3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
- CAS NO.：151266-23-8
- Empirical Formula: C5H4IN5
- Molecular Weight: 261.02
- MDL number: MFCD03787931
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 16:48:35
![3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Structural](https://img.chemicalbook.in/CAS/GIF/151266-23-8.gif)
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) |
 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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