4-Aminopyrazolo[3,4-d]pyrimidine

Synonym(s):1H-Pyrazolo[3,4-d]pyrimidine-4-ylamine;4-Amino-1H-pyrazolo[3,4-d]pyrimidine

CAS NO.：2380-63-4
Empirical Formula: C5H5N5
Molecular Weight: 135.13
MDL number: MFCD00005688
EINECS: 219-174-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 20:33:22

4-Aminopyrazolo[3,4-d]pyrimidine Structural

What is 4-Aminopyrazolo[3,4-d]pyrimidine?

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

The Uses of 4-Aminopyrazolo[3,4-d]pyrimidine

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

What are the applications of Application

4-Aminopyrazolo[3,4-d]pyrimidine is a heterocycle used for research purposes

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.

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

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
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 for 4-Aminopyrazolo[3,4-d]pyrimidine

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H301:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P321:Specific treatment (see … on this label). P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. P501:Dispose of contents/container to..…