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

CAS NO.：23002-51-9
Empirical Formula: C5H3ClN4
Molecular Weight: 154.56
MDL number: MFCD10697157
SAFETY DATA SHEET (SDS)
Update Date: 2023-11-06 16:37:43

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

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

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.

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

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

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

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)