ChemicalBook > CAS DataBase List > 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

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

Product Name
3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
CAS No.
151266-23-8
Chemical Name
3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Synonyms
4-Amino-3-iodopyrazolo[3,4-d]pyrimidine;IbrutinibIntermediate6;7-Iodo-7-deaza-8-aza-adenine;4-AMINO-3-IODO-1H-PYRAZOLO[3;4-AMino-3-iodopyrazolo[3,4-d]pyridine;3-iodo-4-Aminopyrazolo[3,4-d]pyridine;3-iodopyrazolo[3,4-d]pyriMidin-4-aMine;3-iodo-4-AMino-1H-pyrazolo[3,4-d]pyridine;4-Amino-3-iodo-1H-pyrazolo[3,4-D]pyridine;3-iodo-2H-pyrazolo[3,4-d]pyrimidin-4-amine
CBNumber
CB8144555
Molecular Formula
C5H4IN5
Formula Weight
261.02
MOL File
151266-23-8.mol
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3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Property

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
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36/37/39-37
TSCA 
N
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
ADE001444
Product name
3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Purity
AldrichCPR
Packaging
1g
Price
$709
Updated
2025/07/31
TCI Chemical
Product number
I0941
Product name
3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$58
Updated
2025/07/31
TCI Chemical
Product number
I0941
Product name
3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$285
Updated
2025/07/31
TRC
Product number
I736005
Product name
3-Iodo-3H-pyrazolo[3,4-d]pyrimidin-4-amine
Packaging
1g
Price
$105
Updated
2021/12/16
TRC
Product number
I736005
Product name
3-Iodo-3H-pyrazolo[3,4-d]pyrimidin-4-amine
Packaging
25g
Price
$1765
Updated
2021/12/16
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3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Chemical Properties,Usage,Production

Description

3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine is a key intermediate in the synthesis of ibrutinib.

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).

References

[1] Patent: US2007/293516, 2007, A1. Location in patent: Page/Page column 12; 16
[2] Angewandte Chemie - International Edition, 2016, vol. 55, # 36, p. 10909 - 10912
[3] Angew. Chem., 2016, vol. 128, p. 11069 - 11073,5
[4] Journal of Medicinal Chemistry, 2017, vol. 60, # 18, p. 7725 - 7744
[5] Patent: US2012/202785, 2012, A1. Location in patent: Page/Page column 258

3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine 151266-23-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-07-04
Shaanxi Xianhe Biotech Co., Ltd
Product
3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine 151266-23-8
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000kg
Release date
2025-04-18
Nanjing Fred Technology Co., Ltd
Product
4-Amino-3-Iodo-1H-Pyrazolo[3,4-D]Pyrimidine 151266-23-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2023-12-28

151266-23-8, 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Related Search:

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