IP Library Granted Patent US 9,987,233
Granted Patent B2
US 9,987,233 · App. 14/222,082 · Granted Jun 5, 2018

Injectable sustained release composition and method of using the same for treating inflammation in joints and pain associated therewith

Inventors: James A. Helliwell (Vancouver, CA); Amanda M. Malone (Vancouver, CA); Thomas J. Smith (Santa Monica, CA); Marc M. Baum (Pasadena, CA)
Assignee: Eupraxia Pharmaceuticals USA LLC
A61K9/5026A61K9/0024A61K31/56A61K31/58
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Quick Facts
Patent No.
US 9,987,233
App. No.
14/222,082
Granted
Jun 5, 2018
Kind
B2
Abstract

Described herein are injectable corticosteroid-loaded microparticles, pharmaceutical composition thereof and methods for reducing inflammation or pain in a body compartment such as a joint, an epidural space, a vitreous body of an eye, a surgically created space, or a space adjacent to an implant.

Claims (23)

1. A pharmaceutical composition, comprising:

a plurality of microparticles, each microparticle including:

(1) a crystalline drug core of more than 70% by weight of the microparticle, each crystalline drug core comprising 100% of fluticasone propionate; and

(2) a polymeric shell encapsulating the crystalline drug core, the polymeric shell being in contact but immiscible with the crystalline drug core, and the polymeric shell comprising polyvinyl alcohol (PVA), wherein the polymeric shell is heat treated within a temperature range of 210-230° C. for at least one hour,

wherein, when dissolution tested using United States Pharmacopoeia Type II apparatus, said microparticles release dissolved fluticasone or a pharmaceutically acceptable salt or ester thereof at a dissolution half-life of 12-20 hours, wherein the dissolution conditions are: 3 milligrams of microparticles in 200 milliliters of dissolution medium of 70% v/v methanol and 30% v/v of water at 25° C.,

and wherein the plurality of microparticles have a mean diameter in the range of 80 μm to 150 μm and a standard deviation of less than 50% of the mean diameter.

2. The pharmaceutical composition of claim 1 wherein the plurality of microparticles have a mean diameter of 80 μm and a standard deviation of less than 50% of the mean diameter.

3. The pharmaceutical composition of claim 1 wherein the plurality of microparticles have a mean diameter of 150 μm and a standard deviation of less than 50% of the mean diameter.

4. The pharmaceutical composition of claim 1 wherein each microparticle comprises 90-98% w/w of crystalline drug core and 2-10% w/w of polymeric shell.

5. A pharmaceutical composition, comprising:

a plurality of microparticles, each microparticle including:

(1) a crystalline drug core of more than 70% by weight of each microparticle, the crystalline drug core comprising 100% of fluticasone propionate; and

(2) a polymeric shell encapsulating the crystalline drug core, the polymeric shell being in contact but immiscible with the crystalline drug core, and the polymeric shell comprising polyvinyl alcohol (PVA), wherein the polymeric shell is heat treated within a temperature range of 210-230 C for at least one hour,

wherein, when dissolution tested using United States Pharmacopoeia Type II apparatus, said microparticles release dissolved fluticasone or a pharmaceutically acceptable salt or ester thereof at a dissolution half-life of 12-20 hours, wherein the dissolution conditions are: 3 milligrams of microparticles in 200 milliliters of dissolution medium of 70% v/v methanol and 30% v/v of water at 25° C., and

wherein the microparticles have a mean diameter in the range of 50-100 μm.

6. The pharmaceutical composition of claim 5 wherein each microparticle comprises 90-98% w/w of crystalline drug core and 2-10% w/w of polymeric shell.

7. A pharmaceutical composition, comprising:

a plurality of microparticles, each microparticle including:

(1) a crystalline drug core of more than 70% by weight of each microparticle, the crystalline drug core comprising 100% of fluticasone propionate; and

(2) a polymeric shell encapsulating the crystalline drug core, the polymeric shell being in contact but immiscible with the crystalline drug core and the polymeric shell comprising polyvinyl alcohol (PVA),

wherein, when dissolution tested using United States Pharmacopoeia Type II apparatus, said microparticles release dissolved fluticasone or a pharmaceutically acceptable salt or ester thereof at a dissolution half-life of 12-20 hours, wherein the dissolution conditions are: 3 milligrams of microparticles in 200 milliliters of dissolution medium of 70% v/v methanol and 30% v/v of water at 25° C.,

wherein more than 90% of the microparticles have diameters in the range of 50-100 μm, and wherein the polymeric shell is heat treated within a temperature range of 210-230° C. for at least one hour.

8. The pharmaceutical composition of claim 7 wherein each microparticle comprises 90-98% w/w of crystalline drug core and 2-10% w/w of polymeric shell.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2025
From: YABEMA CAPITAL LIMITED
To: EUPRAXIA PHARMACEUTICALS INC.; EUPRAXIA PHARMACEUTICALS USA, LLC
Reel/Frame 070732/0043 →
SECURITY INTEREST Recorded Aug 8, 2024
From: EUPRAXIA PHARMACEUTICALS INC.; EUPRAXIA PHARMACEUTICALS USA, LLC
To: YABEMA CAPITAL LIMITED
Reel/Frame 068229/0087 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 17, 2014
From: HELLIWELL, JAMES A.; MALONE, AMANDA M.; SMITH, THOMAS J.; BAUM, MARC M.
To: EUPRAXIA PHARMACEUTICALS USA LLC
Reel/Frame 033118/0325 →
Continuity (2)
Provisional Application 61804185 · Mar 21, 2013
Related Publication 20140287053A1 · Sep 25, 2014