IP Library Granted Patent US 10,696,654
Granted Patent B2
US 10,696,654 · App. 16/073,429 · Granted Jun 30, 2020

Therapeutic compounds

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Quick Facts
Patent No.
US 10,696,654
App. No.
16/073,429
Granted
Jun 30, 2020
Kind
B2
Abstract

The present invention relates to compounds that are antagonists of the orexin-1 receptor. The compounds have the structural formula (I) defined herein. The present invention also relates to processes for the preparation of these compounds, to pharmaceutical compositions comprising them, and to their use in the treatment of diseases or disorders associated with orexin-1 receptor activity.

Claims (14)

1. A compound which is selected from

N,6-dimethyl-3-(2H-1,2,3-triazol-2-yl)-N-[(2S)-1-{[5-(trifluoro methyl)pyrazin-2-yl]amino}propan-2-yl]pyridine-2-carboxamide; and

N,6-dimethyl-3-(2H-1,2,3-triazol-2-yl)-N-[(2S)-1-{[5-(trifluoro methyl)pyrimidin-2-yl]amino}propan-2-yl]pyridine-2-carboxamide;

or a pharmaceutically acceptable salt or solvate thereof.

2. A compound according to claim 1 , which is

N,6-dimethyl-3-(2H-1,2,3-triazol-2-yl)-N-[(2S)-1-{[5-(trifluoro methyl)pyrazin-2-yl]amino}propan-2-yl]pyridine-2-carboxamide;

or a pharmaceutically acceptable salt or solvate thereof.

3. A compound according to claim 1 , which is

N,6-dimethyl-3-(2H-1,2,3-triazol-2-yl)-N-[(2S)-1-{[5-(trifluoro methyl)pyrimidin-2-yl]amino}propan-2-yl]pyridine-2-carboxamide;

or a pharmaceutically acceptable salt or solvate thereof.

4. A pharmaceutical composition comprising a compound according to claim 2 , or a pharmaceutically acceptable salt or solvate thereof, and one or more pharmaceutically acceptable excipients.

5. A method of treating a disease or condition selected from schizophrenia and other psychotic disorders (e.g., psychotic disorder, psychosis or schizoaffective disorder); dementia and other cognitive disorders; anxiety disorders (e.g., generalized anxiety disorder, post-traumatic stress disorder, panic disorders, acute stress disorder, social anxiety disorder, phobias including agoraphobia, obsessive compulsive disorder, trichotillomania or body dysmorphic disorder); mood disorders (e.g., depressive disorders, major depressive disorders, bipolar disorders including bipolar I and II, bipolar mania, bipolar depression); addiction including substance dependence (e.g., cocaine, opiates, cannabis or prescription drug dependence), alcohol dependence, nicotine dependence or gambling disorder; eating disorders (e.g., binge eating, bulimia nervosa, anorexia nervosa or obesity); sleep disorders (e.g., rapid eye movement sleep disorder); disorders usually first diagnosed in infancy, childhood, or adolescence (e.g., attention-deficit disorder, autistic spectrum disorders, Rett syndrome, Fragile X syndrome, Asperger syndrome and disruptive behavior disorders); restless leg syndrome; pain (e.g., neuropathic pain including chemotherapy induced pain or migraine); osteoporosis and neurodegenerative disorders (e.g., Parkinson's or Alzheimer's disease), said method comprising administering to a subject in need of such treatment a therapeutically effective amount of a compound according to claim 2 , or a pharmaceutically acceptable salt or solvate thereof.

6. A pharmaceutical composition comprising a compound according to claim 3 , or a pharmaceutically acceptable salt or solvate thereof, and one or more pharmaceutically acceptable excipients.

7. A method of treating a disease or condition selected from schizophrenia and other psychotic disorders (e.g., psychotic disorder, psychosis or schizoaffective disorder); dementia and other cognitive disorders; anxiety disorders (e.g., generalized anxiety disorder, post-traumatic stress disorder, panic disorders, acute stress disorder, social anxiety disorder, phobias including agoraphobia, obsessive compulsive disorder, trichotillomania or body dysmorphic disorder); mood disorders (e.g., depressive disorders, major depressive disorders, bipolar disorders including bipolar I and II, bipolar mania, bipolar depression); addiction including substance dependence (e.g., cocaine, opiates, cannabis or prescription drug dependence), alcohol dependence, nicotine dependence or gambling disorder; eating disorders (e.g., binge eating, bulimia nervosa, anorexia nervosa or obesity); sleep disorders (e.g., rapid eye movement sleep disorder); disorders usually first diagnosed in infancy, childhood, or adolescence (e.g., attention-deficit disorder, autistic spectrum disorders, Rett syndrome, Fragile X syndrome, Asperger syndrome and disruptive behavior disorders); restless leg syndrome; pain (e.g., neuropathic pain including chemotherapy induced pain or migraine); osteoporosis and neurodegenerative disorders (e.g., Parkinson's or Alzheimer's disease), said method comprising administering to a subject in need of such treatment a therapeutically effective amount of a compound according to claim 3 , or a pharmaceutically acceptable salt or solvate thereof.

Assignments (7)
RELEASE OF SECURITY INTEREST Recorded Mar 18, 2026
From: PIPER SANDLER FINANCE, LLC
To: INDIVIOR INC.; INDIVIOR UK LIMITED
Reel/Frame 074114/0582 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE NAME AND ADDRESS PREVIOUSLY RECORDED ON REEL 68342 FRAME 653. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Sep 17, 2025
From: C4X DISCOVERY LIMITED
To: INDIVIOR UK LIMITED
Reel/Frame 073958/0904 →
SECURITY INTEREST Recorded Nov 13, 2024
From: INDIVIOR INC.; INDIVIOR UK LIMITED
To: PIPER SANDLER FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 069254/0413 →
TERMINATION AND RELEASE OF SECURITY INTEREST Recorded Nov 11, 2024
From: MORGAN STANLEY SENIOR FUNDING, INC.
To: INDIVIOR UK LIMITED (F/K/A RB PHARMACEUTICALS LIMITED)
Reel/Frame 069316/0760 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 20, 2024
From: C4X DISCOVERY LIMITED
To: INDIVIOR UK LIMITED (CO.)
Reel/Frame 068342/0653 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS AND TRADEMARKS Recorded Jun 30, 2021
From: INDIVIOR UK LIMITED
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 056728/0416 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 9, 2018
From: MARTIN, BARRIE P.
To: C4X DISCOVERY LIMITED
Reel/Frame 047105/0577 →