, 2013
Related Publication 20180021362A1 · Jan 25, 2018
Cited By (1)
US 12,458,656