IP Library Granted Patent US 10,973,795
Granted Patent B2
US 10,973,795 · App. 16/419,616 · Granted Apr 13, 2021

Modified release gamma-hydroxybutyrate formulations having improved pharmacokinetics

Inventors: Claire Megret (Lyons, FR); Herve Guillard (Villeurbanne, FR); Jean-Francois 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 10,973,795
App. No.
16/419,616
Granted
Apr 13, 2021
Kind
B2
Abstract

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

Claims (35)

1. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions, wherein the once-nightly formulation yields a plasma concentration versus time curve when administered once-nightly in a human subject at a dose of 4.5 g or 6.0 g approximately two hours after a standardized evening meal as depicted in FIG. 12 for the corresponding dose.

2. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions, wherein the once-nightly formulation yields a plasma concentration versus time curve when administered once-nightly in a human subject at a dose of 4.5 g approximately two hours after a standardized evening meal as depicted in FIG. 22 .

3. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions for a human subject in need thereof, wherein the once-nightly formulation yields a dissolution profile as depicted in:

FIG. 7 and FIG. 8 ;

FIG. 20 and FIG. 21 ;

FIG. 3 ; or

FIG. 16 .

4. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 3 , wherein the once-nightly formulation yields a dissolution profile as depicted in FIG. 7 and FIG. 8 .

5. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 3 , wherein the once-nightly formulation yields a dissolution profile as depicted in FIG. 20 and FIG. 21 .

6. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 3 , wherein the once-nightly formulation yields a dissolution profile as depicted in FIG. 3 .

7. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 3 , wherein the once-nightly formulation yields a dissolution profile as depicted in FIG. 16 .

8. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 3 , wherein the once-nightly formulation yields a dissolution profile as depicted in any one of FIGS. 29 through 89 .

9. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions for a human subject in need thereof, wherein the once-nightly formulation yields a dissolution profile between the minimum and maximum values depicted in:

FIG. 25 and FIG. 26 ;

FIG. 27 and FIG. 28 ; or

FIG. 26 and FIG. 28 .

10. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 9 , wherein the once-nightly formulation yields a dissolution profile between the minimum and maximum values depicted in FIG. 25 and FIG. 26 .

11. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 9 , wherein the once-nightly formulation yields a dissolution profile between the minimum and maximum values depicted in FIG. 27 and FIG. 28 .

12. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 1 , wherein the once-nightly formulation yields a dissolution profile between the minimum and maximum values depicted in FIG. 26 and FIG. 28 .

13. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions, wherein the once-nightly formulation yields a plasma concentration versus time curve when administered once-nightly in a human subject at a dose of 4.5 g, 7.5 g or 9.0 g approximately two hours after a standardized evening meal as depicted in FIG. 90 for the corresponding dose.

14. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions, wherein the once-nightly formulation yields a plasma concentration versus time curve when administered once-nightly in a human subject at a dose of 4.5 g, 6.0 g or 7.5 g approximately two hours after a standardized evening meal as depicted in FIG. 13 for the corresponding dose.

15. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions, wherein the once-nightly formulation yields a plasma concentration versus time curve when administered once-nightly in a human subject at a dose of 4.5 g or 6.0 g approximately two hours after a standardized evening meal that is bioequivalent to the plasma concentration versus time curve depicted in FIG. 12 for the corresponding dose.

16. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions, wherein the once-nightly formulation yields a plasma concentration versus time curve when administered once-nightly in a human subject at a dose of 4.5 g approximately two hours after a standardized evening meal that is bioequivalent to the plasma concentration versus time curve depicted in FIG. 22 .

17. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions for a human subject in need thereof, wherein the once-nightly formulation yields a dissolution profile bioequivalent to the profile as depicted in:

FIG. 7 and FIG. 8 ;

FIG. 20 and FIG. 21 ;

FIG. 3 ; or

FIG. 16 .

18. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 17 , wherein the once-nightly formulation yields a dissolution profile bioequivalent to the profile as depicted in FIG. 7 and FIG. 8 .

19. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 17 , wherein the once-nightly formulation yields a dissolution profile bioequivalent to the profile as depicted in FIG. 20 and FIG. 21 .

20. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 17 , wherein the once-nightly formulation yields a dissolution profile bioequivalent to the profile as depicted in FIG. 3 .

21. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 17 , wherein the once-nightly formulation yields a dissolution profile bioequivalent to the profile as depicted in FIG. 16 .

22. The once-nightly modified release formulation of gamma-hydroxybutyrate of claim 17 , wherein the once-nightly formulation yields a dissolution profile bioequivalent to the profile as depicted in any one of FIGS. 29 through 89 .

23. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions, wherein the formulation yields a plasma concentration versus time curve when administered once-nightly in a human subject at a dose of 4.5 g, 7.5 g or 9.0 g approximately two hours after a standardized evening meal that is bioequivalent to the plasma concentration versus time curve depicted in FIG. 90 for the corresponding dose.

24. A once-nightly modified release formulation of gamma-hydroxybutyrate comprising immediate release and modified release portions, wherein the once-nightly formulation yields a plasma concentration versus time curve when administered once-nightly in a human subject at a dose of 4.5 g, 6.0 g or 7.5 g approximately two hours after a standardized evening meal that is bioequivalent to the plasma concentration versus time curve depicted in FIG. 13 for the corresponding dose.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded May 21, 2026
From: RTW INVESTMENTS, LP, AS COLLATERAL AGENT
To: AVADEL CNS PHARMACEUTICALS, LLC; FLAMEL IRELAND LTD.
Reel/Frame 074729/0205 →
PATENT COLLATERAL AGREEMENT Recorded Aug 1, 2023
From: AVADEL CNS PHARMACEUTICALS, LLC; FLAMEL IRELAND LTD.
To: RTW INVESTMENTS, LP
Reel/Frame 064463/0907 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2019
From: MÉGRET, CLAIRE; GUILLARD, HERVÉ; DUBUISSON, JEAN-FRANÇOIS
To: FLAMEL IRELAND LIMITED
Reel/Frame 050132/0351 →
Continuity (6)
Continuation 16281235 · Feb 21, 2019
Continuation 15655924 · Jul 21, 2017
Provisional Application 62365812 · Jul 22, 2016
Provisional Application 62399413 · Sep 25, 2016
Provisional Application 62474330 · Mar 21, 2017
Related Publication 20190269641A1 · Sep 5, 2019
Cited By (16)
US 12,186,296 US 12,186,298 US 12,226,377 US 12,226,388 US 12,226,389 US 12,239,625 US 12,257,223 US 12,263,150 US 12,263,151 US 12,295,926 US 12,303,478 US 12,440,449 US 12,478,604 US 12,533,314 US 12,551,457 US 12,582,622