IP Library Granted Patent US 10,123,974
Granted Patent B2
US 10,123,974 · App. 13/787,462 · Granted Nov 13, 2018

Sustained release formulation of a non-steroidal anti-inflammatory drug

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Quick Facts
Patent No.
US 10,123,974
App. No.
13/787,462
Granted
Nov 13, 2018
Kind
B2
Abstract

Disclosed are formulations comprising multivesicular liposomes and one or more non-steroidal anti-inflammatory drugs which minimize the side effects of unencapsulated non-steroidal anti-inflammatory drugs while maintaining or improving efficacy. Methods of making and administering the formulations comprising multivesicular liposomes and one or more non-steroidal anti-inflammatory drugs and their use as medicaments are also provided.

Claims (18)

1. A method of treating pain and inflammation for an extended period of time by wound infiltration, comprising administering a multivesicular liposome (MVL) formulation by local injection into a wound margin, or instillation into an incision wound, or a combination thereof, wherein the formulation comprises:

meloxicam; and

multivesicular liposomes, said multivesicular liposomes comprise at least one amphipathic phospholipid and at least one neutral lipid,

wherein said meloxicam is encapsulated in a first aqueous phase of the multivesicular liposomes, wherein the first aqueous phase comprises a pH modifier; and

wherein the multivesicular liposomes are characterized by an internal pH of about 8 to about 9.

2. The method of claim 1 , wherein the multivesicular liposomes comprise cholesterol, one or more phosphatidyl glycerols or salts thereof, one or more phosphatidyl cholines or salts thereof, and one or more triglycerides.

3. The method of claim 2 , wherein the phosphatidyl glycerols comprise DPPG.

4. The method of claim 2 , wherein the phosphatidyl cholines comprise DEPC.

5. The method of claim 2 , wherein the triglyceride is selected from triolein, tricaprylin, or a combination of the two.

6. The method of claim 1 , wherein the pH modifier comprises lysine or glutamic acid, or a combination thereof.

7. The method of claim 1 , wherein the pH modifier comprises an inorganic acid.

8. The method of claim 1 , wherein the pH modifier comprises an organic base.

9. The method of claim 1 , wherein the pH modifier comprises an inorganic base.

10. The method of claim 1 , wherein the multivesicular liposomes further comprise a cyclodextrin.

11. The method of claim 10 , wherein the cyclodextrin is in a concentration of from about 10 mg/ml to about 400 mg/ml complexed with meloxicam within the multivesicular liposomes.

12. The method of claim 10 , wherein said cyclodextrin is selected from the group consisting of (2,6-Di-O-)ethyl-β-cyclodextrin, (2-Carboxyethyl)-β-cyclodextrin sodium salt, (2-hydroxyethyl)-β-cyclodextrin, (2-hydroxypropyl)-α-cyclodextrin, sulfobutylether-β-cyclodextrin, (2-hydroxypropyl)-β-cyclodextrin, 6-monodeoxy-6-monoamino-β-cyclodextrin, 6-O-α-maltosyl-β-cyclodextrin, butyl-β-cyclodextrin, butyl-γ-cyclodextrin, carboxymethyl-β-cyclodextrin, methyl-β-cyclodextrin, succinyl-α-cyclodextrin, succinyl-β-cyclodextrin, triacetyl-β-cyclodextrin, α-cyclodextrin β-cyclodextrin, and γ-cyclodextrin.

13. The method of claim 1 , wherein the pH modifier comprises an organic acid.

14. The method of claim 1 , wherein the formulation is configured for administration at an interval of about 1 to about 7 days.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Dec 5, 2025
From: JPMORGAN CHASE BANK, N.A.
To: PACIRA CRYOTECH, INC.; PACIRA PHARMACEUTICALS, INC.; PACIRA THERAPEUTICS, INC. (F/K/A FLEXION THERAPEUTICS, INC.)
Reel/Frame 073779/0532 →
SECURITY INTEREST Recorded Jul 4, 2025
From: PACIRA PHARMACEUTICALS, INC.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 071814/0792 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Mar 31, 2023
From: JPMORGAN CHASE BANK, N.A.
To: PACIRA CRYOTECH, INC.; PACIRA PHARMACEUTICALS, INC.; PACIRA THERAPEUTICS, INC. (F/K/A FLEXION THERAPEUTICS, INC.)
Reel/Frame 063213/0864 →
CONFIRMATORY GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS Recorded Mar 31, 2023
From: PACIRA CRYOTECH, INC.; PACIRA PHARMACEUTICALS, INC.; PACIRA THERAPEUTICS, INC. (F/K/A FLEXION THERAPEUTICS, INC.)
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063214/0108 →
SUPPLEMENTAL CONFIRMATORY GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS Recorded Dec 14, 2021
From: PACIRA CRYOTECH, INC.; PACIRA PHARMACEUTICALS, INC.; FLEXION THERAPEUTICS, INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 058516/0636 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 9, 2018
From: GARCIA, LOUIE DANIEL; ZHU, LIANGJIN; LAMBERT, WILLIAM JOSEPH; PATOU, GARY
To: PACIRA PHARMACEUTICALS, INC.
Reel/Frame 044575/0248 →
Cited By (1)
US 12,539,274