IP Library Granted Patent US 10,898,573
Granted Patent B1
US 10,898,573 · App. 17/064,915 · Granted Jan 26, 2021

Oxymetazoline compositions

Inventors: Tina deVries (Bridgewater, NJ); David Jacobs (Bernardsville, NJ)
Assignee: RVL Pharmaceuticals, Inc.
A61K47/02A61F9/0008A61K9/0048A61K31/4164A61K47/12A61K47/38
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Quick Facts
Patent No.
US 10,898,573
App. No.
17/064,915
Granted
Jan 26, 2021
Kind
B1
Abstract

The present disclosure is directed to compositions comprising oxymetazoline and methods of stabilizing oxymetazoline compositions for long term storage.

Claims (58)

1. An aqueous ophthalmic, sterile, preservative-free formulation comprising:

a) about 0.1 wt % oxymetazoline hydrochloride;

b) about 0.64 wt % sodium chloride;

c) about 0.075 wt % potassium chloride;

d) about 0.048 wt % calcium chloride;

e) about 0.03 wt % magnesium chloride;

f) about 0.39 wt % sodium acetate and about 0.17 wt % sodium citrate;

g) about 0.5 wt % hypromellose; and

wherein the aqueous ophthalmic formulation has a pH range from about 5.8 to about 6.8, and wherein the aqueous ophthalmic formulation has a viscosity of from about 15 cPs to about 35 cPs.

2. The ophthalmic formulation of claim 1 , wherein the 0.1 wt % oxymetazoline hydrochloride is equivalent to about 0.09 wt % of oxymetazoline free base.

3. The ophthalmic formulation of claim 1 , wherein the sodium acetate is sodium acetate trihydrate and the sodium citrate is sodium citrate dihydrate.

4. The ophthalmic formulation of claim 1 , wherein the formulation further comprises a pH adjuster.

5. The ophthalmic formulation of claim 4 , wherein the pH adjuster is hydrochloric acid.

6. The ophthalmic formulation of claim 1 , wherein the formulation has a pH range from about 6.3 to about 6.5.

7. The ophthalmic formulation of claim 1 , wherein the formulation further comprises water QS.

8. The ophthalmic formulation of claim 1 , wherein the formulation is aseptically prepared.

9. The ophthalmic formulation of claim 1 , wherein the formulation is stable at a temperature of from about 20° C. to about 30° C. and about 40% or 60% relative humidity for a period of at least 24 months.

10. The ophthalmic formulation of claim 1 , wherein the formulation has a viscosity of about 26 cPs.

11. The ophthalmic formulation of claim 1 , wherein the formulation is an eye drop.

12. The ophthalmic formulation of claim 1 , wherein the formulation is for topical application to the eye.

13. The ophthalmic formulation of claim 1 , wherein the calcium chloride is calcium chloride dihydrate and the magnesium chloride is magnesium chloride hexahydrate.

14. A single use container comprising the ophthalmic formulation of claim 1 .

15. A single use container comprising an aqueous ophthalmic, sterile, preservative-free formulation comprising:

a) about 0.1 wt % oxymetazoline hydrochloride;

b) about 0.64 wt % sodium chloride;

c) about 0.075 wt % potassium chloride;

d) about 0.048 wt % calcium chloride;

e) about 0.03 wt % magnesium chloride;

f) about 0.39 wt % sodium acetate and about 0.17 wt % sodium citrate;

g) about 0.5 wt % hypromellose;

h) a pH adjuster; and

i) water QS;

wherein the aqueous ophthalmic formulation has a pH range from about 5.8 to about 6.8, and wherein the aqueous ophthalmic formulation has a viscosity of from about 15 cPs to about 35 cPs.

16. The single use container of claim 15 , wherein the 0.1 wt % oxymetazoline hydrochloride is equivalent to about 0.09 wt % of oxymetazoline free base.

17. The single use container of claim 15 , wherein the sodium acetate is sodium acetate trihydrate and the sodium citrate is sodium citrate dihydrate.

18. The single use container of claim 15 , wherein the pH adjuster is hydrochloric acid.

19. The single use container of claim 15 , wherein the formulation has a pH range from about 6.3 to about 6.5.

20. The single use container of claim 15 , wherein the formulation is aseptically prepared.

21. The single use container of claim 15 , wherein the formulation is stable at a temperature of from about 20° C. to about 30° C. and about 40% or 60% relative humidity for a period of at least 24 months.

22. The single use container of claim 15 , wherein the formulation has a viscosity of about 26 cPs.

23. The single use container of claim 15 , wherein volume of the container is about 0.5 mL.

24. The single use container of claim 15 , wherein the fill of the container is about 0.3 mL.

25. The single use container of claim 15 , wherein the container is a low density polyethylene container.

26. The single use container of claim 15 , wherein the container is in a foil pouch.

27. The single use container of claim 15 , wherein the container is in child resistant packaging.

28. The single use container of claim 15 , wherein the container delivers about 0.035 mg of oxymetazoline hydrochloride per drop.

29. The single use container of claim 15 , wherein the calcium chloride is calcium chloride dihydrate and the magnesium chloride is magnesium chloride hexahydrate.

30. An aqueous ophthalmic, sterile, preservative-free formulation consisting of:

a) about 0.1 wt % oxymetazoline hydrochloride;

b) about 0.64 wt % sodium chloride;

c) about 0.075 wt % potassium chloride;

d) about 0.048 wt % calcium chloride;

e) about 0.03 wt % magnesium chloride;

f) about 0.39 wt % sodium acetate and about 0.17 wt % sodium citrate;

g) about 0.5 wt % hypromellose;

h) a pH adjuster; and

i) water QS;

wherein the aqueous ophthalmic formulation has a pH range from about 5.8 to about 6.8, wherein the aqueous ophthalmic formulation has a viscosity of from about 15 cPs to about 35 cPs and wherein the formulation is stable at a temperature of about 25° C. for 24 months.

Assignments (8)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT REEL 057787, FRAME 0507 Recorded Nov 27, 2023
From: ATHYRIUM OPPORTUNITIES IV ACQUISITION LP, AS ADMINISTRATIVE AGENT
To: RVL PHARMACEUTICALS, INC.
Reel/Frame 065676/0610 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Nov 27, 2023
From: RVL PHARMACEUTICALS, INC.
To: ATHYRIUM OPPORTUNITIES IV ACQUISITION LP, AS ADMINISTRATIVE AGENT
Reel/Frame 065676/0617 →
RELEASE OF SECURITY INTEREST Recorded Oct 15, 2021
From: CIT BANK, N.A.
To: RVL PHARMACEUTICALS, INC.
Reel/Frame 057801/0484 →
RELEASE OF PATENT SECURITY AGREEMENTS Recorded Oct 15, 2021
From: CIT BANK, N.A., AS COLLATERAL AGENT
To: RVL PHARMACEUTICALS, INC.
Reel/Frame 057819/0436 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Oct 12, 2021
From: RVL PHARMACEUTICALS, INC.
To: ATHYRIUM OPPORTUNITIES IV ACQUISITION LP, AS ADMINISTRATIVE AGENT
Reel/Frame 057787/0507 →
SECURITY INTEREST Recorded Jan 25, 2021
From: RVL PHARMACEUTICALS, INC.
To: CIT BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 055015/0762 →
CHANGE OF NAME Recorded Oct 7, 2020
From: REVITALID, INC.
To: RVL PHARMACEUTICALS, INC.
Reel/Frame 054005/0623 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 7, 2020
From: DEVRIES, TINA; JACOBS, DAVID
To: REVITALID, INC.
Reel/Frame 054000/0603 →
Continuity (3)
Continuation 16715998 · Dec 16, 2019
Provisional Application 62844069 · May 6, 2019
Provisional Application 62843819 · May 6, 2019