Pyridazinedione-based heterobicyclic covalent linkers and methods and applications thereof
US-2024425465-A1 · Dec 26, 2024 · US
US9388186B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9388186-B2 |
| Application number | US-201414199653-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 6, 2014 |
| Priority date | Sep 15, 2009 |
| Publication date | Jul 12, 2016 |
| Grant date | Jul 12, 2016 |
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The instant invention relates to crystalline forms of MK-1775, an inhibitor of Weel kinase. Specifically, the instant invention relates to hemihydrates of MK-1775.
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What is claimed is: 1. A novel crystalline 2-allyl-1-[6-(1-hydroxy-1-methylethyl)pyridin-2-yl]-6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one hemihydrate which is characterized by an x-ray powder diffraction pattern, collected using copper Kα radiation, corresponding to d-spacings of 10.66, 5.30 and 4.18 angstroms. 2. The novel crystalline hemihydrate of claim 1 which is further characterized by d-spacings of 9.11, 8.80 and 3.54 angstroms. 3. The novel crystalline hemihydrate of claim 2 which is further characterized by d-spacings of 18.22, 3.09 and 3.02 angstroms. 4. The novel crystalline hemihydrate of claim 1 which is characterized by a solid-state carbon-13 CPMAS nuclear magnetic resonance spectrum showing signals at 116.6, 52.4, 55.0 and 31.7 p.p.m. 5. The novel crystalline hemihydrate of claim 4 which is further characterized by signals at 145.0, 154.8, 160.1, and 169.4 p.p.m. 6. A pharmaceutical composition comprising the crystalline hemihydrate of claim 1 and a pharmaceutically acceptable carrier.
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