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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
Molecular Weight:
129.55
MDL Number:
MFCD00053576
MOL File:
5305-59-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:51

4-Amino-6-chloropyrimidine Properties

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
pka 2.16±0.10(Predicted)
form Solid
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)
FDA UNII 99CMM8EZ3Q
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
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
NFPA 704
0
2 0

4-Amino-6-chloropyrimidine price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 735272 4-Amino-6-chloropyrimidine 97% 5305-59-9 1g $47.9 2023-06-20 Buy
TCI Chemical A2136 4-Amino-6-chloropyrimidine >98.0%(GC)(T) 5305-59-9 1g $43 2025-07-31 Buy
TCI Chemical A2136 4-Amino-6-chloropyrimidine >98.0%(GC)(T) 5305-59-9 5g $126 2025-07-31 Buy
Usbiological A1376-61 4-Amino-6-chloropyrimidine 5305-59-9 2g $389 2021-12-16 Buy
AK Scientific J97012 4-Amino-6-chloropyrimidine 5305-59-9 500g $420 2021-12-16 Buy
Product number Packaging Price Buy
735272 1g $47.9 Buy
A2136 1g $43 Buy
A2136 5g $126 Buy
A1376-61 2g $389 Buy
J97012 500g $420 Buy

4-Amino-6-chloropyrimidine Chemical Properties,Uses,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

4,6-Dichloropyrimidine

1193-21-1

4-Amino-6-chloropyrimidine

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

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View Lastest Price from 4-Amino-6-chloropyrimidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Amino-6-chloropyrimidine pictures 2025-08-08 4-Amino-6-chloropyrimidine
5305-59-9
US $0.00 / Kg/Drum 1Kg/Drum 99% 5000KG Hebei Mujin Biotechnology Co.,Ltd
4-Amino-6-chloropyrimidine pictures 2025-04-04 4-Amino-6-chloropyrimidine
5305-59-9
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
4-Amino-6-chloropyrimidine pictures 2021-07-13 4-Amino-6-chloropyrimidine
5305-59-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
4-AMINO-6-CHLOROPYRIMIDINE 6-CHLORO-PYRIMIDIN-4-YLAMINE 4-Pyrimidinamine, 6-chloro- (9CI) 2-CHLORO-6-AMINOPYRIMIDINE 6-Chloro-4-pyrimidinamine 6-CHLORO-PYRIMIDIN-4-YLAMINE 98% 6-Chloropyrimidin-4-amine NSC 42134 6-AMino-4-chloropyriMidine 6-Chloropyrimidine-4-amine 4-(4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)benzene-1-sulfonyl chloride 6-chloro-4-aminopyrimidine 4-Amino-6-chloropyri 6-Chloropyrimidin-4-amine, 4-Amino-6-chloro-1,3-diazine 4-Chloro-6-aminopyrimidine 4-AMino-6-chloropyriMidine, 98%, 98% 4-Amino-6-chloropyrimidine 97% H50551 4-Amino-6-chloropyrimidine > 4-Amino-6-chL 4-Pyrimidinamine, 6-chloro- 5305-59-9 C4H4ClN3 AMINE chloropyrimidin Heterocycle-Pyrimidine series amine| alkyl chloride Biochemistry Nucleobases and their analogs Nucleosides, Nucleotides & Related Reagents Bases & Related Reagents Nucleotides Nucleotides and Nucleosides Pyrimidines Amines and Anilines Heterocycles PYRIMIDINE Heterocycles Nucleotides Amines bc0001