IP Library Granted Patent US 11,713,292
Granted Patent B2
US 11,713,292 · App. 17/383,707 · Granted Aug 1, 2023

Treatment of cataplexy

Inventors: Moise A. Khayrallah (Morrisville, NC); Gary Bream (Cary, NC); Stephen E. Butts (Holly Springs, NC)
Assignees: Axsome Malta Ltd; SK Biopharmaceuticals Co., Ltd.
C07C271/02A61K9/0053A61K9/20A61K31/27A61K31/325A61K45/06C07C271/00
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Quick Facts
Patent No.
US 11,713,292
App. No.
17/383,707
Granted
Aug 1, 2023
Kind
B2
Abstract

The present invention relates to a method of treating cataplexy in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of certain carbamate compounds.

Claims (23)

1. A method of treating cataplexy in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of Formula (I):

or a pharmaceutically acceptable salt or ester thereof;

wherein R is a member selected from the group consisting of hydrogen, lower alkyl of 1 to 8 carbon atoms, halogen selected from F, Cl, Br and I, alkoxy containing 1 to 3 carbon atoms, nitro, hydroxy, trifluoromethyl, and thioalkoxy containing 1 to 3 carbon atoms;

x is; and

R 1 and R 2 are hydrogen.

2. The method of claim 1 , wherein the compound of Formula I is an enantiomer of Formula I substantially free of other enantiomers or an enantiomeric mixture wherein one enantiomer of Formula I predominates.

3. The method of claim 2 , wherein the enantiomer of Formula I predominates to the extent of about 90% or greater.

4. The method of claim 2 , wherein the enantiomer of Formula I predominates to the extent of about 98% or greater.

5. The method of claim 1 , wherein the enantiomer of Formula Ia is the (R) or (D) enantiomer.

6. The method of claim 1 , wherein the enantiomer of Formula Ia is the (S) or (L) enantiomer.

7. The method of claim 2 , wherein the enantiomer of Formula I substantially free of other enantiomers is the compound of Formula Ib or an enantiomeric mixture wherein the compound of Formula Ib predominates:

or a pharmaceutically acceptable salt or ester thereof.

8. The method of claim 7 , wherein the compound of Formula Ib predominates to the extent of about 90% or greater.

9. The method of claim 7 , wherein the compound of Formula Ib predominates to the extent of about 98% or greater.

10. The method of claim 1 , wherein the cataplexy is associated with narcolepsy.

11. The method of claim 1 , wherein the cataplexy is secondary to a condition that lowers hypocretin levels in the subject.

12. The method of claim 11 , wherein the condition is selected from the group consisting of brain tumor, astrocytomas, glioblastoma, glioma, subependynoma, craniopharyngioma, arterio-venous malformations, ischemic events, multiple sclerosis, head injury, brain surgery, paraneoplastic syndromes, Neimann-Pick type C disease, and encephalitis.

13. The method of claim 1 , wherein the therapeutically effective amount of the compound of Formula I is from about 0.01 mg/kg/dose to about 150 mg/kg/dose.

14. The method of claim 1 , wherein the therapeutically effective amount of the compound of Formula I is from about 1 mg/day to about 7000 mg/day.

15. The method of claim 1 , wherein the compound of Formula I is administered orally.

16. The method of claim 1 , wherein the compound of Formula I is administered in the form of a capsule or tablet.

17. The method of claim 1 , wherein the compound of Formula I is administered in the form of a capsule or tablet at a dose of about 25 mg to about 300 mg without any excipients.

18. The method of claim 1 , wherein the compound of Formula I is the hydrochloride salt.

Assignments (3)
SECURITY INTEREST Recorded May 9, 2025
From: AXSOME THERAPEUTICS, INC.; AXSOME MALTA LTD.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 071247/0836 →
SECURITY INTEREST Recorded Sep 9, 2024
From: AXSOME MALTA LTD
To: HERCULES CAPITAL, INC.
Reel/Frame 068900/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 16, 2022
From: JAZZ PHARMACEUTICALS IRELAND LIMITED
To: AXSOME MALTA LTD.
Reel/Frame 060223/0878 →
Continuity (6)
Continuation 16359446 · Mar 20, 2019
Continuation 15419133 · Jan 30, 2017
Continuation 15149478 · May 9, 2016
Continuation 14205423 · Mar 12, 2014
Provisional Application 61778998 · Mar 13, 2013
Related Publication 20220017457A1 · Jan 20, 2022