IP Library Granted Patent US 11,103,482
Granted Patent B2
US 11,103,482 · App. 17/154,676 · Granted Aug 31, 2021

Oxymetazoline compositions

Inventors: Tina deVries (Bridgewater, NJ); David Jacobs (Bernardsville, NJ)
Assignee: RVL Pharmaceuticals, Inc.
A61K31/4164A61F9/0008A61K9/0048A61K47/02A61K47/12A61K47/38A61P27/02
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Quick Facts
Patent No.
US 11,103,482
App. No.
17/154,676
Granted
Aug 31, 2021
Kind
B2
Abstract

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

Claims (29)

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

a) about 0.1 wt % oxymetazoline hydrochloride;

b) tonicity modifiers comprising sodium chloride, potassium chloride, calcium chloride, and magnesium chloride;

c) about 0.5 wt % to about 1.0 wt % of hypromellose or sodium carboxymethyl cellulose;

d) sodium acetate and sodium citrate;

e) hydrochloric acid; and

f) 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 15 cPs to 35 cPs, and

wherein the aqueous ophthalmic formulation has an osmolality of from about 290 to about 365 mOsm/kg.

2. The single use container of claim 1 , wherein the tonicity modifier comprises about 0.64 wt % of sodium chloride, about 0.075 wt % of potassium chloride, about 0.048 wt % of calcium chloride, and about 0.03 wt % of magnesium chloride.

3. The single use container of claim 1 , wherein the calcium chloride is calcium chloride dihydrate and the magnesium chloride is magnesium chloride hexahydrate.

4. The single use container of claim 1 , wherein the sodium acetate is sodium acetate trihydrate and the sodium citrate is sodium citrate dihydrate.

5. The single use container of claim 1 comprising about 0.39 wt % sodium acetate and about 0.17 wt % sodium citrate.

6. The single use container of claim 1 comprising about 0.5 wt % hypromellose.

7. The single use container of claim 1 comprising about 1.0 wt % sodium carboxymethyl cellulose.

8. The single use container of claim 1 , wherein the formulation has a pH range from about 6.3 to about 6.5.

9. The single use container of claim 1 , wherein the aqueous ophthalmic formulation has an osmolality of from about 290 to about 330 mOsm/kg.

10. The single use container of claim 1 , wherein the formulation is stable at a temperature of about 25° C. and about 40% or 60% relative humidity for a period of 24 months.

11. The single use container of claim 1 , wherein the formulation has a viscosity of about 26 cPs.

12. The single use container of claim 1 , wherein the fill of the container is about 0.3 mL.

13. The single use container of claim 1 , wherein the container is a low density polyethylene container.

14. The single use container of claim 1 , wherein the container delivers about 0.035 mg of oxymetazoline hydrochloride per drop.

15. The single use container of claim 1 , wherein the 0.1 wt % oxymetazoline hydrochloride is equivalent to about 0.09 wt % of oxymetazoline free base.

16. The single use container of claim 1 , wherein the formulation is aseptically prepared.

17. The single use container of claim 1 , wherein volume of the container is about 0.5 mL.

18. The single use container of claim 1 , wherein the container is in a foil pouch.

19. The single use container of claim 1 , wherein the container is in child resistant packaging.

20. The single use container of claim 1 , wherein the container is formed by a blow/fill/seal process.

Assignments (8)
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 →
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 →
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 →
CHANGE OF NAME Recorded Jul 28, 2021
From: REVITALID, INC.
To: RVL PHARMACEUTICALS, INC.
Reel/Frame 057012/0735 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2021
From: DEVRIES, TINA; JACOBS, DAVID
To: REVITALID, INC.
Reel/Frame 057004/0526 →
SECURITY INTEREST Recorded Jun 30, 2021
From: RVL PHARMACEUTICALS, INC.
To: CIT BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 056724/0588 →
Continuity (5)
Continuation 17064915 · Oct 7, 2020
Continuation 16715998 · Dec 16, 2019
Provisional Application 62844069 · May 6, 2019
Provisional Application 62843819 · May 6, 2019
Related Publication 20210137889A1 · May 13, 2021