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4-Amino-6-chloropyrimidine

Product Name
4-Amino-6-chloropyrimidine
CAS No.
5305-59-9
Chemical Name
4-Amino-6-chloropyrimidine
Synonyms
H50551;NSC 42134;4-Amino-6-chL;4-Amino-6-chloropyri;6-Chloro-4-pyrimidinamine;6-Chloropyrimidin-4-amine;6-Chloropyrimidine-4-amine;6-AMino-4-chloropyriMidine;2-CHLORO-6-AMINOPYRIMIDINE;4-AMINO-6-CHLOROPYRIMIDINE
CBNumber
CB4424750
Molecular Formula
C4H4ClN3
Formula Weight
129.55
MOL File
5305-59-9.mol
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4-Amino-6-chloropyrimidine Property

Melting point:
215-216°C
Boiling point:
289.0±20.0 °C(Predicted)
Density 
1.437±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO
form 
Solid
pka
2.16±0.10(Predicted)
color 
Pale Yellow
InChI
InChI=1S/C4H4ClN3/c5-3-1-4(6)8-2-7-3/h1-2H,(H2,6,7,8)
InChIKey
DUKKRSPKJMHASP-UHFFFAOYSA-N
SMILES
C1=NC(Cl)=CC(N)=N1
CAS DataBase Reference
5305-59-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36/37/39-36/37
WGK Germany 
3
Hazard Note 
Harmful
HazardClass 
IRRITANT
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
735272
Product name
4-Amino-6-chloropyrimidine
Purity
97%
Packaging
1g
Price
$47.9
Updated
2023/06/20
TCI Chemical
Product number
A2136
Product name
4-Amino-6-chloropyrimidine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$43
Updated
2025/07/31
TCI Chemical
Product number
A2136
Product name
4-Amino-6-chloropyrimidine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$126
Updated
2025/07/31
Usbiological
Product number
A1376-61
Product name
4-Amino-6-chloropyrimidine
Packaging
2g
Price
$389
Updated
2021/12/16
AK Scientific
Product number
J97012
Product name
4-Amino-6-chloropyrimidine
Packaging
500g
Price
$420
Updated
2021/12/16
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4-Amino-6-chloropyrimidine Chemical Properties,Usage,Production

Chemical Properties

Pale Yellow Solid

Anticancer Research

4-Amino-6-chloropyrimidine has been shown to inhibit the proliferation of cancer cells in vitro and in vivo, without affecting normal cells. 4-Amino-6-chloropyrimidine also inhibits kinase activity and protein synthesis in cancer cells. This drug has a potent inhibitory effect on cell proliferation. 

Synthesis

1193-21-1

5305-59-9

The general procedure for the synthesis of 4-amino-6-chloropyrimidine from 4,6-dichloropyrimidine was as follows: to a suspension of 4,6-dichloropyrimidine (3.0 g, 20 mmol) in isopropanol (40 mL) was slowly added the appropriate amine, with the rate of addition being controlled so as to maintain the internal temperature of the reaction system at no more than 40°C. The reaction mixture was stirred continuously for 1 hour at 25°C. After addition, the reaction mixture was stirred continuously at 25 °C for 1 hour. Upon completion of the reaction, water (30 mL) was added and the resulting suspension was cooled to 0 °C in an ice bath. The precipitated product was collected by filtration and washed sequentially with pre-cooled isopropanol/water solvent mixture (V/V=2:1, 50 mL) and pure water. Finally, the resulting solid product was dried under vacuum to obtain the target compound 4-amino-6-chloropyrimidine.

References

[1] Journal of Medicinal Chemistry, 2011, vol. 54, # 20, p. 7066 - 7083
[2] European Journal of Medicinal Chemistry, 2014, vol. 75, p. 11 - 20
[3] Patent: WO2012/35039, 2012, A1. Location in patent: Page/Page column 84
[4] Patent: US2012/15943, 2012, A1. Location in patent: Page/Page column 54
[5] ChemMedChem, 2017, vol. 12, # 16, p. 1390 - 1398

4-Amino-6-chloropyrimidine Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Amino-6-chloropyrimidine Suppliers

MDP ChemControl Ltd.
Tel
--
Fax
--
Email
chemcontrol@nextra.sk
Country
Slovakia
ProdList
6700
Advantage
60
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View Lastest Price from 4-Amino-6-chloropyrimidine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
4-Amino-6-chloropyrimidine 5305-59-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-29
Shaanxi Dideu Medichem Co. Ltd
Product
4-AMino-6-chloropyriMidine 5305-59-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-14
Zhuozhou Wenxi import and Export Co., Ltd
Product
4-Amino-6-chloropyrimidine 5305-59-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

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