4-Aminopyrazolo[3,4-d]pyrimidine Chemical Properties

Melting point:

>325 °C(lit.)

Boiling point:

238.81°C (rough estimate)

Density 

1.3795 (rough estimate)

refractive index 

1.7000 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in DMSO

pka

12.12±0.20(Predicted)

form 

powder to crystal

color 

White to Orange to Green

Water Solubility 

Insoluble in water.

BRN 

5824

InChIKey

LHCPRYRLDOSKHK-UHFFFAOYSA-N

CAS DataBase Reference

2380-63-4(CAS DataBase Reference)

NIST Chemistry Reference

1H-pyrazolo[3,4-d]pyrimidin-4-amine(2380-63-4)

EPA Substance Registry System

1H-Pyrazolo[3,4-d]pyrimidin-4-amine (2380-63-4)

Safety Information

Hazard Codes 

T

Risk Statements 

25-36/37/38-23/24/25

Safety Statements 

26-36/37/39-45-22-36

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

UR0717000

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29335990

Toxicity

LD50 oral in rat: 141mg/kg

MSDS

• Language:English Provider:4-Aminopyrazolo[3,4-d]pyrimidine
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4-Aminopyrazolo[3,4-d]pyrimidine Usage And Synthesis

Description

4-aminopyrazolo[3,4-d]pyrimidine (4-APP), the isomer of adenine with the five-membered ring in the pyrazole configuration, is by far the most potent inhibitor of both enzymatic reactions catalyzed by Stx1. It is also a new type of mTOR inhibitor. The 4-aminopyrazolo[3,4-d]pyrimidines, a well-characterized class of compounds for tyrosine kinase inhibition, were used as a Src inhibitor module that blocks the adenosine binding site[1-2].

Chemical Properties

Light Tan Solid

Uses

4-Amino-1H-pyrazolo[3,4-d]pyrimidine decreases serum cholesterol markedly in rats.

References

[1] M Brigotti. “4-Aminopyrazolo[3,4-d]pyrimidine (4-APP) as a novel inhibitor of the RNA and DNA depurination induced by Shiga toxin 1.” Nucleic Acids Research 28 12 (2000): 2383–8.
[2] Ho Jin Lee. “Development of a 4-aminopyrazolo[3,4-d]pyrimidine-based dual IGF1R/Src inhibitor as a novel anticancer agent with minimal toxicity.” Molecular Cancer 17 1 (2018): 50.

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