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

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

Product Name:
6-Chloro-1H-pyrazolo[3,4-d]pyrimidine
Synonyms:
  • 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine
  • 1H-Pyrazolo[3,4-d]pyriMidine, 6-chloro-
  • 2-Chlor-purin
  • 6-Chlor-1H-pyrazolo<3,4-d>pyrimidin
  • QC-1184
  • 6-chloro-1(2)H-pyrazolo[3,4-d]pyrimidine
  • 6-Chloropyrazolo[3,4-d]pyrimidine
CAS:
23002-51-9
MF:
C5H3ClN4
MW:
154.56
Product Categories:
  • Heterocycle-Pyrimidine series
  • SF180085
Mol File:
23002-51-9.mol
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6-Chloro-1H-pyrazolo[3,4-d]pyrimidine Chemical Properties

Melting point:
>100°C (dec.)
Boiling point:
287.9±23.0 °C(Predicted)
Density 
1.84±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 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
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Safety Information

HS Code 
2933998090
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6-Chloro-1H-pyrazolo[3,4-d]pyrimidine Usage And Synthesis

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 are 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 anti-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%

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