IP Library Granted Patent US 8,187,672
Granted Patent B2
US 8,187,672 · App. 12/967,757 · Granted May 29, 2012

Residual solvent extraction method and microparticles produced thereby

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Quick Facts
Patent No.
US 8,187,672
App. No.
12/967,757
Granted
May 29, 2012
Kind
B2
Abstract

Methods for preparing microparticles having reduced residual solvent levels. Microparticles are contacted with a non-aqueous washing system to reduce the level of residual solvent in the microparticles. Preferred non-aqueous washing systems include 100% ethanol and a blend of ethanol and heptane. A solvent blend of a hardening solvent and a washing solvent can be used to harden and wash microparticles in a single step, thereby eliminating the need for a post-hardening wash step.

Claims (21)

1. A method for preparing microparticles, comprising:

preparing a first phase comprising an active agent; a biodegradable, biocompatible polymer; and a solvent;

preparing a continuous second phase with which the first phase is substantially immiscible;

combining the first phase and the second phase to form an emulsion;

extracting the solvent from the emulsion with an extraction medium, to form microparticles containing the active agent; and

washing the microparticles with a non-aqueous washing system comprising ethanol to thereby reduce the level of residual solvent.

2. The method of claim 1 , wherein the active agent is selected from risperidone, 9-hydroxyrisperidone, and pharmaceutically acceptable salts of the foregoing.

3. The method of claim 1 , wherein the polymer is selected from poly(glycolic acid), poly(d,l-lactic acid), poly(l-lactic acid), and copolymers of the foregoing.

4. The method of claim 3 , wherein the polymer is poly(d,l-lactic-co-glycolic acid).

5. The method of claim 1 , wherein the solvent comprises a blend of ethyl acetate and benzyl alcohol.

6. The method of claim 1 , wherein the extraction medium comprises ethyl acetate.

7. The method of claim 1 , wherein the non-aqueous washing system is 100% ethanol.

8. The method of claim 1 , wherein the first phase comprises risperidone, poly(d,l-lactic-co-glycolic acid), and a blend of ethyl acetate and benzyl alcohol,

wherein the extraction medium comprises ethyl acetate, and

wherein the non-aqueous washing system is 100% ethanol.

9. The method of claim 8 , wherein the second phase comprises polyvinyl alcohol and ethyl acetate.

10. The method of claim 1 , further comprising:

rinsing the washed microparticles with water; and

final drying of the rinsed microparticles.

11. Microparticles prepared by the method of claim 1 .

12. Microparticles prepared by the method of claim 9 .

Assignments (4)
RELEASE OF PATENT SECURITY AGREEMENT (FIRST LIEN) Recorded Dec 24, 2024
From: MORGAN STANLEY SENIOR FUNDING, INC.
To: ALKERMES, INC.; ALKERMES PHARMA IRELAND LIMITED
Reel/Frame 069771/0548 →
RELEASE BY SECURED PARTY (SECOND LIEN) Recorded Oct 12, 2012
From: MORGAN STANLEY SENIOR FUNDING, INC.
To: ALKERMES, INC.; ALKERMES PHARMA IRELAND LIMITED; ALKERMES CONTROLLED THERAPEUTICS INC.
Reel/Frame 029116/0379 →
PATENT SECURITY AGREEMENT (FIRST LIEN) Recorded Sep 29, 2011
From: ALKERMES, INC.; ALKERMES PHARMA IRELAND LIMITED; ALKERMES CONTROLLED THERAPEUTICS INC.
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 026994/0186 →
PATENT SECURITY AGREEMENT (SECOND LIEN) Recorded Sep 29, 2011
From: ALKERMES, INC.; ALKERMES PHARMA IRELAND LIMITED; ALKERMES CONTROLLED THERAPEUTICS INC.
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 026994/0245 →