IP Library Granted Patent US 11,534,446
Granted Patent B2
US 11,534,446 · App. 15/601,214 · Granted Dec 27, 2022

Pharmaceutical composition comprising 3-beta-hydroxy-5-alpha-pregnan-20-one with improved storage and solubility properties

Inventors: Torbjörn Bäckström (Umeå, SE); Anders Carlsson (Stockholm, SE)
Assignee: ASARINA PHARMA AB
A61K31/57A61K9/10A61K9/107A61K31/575A61K47/14A61K47/28A61K47/44A61K9/0019A61K9/0034A61K9/0043
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Quick Facts
Patent No.
US 11,534,446
App. No.
15/601,214
Granted
Dec 27, 2022
Kind
B2
Abstract

It is provided a pharmaceutical composition comprising 3-beta-hydroxy-5-alpha-pregnan-20-one, at least one sterol or an ester thereof and a mixture of acylglycerols with a solid fat content of less than 25% at 25° C. and 0% at 37° C. In addition it is provided a method for preparing the pharmaceutical composition.

Claims (25)

1. A pharmaceutical composition, comprising:

3-beta-hydroxy-5-alpha-pregnan-20-one;

cholesterol; and

a medium-chain triacylglycerol (MCT),

wherein a weight ratio of said cholesterol to said 3-beta-hydroxy-5-alpha-pregnan-20-one is 1:5 to 2:1,

wherein 3-beta-hydroxy-5-alpha-pregnan-20-one is present in an amount of up to 75 mg/g of the composition; and

wherein at room temperature the composition is a liquid oil composition.

2. The pharmaceutical composition according to claim 1 , wherein the MCT comprises a mixture of triacylglycerols which has a total combined percentage of (i) fatty acids with eight carbon atoms and (ii) fatty acids with ten carbon atoms of at least 95%.

3. The pharmaceutical composition according to claim 1 , wherein the 3-beta-hydroxy-5-alpha-pregnan-20-one is suspended in a solution comprising the cholesterol and the MCT.

4. The pharmaceutical composition according to claim 1 , wherein at least some of the 3-beta-hydroxy-5-alpha-pregnan-20-one is dissolved in a solution comprising the cholesterol and the MCT.

5. A pharmaceutical composition according to claim 1 , wherein 3-beta-hydroxy-5-alpha-pregnan-20-one is present in an amount of up to 50 mg/g of the composition.

6. The pharmaceutical composition according to claim 1 , wherein the composition further comprises a vegetable oil, and the vegetable oil is selected from the group consisting of sesame oil, peanut oil, olive oil, and castor oil.

7. The pharmaceutical composition according to claim 1 , wherein said medium-chain triacylglycerol is a mixture of acylglycerols wherein the total combined percentage of fatty acids with 8 carbon atoms and 10 carbon atoms is at least 95%.

8. The pharmaceutical composition according to claim 1 , wherein said medium-chain triacylglycerol comprises at least about 95% triacylglycerols.

9. The pharmaceutical composition according to claim 1 , wherein said medium-chain triacylglycerol is a mixture of acylglycerols wherein the total combined percentage of fatty acids with 8 carbon atoms and 10 carbon atoms is at least 95% and said medium-chain triacylglycerol comprises at least about 95% triacylglycerols.

10. The pharmaceutical composition according to claim 1 , wherein the weight ratio of said cholesterol to said 3-beta-hydroxy-5-alpha-pregnan-20-one is 1:4 to 2:1.

11. The pharmaceutical composition according to claim 1 , wherein the weight ratio of said cholesterol to said 3-beta-hydroxy-5-alpha-prenan-20-one is 1:3 to 2:1.

12. The pharmaceutical composition according to claim 1 , wherein said composition is formulated for parenteral administration.

13. The pharmaceutical composition according to claim 1 , wherein the weight ratio of said cholesterol to said 3-beta-hydroxy-5-alpha-pregnan-20-one is 1:1 to 1:4.

14. The pharmaceutical composition according to claim 1 , wherein the weight ratio of said cholesterol to said 3-beta-hydroxy-5-alpha-pregnan-20-one is 1:2 to 1:4.

15. The pharmaceutical composition according to claim 1 , wherein the weight ratio of said cholesterol to said 3-beta-hydroxy-5-alpha-pregnan-20-one is 1:2.5 to 1.2:1.

16. The pharmaceutical composition according to claim 1 , wherein the concentration of said cholesterol is no more than about 30 mg/ml.

17. The pharmaceutical composition according to claim 1 , wherein 3-beta-hydroxy-5-alpha-pregnan-20-one is present in an amount of up to 40 mg/g of the composition.

18. The pharmaceutical composition according to claim 1 , wherein 3-beta-hydroxy-5-alpha-pregnan-20-one is present in an amount of 25-40 mg/g of the composition.

19. A method of terminating steroid induced anesthesia, comprising: administering the pharmaceutical composition according to claim 1 to a subject in need thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2025
From: ASARINA PHARMA AB
To: RELMADA THERAPEUTICS, INC.
Reel/Frame 070543/0439 →
Priority Claims (1)
SE 1050029-6 · Jan 14, 2010 · national
Continuity (4)
Continuation 14626490 · Feb 19, 2015
Division 13522081
Provisional Application 61295027 · Jan 14, 2010
Related Publication 20170258809A1 · Sep 14, 2017