IP Library Granted Patent US 10,933,014
Granted Patent B2
US 10,933,014 · App. 16/476,377 · Granted Mar 2, 2021

Injectable suspension comprising 3-beta-hydroxy-5-alpha-pregnan-20-one, and a method for the manufacturing thereof

Inventors: Magnus Brisander (Ekerö, SE); Karol Horvath (Karlskoga, SE); Björn Norrlind (Stockholm, SE)
Assignee: ASARINA PHARMA AB
A61K9/0019A61K9/0029A61K9/10A61K9/1688A61K31/57A61K47/14A61K47/28C07J7/002A61M5/32C07B2200/13
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Quick Facts
Patent No.
US 10,933,014
App. No.
16/476,377
Granted
Mar 2, 2021
Kind
B2
Abstract

The present invention relates to aseptic suspensions, physically stable and injectable through a 25G needle or thinner, comprising crystalline, non-micronized 3-beta-hydroxy-5-alpha-pregnan-20-one particles, a mixture of acylglycerols and cholesterol, processes for preparing crystalline, non-micronized, 3-beta-hydroxy-5-alpha-pregnan-20-one suitable for such suspensions, as well as methods for manufacturing such suspensions.

Claims (19)

1. A process of manufacturing non-micronized crystalline 3-beta-hydroxy-5-alpha-pregnan-20-one particles, comprising:

(i) dissolving 3-beta-hydroxy-5-alpha-pregnan-20-one in an organic solvent solution with a water content of at least 0.1% (v/v), at a temperature of at least 45° C.;

(ii) adding the solution of step (i) into liquid alkane at a temperature of 10° C. or lower, and stirring said solution mixture to obtain precipitation of crystalline 3-beta-hydroxy-5-alpha-pregnan-20-one; followed by

(iii) filtering and drying the precipitated crystalline 3-beta-hydroxy-5-alpha-pregnan-20-one obtained in step (ii); wherein any micronization step of said crystalline 3-beta-hydroxy-5-alpha-pregnan-20-one particles is omitted.

2. The process according to claim 1 , wherein said organic solvent solution is a tetrahydrofuran solution.

3. The process according to claim 1 , comprising the additional step of grating and sieving the crystalline 3-beta-hydroxy-5-alpha-pregnan-20-one particles obtained in step (iii).

4. The process according to claim 1 , wherein said tetrahydrofuran solution has water content of from 0.5% to 1.5% (v/v).

5. The process according to claim 4 , wherein said tetrahydrofuran solution with water content is held at a temperature of about 50° C.

6. The process according to claim 1 , wherein said liquid alkane is held at a temperature of from −10° C. to −20° C.

7. The process according to claim 1 , wherein said liquid alkane is liquid heptane.

8. A method of manufacturing a sterile suspension injectable through a 25G needle or thinner, comprising crystalline, non-micronized 3-beta-hydroxy-5-alpha-pregnan-20-one particles; mixture of acylglycerols; and cholesterol; comprising the steps of

sterilizing crystalline, non-micronized 3-beta-hydroxy-5-alpha-pregnan-20-one particles with gamma irradiation;

mixing the mixture of acylglycerols with cholesterol and stirring until the cholesterol is completely dissolved in the mixture of acylglycerols;

filtering the mixture of acylglycerols/cholesterol mixture aseptically into a sterile vessel, adding said sterilized 3-beta-hydroxy-5-alpha-pregnan-20-one particles and mixing for 24 hours, or less; and

filling sterile syringe barrels with the obtained suspension.

9. The method according to claim 8 , wherein said crystalline, 3-beta-hydroxy-5-alpha-pregnan-20-one particles are manufactured by a process comprising the steps of:

i) dissolving 3-beta-hydroxy-5-alpha-pregnan-20-one in an organic solvent solution with a water content of at least 0.1% (v/v), at a temperature of at least 45° C.;

(ii) adding the solution of step (i) into liquid alkane at a temperature of 10° C. or lower, and stirring said solution mixture to obtain precipitation of crystalline 3-beta-hydroxy-5-alpha-pregnan-20-one; followed by;

(iii) filtering and drying the precipitated crystalline 3-beta-hydroxy-5-alpha-pregnan-20-one obtained in step (ii); wherein any micronization step of said crystalline 3-beta-hydroxy-5-alpha-pregnan-20-one particles is omitted.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2025
From: ASARINA PHARMA AB
To: RELMADA THERAPEUTICS, INC.
Reel/Frame 070543/0439 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 19, 2019
From: BRISANDER, MAGNUS; HORVATH, KAROL; NORRLIND, BJÖRN
To: ASARINA PHARMA AB
Reel/Frame 050431/0664 →
Priority Claims (1)
SE 1750008-3 · Jan 9, 2017 · national
Continuity (1)
Related Publication 20190350838A1 · Nov 21, 2019