Heterocyclic nmda antagonists
US-2023150934-A1 · May 18, 2023 · US
US11827601B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11827601-B2 |
| Application number | US-202218087302-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 22, 2022 |
| Priority date | Nov 14, 2019 |
| Publication date | Nov 28, 2023 |
| Grant date | Nov 28, 2023 |
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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.
Opening claim text (preview).
What is claimed is: 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.
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