3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Chemical Properties

Boiling point:

312.3±52.0 °C(Predicted)

Density 

2.92±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

10.50±0.20(Predicted)

color 

White to Light yellow to Light orange

Sensitive 

Light Sensitive

λmax

282nm(lit.)

InChI

InChI=1S/C5H4IN5/c6-3-2-4(7)8-1-9-5(2)11-10-3/h1H,(H3,7,8,9,10,11)

InChIKey

HQAIUXZORKJOJY-UHFFFAOYSA-N

SMILES

C1=NC(N)=C2C(I)=NNC2=N1

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39-37

TSCA 

N

HS Code 

29335990

3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Usage And Synthesis

Uses

3-Iodo-3H-pyrazolo[3,4-d]pyrimidin-4-amine acts as a reagent in the discovery and preparation of CHMFL-FLT3-122 as potent and orally available FLT3 kinase inhibitor for FLT3-ITD positive acute myeloid leukemia. Development and preparation of potent and selective Plasmodium falciparum calcium-dependent protein kinase 4 (PfCDPK4) inhibitors that block the transmission of malaria to mosquitoes.

Synthesis

A solution of 3H-pyrazolo[3,4-d]pyrimidin-4-amine (10 g, 0.074 mol) and n-iodo-succinamide (25 g, 0.111 mol) in DMF (80 mL) was heated to 80° C. overnight under an argon atmosphere. The resulting solid was filtered and rinsed with cold EtOH. The product was dried in vacuo overnight to yield 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (24 g, 100 per cent yield).

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