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23002-51-9

23002-51-9 Structure

23002-51-9 Structure
IdentificationBack Directory
[Name]

6-Chloro-1H-pyrazolo[3,4-d]pyrimidine
[CAS]

23002-51-9
[Synonyms]

QC-1184
2-Chlor-purin
6-Chloropyrazolo[3,4-d]pyrimidine
6-Chlor-1H-pyrazolo<3,4-d>pyrimidin
6-Chloro-1H-pyrazolo[3,4-d]pyrimidine
1H-Pyrazolo[3,4-d]pyriMidine, 6-chloro-
6-chloro-1(2)H-pyrazolo[3,4-d]pyrimidine
[Molecular Formula]

C5H3ClN4
[MDL Number]

MFCD10697157
[MOL File]

23002-51-9.mol
[Molecular Weight]

154.56
Chemical PropertiesBack Directory
[Melting point ]

>100°C (dec.)
[Boiling point ]

287.9±23.0 °C(Predicted)
[density ]

1.84±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

DMSO (Slightly), Ethyl Acetate (Slightly)
[form ]

Solid
[pka]

9.27±0.20(Predicted)
[color ]

Pale Yellow
[Stability:]

Moisture Sensitive
[InChI]

InChI=1S/C5H3ClN4/c6-5-7-1-3-2-8-10-4(3)9-5/h1-2H,(H,7,8,9,10)
[InChIKey]

CZAPPYRAFCOFOL-UHFFFAOYSA-N
[SMILES]

C1(Cl)=NC=C2C=NNC2=N1
Hazard InformationBack Directory
[Uses]

Pyrazolo[3,4-d]pyrimidines have a close structural resemblance to the substrates for the enzyme xanthine oxidase, hypoxanthine (6-hydroxypurine) and xanthine (2,6-dihydroxypurine). These compounds ar e capable of binding to the enzyme and strongly inhibit its activity. They have been studied for their role in the treatment and prophylaxis of hyperuricemia in human patients as well as potential an ti-tumor agents.
[Synthesis]

To a stirred solution of hydrazine in THF, 2,4-Dichloro-pyrimidine-5-carbaldehyde was added and the mixture was stirred at room temperature for 30 min. The mixture was poured into water and extracted with EtOAc. The extract was dried with sodium sulfate and the solvent was removed to give an orange solid. Yield_82%
6-Chloro-1H-pyrazolo[3,4-d]pyrimidine
[References]

[1] Patent: US2005/277655, 2005, A1. Location in patent: Page/Page column 15
[2] Patent: CN105524048, 2016, A. Location in patent: Paragraph 0427; 0428
[3] Patent: WO2011/156698, 2011, A2. Location in patent: Page/Page column 52-53
Safety DataBack Directory
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

6-Chloro-1H-pyrazolo[3,4-d]pyrimidine(23002-51-9)1HNMR
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