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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-IODO-1H-PYRAZOLO[3,4-D]PYRIMIDINE;4-Amino-3-iodopyrazolo[3,4-d]pyrimidine;IbrutinibIntermediate6;7-Iodo-7-deaza-8-aza-adenine;4-AMINO-3-IODO-1H-PYRAZOLO[3;3-iodo-4-Aminopyrazolo[3,4-d]pyridine;4-AMino-3-iodopyrazolo[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
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
Storage Class
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 Oral
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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
$755
Updated
2026/03/19
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
$46
Updated
2026/03/19
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
$228
Updated
2026/03/19
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

Varnor Chemical Co., Ltd.
Tel
0796-8330061 18779971813
Fax
0086-796-8330061
Email
sales@varnorchem.com
Country
China
ProdList
21
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55
Sichuan Lancent Medical Devices Co., Ltd.
Tel
18111675298
Fax
-
Email
stochem@aliyun.com
Country
China
ProdList
212
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58
Beijing Xinze Pharmaceutical Technology Co., Ltd.
Tel
010-61393740 13121768631
Email
weihong_1979@163.com
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China
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51
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58
LinkChem Technology Co., Ltd.
Tel
021-58950110 13124863828
Fax
021-20922272
Email
sales@linkchem.cn
Country
China
ProdList
3000
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58
Taizhou Creating Bio-pharm Co.,Ltd.
Tel
+86-0576-88827176 +86-18906581668
Email
post@creatingchemical.com
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China
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222
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58
Jinan Dexinjia Bio&Tech Co., Ltd
Tel
053182375886 13001715031
Fax
0531-82375893
Email
3517280075@qq.com
Country
China
ProdList
1530
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58
Xi'an Sunriver Biotech Ltd.
Tel
13991954170
Email
info@sunriverbio.com
Country
China
ProdList
111
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58
Suzhou Highfine Biotech Co., Ltd
Tel
0512-69209928;68417696 18306209966;13962195629
Email
linda@highfine.com;minhan.zhao@highfine.com
Country
China
ProdList
1639
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58
SiChuang NanBu Honesty Technology Co., Ltd.
Tel
0838-5675166 15883665058
Fax
0838-5675535
Email
nbcxkj@126.com
Country
China
ProdList
951
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55
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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84
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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

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