IP Library Granted Patent US 12,630,556
Granted Patent B2
US 12,630,556 · App. 18/613,695 · Granted May 19, 2026

Substituted [1,2,4]triazolo[1,5-a]pyrimidin-7-yl compounds as PDE2 inhibitors

Inventors: James Breitenbucher (Escondido, CA); Graeme Freestone (San Diego, CA); Laurent Gomez (San Diego, CA); Robert Lemus (Escondido, CA); Kiev Ly (San Diego, CA); Margaret McCarrick (San Diego, CA); William Vernier (Vista, CA); Troy Vickers (San Diego, CA)
Assignee: Dart NeuroScience LLC
C07D487/04A61K31/519A61P25/18A61P25/22A61P25/24A61P25/28C07D519/00C12Q1/50
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Quick Facts
Patent No.
US 12,630,556
App. No.
18/613,695
Granted
May 19, 2026
Kind
B2
Abstract

The invention provides a chemical entity of Formula (I): wherein R 1 , R 2 , X, Y and Z have any of the values described herein, and compositions comprising such chemical entities; methods of making them; and their use in a wide range of methods as disclosed herein, including metabolic and reaction kinetic studies; detection and imaging techniques; radioactive treatments; modulating and treating disorders mediated by PDE2 activity; treating neurological disorders, CNS disorders, dementia, neurodegenerative diseases, and trauma-dependent losses of function; treating stroke, including cognitive and motor deficits during stroke rehabilitation; facilitating neuroprotection and neurorecovery; enhancing the efficiency of cognitive and motor training, including animal skill training protocols; and treating peripheral disorders, including hematological, cardiovascular, gastroenterological, and dermatological disorders.

Claims (9)

1 . A compound, which is (2S)-4-[(3,5-Dichlorophenyl) carbonyl]-2-{5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl}morpholine.

2 . A compound, which is (2S)-4-[3-Bromo-4-(trifluoromethyl)benzoyl]-2-{5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl}morpholine.

3 . A compound, which is (2S)-4-(3-Bromo-4,5-difluorobenzoyl)-2-{5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl}morpholine.

4 . A pharmaceutical composition comprising a pharmaceutically acceptable excipient; and an effective amount of the compound of claim 1 .

5 . A method of inhibiting PDE2 activity, comprising exposing PDE2 to an effective amount of the compound of claim 1 .

6 . A pharmaceutical composition comprising a pharmaceutically acceptable excipient; and an effective amount of the compound of claim 2 .

7 . A method of inhibiting PDE2 activity, comprising exposing PDE2 to an effective amount of the compound of claim 2 .

8 . A pharmaceutical composition comprising a pharmaceutically acceptable excipient; and an effective amount of the compound of claim 3 .

9 . A method of inhibiting PDE2 activity, comprising exposing PDE2 to an effective amount of the compound of claim 3 .

Assignments (3)
MERGER Recorded Jan 16, 2026
From: DART NEUROSCIENCE (CAYMAN) LTD.
To: DART NEUROSCIENCE LLC
Reel/Frame 073501/0405 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2026
From: BREITENBUCHER, JAMES; FREESTONE, GRAEME; GOMEZ, LAURENT; LEMUS, ROBERT; LY, KIEV; MCCARRICK, MARGARET; VERNIER, WILLIAM; VICKERS, TROY
To: DART NEUROSCIENCE, LLC
Reel/Frame 073501/0310 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2026
From: DART NEUROSCIENCE, LLC
To: DART NEUROSCIENCE (CAYMAN) LTD.
Reel/Frame 073501/0245 →
Continuity (7)
Continuation 17850668 · Jun 27, 2022
Continuation 17455405 · Nov 17, 2021
Continuation 16694869 · Nov 25, 2019
Continuation 15905672 · Feb 26, 2018
Continuation 15306069
Provisional Application 61983387 · Apr 23, 2014
Related Publication 20250092047A1 · Mar 20, 2025
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