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HomeProduct name list3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

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

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

What is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine ?

The Uses of 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

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).

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

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
λmax 282nm(lit.)
Sensitive  Light Sensitive
InChI InChI=1S/C5H4IN5/c6-3-2-4(7)8-1-9-5(2)11-10-3/h1H,(H3,7,8,9,10,11)

Safety information for 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements 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.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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.

Computed Descriptors for 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

InChIKey HQAIUXZORKJOJY-UHFFFAOYSA-N
SMILES C1=NC(N)=C2C(I)=NNC2=N1

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