IP Library › Granted Patent US 12,186,298
Granted Patent B2
US 12,186,298 · App. 18/758,081 · Granted Jan 7, 2025

Modified release gamma-hydroxybutyrate formulations having improved pharmacokinetics

Inventors: Jordan Dubow (Lyons, FR); Hervé Guillard (Villeurbanne, FR); Claire Mégret (Lyons, FR); Jean-François Dubuisson (Lyons, FR)
Assignee: Flamel Ireland Limited
A61K31/22A61K9/14A61K9/1676A61K9/5015A61K9/5026A61K9/5042A61K9/5078A61K9/5084A61K31/19
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Quick Facts
Patent No.
US 12,186,298
App. No.
18/758,081
Granted
Jan 7, 2025
Kind
B2
Abstract

Modified release formulations of gamma-hydroxybutyrate having improved dissolution and pharmacokinetic properties are provided, and therapeutic uses thereof.

Claims (32)

1. A method of treating a disorder treatable with gamma-hydroxybutyrate in a human subject in need thereof, the method comprising:

orally administering a pharmaceutical composition comprising first and second salts of gamma-hydroxybutyrate to said human subject, wherein

said first salt is selected from the group consisting of sodium oxybate, calcium oxybate, magnesium oxybate, and potassium oxybate,

said second salt differs from said first salt and is selected from the group consisting of sodium oxybate, calcium oxybate, magnesium oxybate, and potassium oxybate,

the pharmaceutical composition comprises an amount of salts of gamma-hydroxybutyric acid equivalent to 1.5 g, 3.0 g, 4.5 g, 6.0 g, 7.5 g, or 9.0 g of sodium oxybate,

the orally administering occurs only once daily at bedtime, and

the orally administering occurs at least 2 hours after eating.

2. The method of claim 1 , wherein the pharmaceutical composition comprises an immediate release portion.

3. The method of claim 2 , wherein the immediate release portion releases at least 80% of its gamma-hydroxybutyrate salt in 1 hour when tested in a dissolution apparatus 2 according to USP 38<711> in a 0.1 N HCl dissolution medium at a temperature of 37° C. and a paddle speed of 75 rpm.

4. The method of claim 1 , wherein the pharmaceutical composition comprises an immediate release portion and a modified release portion.

5. The method of claim 4 , wherein the pharmaceutical composition achieves a relative bioavailability (RBA) of greater than 80%.

6. The method of claim 4 , wherein the immediate release portion comprises a calcium salt of gamma-hydroxybutyric acid.

7. The method of claim 4 , wherein the immediate release portion comprises a magnesium salt of gamma-hydroxybutyric acid.

8. The method of claim 4 , wherein the immediate release portion comprises a potassium salt of gamma-hydroxybutyric acid.

9. The method of claim 4 , wherein the modified release portion comprises a sodium salt of gamma-hydroxybutyric acid.

10. The method of claim 4 , wherein the immediate release portion comprises a calcium salt of gamma-hydroxybutyric acid, a magnesium salt of gamma-hydroxybutyric acid, and a potassium salt of gamma-hydroxybutyric acid.

11. The method of claim 4 , wherein the immediate release portion comprises a calcium salt of gamma-hydroxybutyric acid, a magnesium salt of gamma-hydroxybutyric acid, and a potassium salt of gamma-hydroxybutyric acid; and the modified release portion comprises a sodium salt of gamma-hydroxybutyric acid.

12. The method of claim 1 , wherein the pharmaceutical composition comprises calcium oxybate, magnesium oxybate, potassium oxybate, and sodium oxybate.

13. The method of claim 1 , wherein orally administering is effective to induce sleep for at least six consecutive hours.

14. The method of claim 1 , wherein orally administering is effective to induce sleep for at least eight consecutive hours.

15. The method of claim 1 , wherein C max is between 42.9 and 84.5 μg/mL.

16. The method of claim 1 , wherein orally administering achieves a median T max of 0.5 to 3.25 hours.

17. The method of claim 1 , wherein orally administering achieves a median T max of 1.25 to 3.25 hours.

18. The method of claim 1 , wherein the disorder comprises cataplexy or excessive daytime sleepiness (EDS) in a patient with narcolepsy.

19. The method of claim 1 , wherein the human subject achieves a decrease in excessive daytime sleepiness when measured by the Epworth Sleepiness Scale (ESS).

20. The method of claim 1 , wherein the human subject achieves a decrease in excessive daytime sleepiness when measured by the Maintenance of Wakefulness Test.

21. The method of claim 1 , wherein the human subject achieves an improved Clinical Global Impression (CGI) rating of sleepiness.

22. The method of claim 1 , wherein the human subject achieves a decrease in weekly cataplexy attacks.

23. The method of claim 1 , wherein the human subject has hepatic impairment.

24. The method of claim 23 , wherein the pharmaceutical composition is titrated to a maintenance dosage for the human subject with hepatic impairment.

25. The method of claim 1 , wherein the orally administering occurs with about 50 ml or about 80 ml of water.

26. The method of claim 25 , further comprising suspending the pharmaceutical composition in the about 50 ml or about 80 ml of water before the orally administering.

Assignments (2)
SECURITY INTEREST Recorded Jul 6, 2026
From: FLAMEL IRELAND LIMITED
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 075921/0596 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 31, 2024
From: DUBOW, JORDAN; GUILLARD, HERVÉ; MÉGRET, CLAIRE; DUBUISSON, JEAN-FRANÇOIS
To: FLAMEL IRELAND LIMITED
Reel/Frame 069091/0907 →
Continuity (12)
Continuation 18537342 · Dec 12, 2023
Continuation 18231581 · Aug 8, 2023
Continuation 18075980 · Dec 6, 2022
Continuation 17497393 · Oct 8, 2021
Continuation In Part 17178117 · Feb 17, 2021
Continuation In Part 16527633 · Jul 31, 2019
Continuation 16281235 · Feb 21, 2019
Continuation 15655924 · Jul 21, 2017
Provisional Application 62474330 · Mar 21, 2017
Provisional Application 62399413 · Sep 25, 2016
Provisional Application 62365812 · Jul 22, 2016
Related Publication 20240358666A1 · Oct 31, 2024
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