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

Safety Information

HS Code 

2933998090

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%

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

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

• 6-CHLORO-1H-INDOL-3-METHYLAMINE
• 6-chloro-1H-pyrazolo[3,4-b]pyridine
• 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 6-chloro-
• 6-Chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methyl ester
• 6-CHLORO-1H-PYRROLO[3,2-B]PYRIDINE
• 1H-1,2,3-TRIAZOLO[4,5-B]PYRIDINE, 6-CHLORO-
• 6-chloro-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde
• 6-chloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
• 1H-Indole-3-aceticacid,6-chloro-(9CI)
• 6-Chloro-1H-pyrazolo[4,3-c]pyridine
• 6-Chloro-1H-pyrazolo[3,4-b]pyrazine
• 6-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE
• 3H-Pyrazolo[4,3-c]pyridin-3-one, 6-chloro-1,2-dihydro-
• 6-Chloro-3H-imidazo[4,5-c]pyridine