IP Library Granted Patent US 11,827,601
Granted Patent B2
US 11,827,601 · App. 18/087,302 · Granted Nov 28, 2023

Heterocyclic NMDA antagonists

Inventors: Shuhei Ikeda (Fujisawa, JP); Makoto Kamata (Fujisawa, JP); Yuya Oguro (Fujisawa, JP)
Assignee: Takeda Pharmaceutical Company Limited
C07D207/263A61P25/18C07D401/06
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Quick Facts
Patent No.
US 11,827,601
App. No.
18/087,302
Granted
Nov 28, 2023
Kind
B2
Abstract

A compound of formula (I), or a salt thereof that may have an antagonistic action against an NMDA receptor that includes an NR2B subunit and may be useful as a prophylactic or therapeutic agent for depression, bipolar disorder, migraine, pain, a symptom peripheral to dementia, or the like.

Claims (8)

1. A compound which is (4S)-3-{[2-(4-chloro-2-fluorophenoxy)pyrimidin-5-yl]methyl}-4-methyl-1,3-oxazolidine-2-one, or a salt thereof.

2. The compound according to claim 1 , which is crystalline (4S)-3-{[2-(4-chloro-2-fluorophenoxy)pyrimidin-5-yl]methyl}-4-methyl-1,3-oxazolidine-2-one characterized by a powder X-ray diffraction pattern comprising peaks at 5.4°±0.2°, 14.0°±0.2°, 16.3°±0.2°, 17.4°±0.2°, 18.6°±0.2°, 20.3°±0.2°, 21.0°±0.2°, 21.8°±0.2°, and 24.5°±0.2° degrees two theta.

3. The compound according to claim 1 , which is crystalline (4S)-3-{[2-(4-chloro-2-fluorophenoxy)pyrimidin-5-yl]methyl}-4-methyl-1,3-oxazolidine-2-one characterized by a powder X-ray diffraction pattern comprising at least three peaks at at least chosen from peaks at 5.4°±0.2°, 14.0°±0.2°, 16.3°±0.2°, 17.4°±0.2°, 18.6°±0.2°, 20.3°±0.2°, 21.0°±0.2°, 21.8°±0.2°, and 24.5°±0.2° degrees two theta.

4. The compound according to claim 1 , which is crystalline (4S)-3-{[2-(4-chloro-2-fluorophenoxy)pyrimidin-5-yl]methyl}-4-methyl-1,3-oxazolidine-2-one characterized by a powder X-ray diffraction pattern comprising at least four peaks chosen from peaks at 5.4°±0.2°, 14.0°±0.2°, 16.3°±0.2°, 17.4°±0.2°, 18.6°±0.2°, 20.3°±0.2°, 21.0°±0.2°, 21.8°±0.2°, and 24.5°±0.2° degrees two theta.

5. A pharmaceutical composition comprising (4S)-3-{[2-(4-chloro-2-fluorophenoxy)pyrimidin-5-yl]methyl}-4-methyl-1,3-oxazolidine-2-one or a salt thereof and a pharmaceutically acceptable carrier.

6. A pharmaceutical composition comprising crystalline (4S)-3-{[2-(4-chloro-2-fluorophenoxy)pyrimidin-5-yl]methyl}-4-methyl-1,3-oxazolidine-2-one characterized by a powder X-ray diffraction pattern comprising peaks at 5.4°±0.2°, 14.0°±0.2°, 16.3°±0.2°, 17.4°±0.2°, 18.6°±0.2°, 20.3°±0.2°, 21.0°±0.2°, 21.8°±0.2°, and 24.5°±0.2° degrees two theta and a pharmaceutically acceptable carrier.

7. The pharmaceutical composition according to claim 5 , the pharmaceutical composition comprising crystalline (4S)-3-{[2-(4-chloro-2-fluorophenoxy)pyrimidin-5-yl]methyl}-4-methyl-1,3-oxazolidine-2-one characterized by a powder X-ray diffraction pattern comprising at least three peaks chosen from peaks at 5.4°±0.2°, 14.0°±0.2°, 16.3°±0.2°, 17.4°±0.2°, 18.6°±0.2°, 20.3°±0.2°, 21.0°±0.2°, 21.8°±0.2°, and 24.5°±0.2° degrees two theta and a pharmaceutically acceptable carrier.

8. The pharmaceutical composition according to claim 5 , the pharmaceutical composition comprising crystalline (4S)-3-{[2-(4-chloro-2-fluorophenoxy)pyrimidin-5-yl]methyl}-4-methyl-1,3-oxazolidine-2-one characterized by a powder X-ray diffraction pattern comprising at least four peaks chosen from peaks at 5.4°±0.2°, 14.0°±0.2°, 16.3°±0.2°, 17.4°±0.2°, 18.6°±0.2°, 20.3°±0.2°, 21.0°±0.2°, 21.8°±0.2°, and 24.5°±0.2° degrees two theta and a pharmaceutically acceptable carrier.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 18, 2023
From: IKEDA, SHUHEI; KAMATA, MAKOTO; OGURO, YUYA; AIDA, JUMPEI; TAWARAISHI, TAISUKE; WAKABAYASHI, TAKESHI; OYABU, NORIO; OCHIDA, ATSUKO; IWANAGA, KOUICHI; YAMAMOTO, SATOSHI; MURAKAMI, MASATAKA; NAKAMURA, MINORU; YAMAGUCHI, FUMIE; YUKAWA, TAKAFUMI
To: TAKEDA PHARMACEUTICAL COMPANY LIMITED
Reel/Frame 065263/0924 →
Priority Claims (1)
JP 2019-206311 · Nov 14, 2019 · national
Continuity (2)
Continuation 17755907
Related Publication 20230134307A1 · May 4, 2023
Cited By (2)
US 12,630,509 US 12,637,418