5-Chloro-1-methyl-4-nitroimidazole 4897-25-0 CAS NO.4897-25-0

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Introduction: 

5-Chloro-1-methyl-4-nitroimidazole Basic information

Description References

Product Name:	5-Chloro-1-methyl-4-nitroimidazole
Synonyms:	5-chloro-1-methyl-4-nitroimidazole Solution, 100ppm;5-Chloro-1-methyl-4-nitroimidazole≥ 99% (HPLC);Azathioprine EP Impurity C;Azathioprine Impurity Ⅰ: 5-Chloro-1-methyl-4-nitroimidazole;5-chloro-1-methyl-4-nitro-imidazol;A(S50154-9);Imidazole, 5-chloro-1-methyl-4-nitro-;pcmni
CAS:	4897-25-0
MF:	C4H4ClN3O2
MW:	161.55
EINECS:	225-521-2
Product Categories:	Heterocycles;Halogenated Heterocycles;Heterocyclic Building Blocks;Imidazoles;ImidazolesBuilding Blocks;Building Blocks;Heterocyclic Compounds;Imidaxoles;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
Mol File:	4897-25-0.mol

5-Chloro-1-methyl-4-nitroimidazole Chemical Properties

Melting point	148-150 °C (lit.)
Boiling point	362.3±22.0 °C(Predicted)
density	1.9518 (rough estimate)
refractive index	1.5500 (estimate)
storage temp.	Inert atmosphere,2-8°C
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Powder
pka	-1.37±0.61(Predicted)
color	White
InChIKey	OSJUNMSWBBOTQU-UHFFFAOYSA-N
CAS DataBase Reference	4897-25-0(CAS DataBase Reference)
NIST Chemistry Reference	1H-imidazole, 5-chloro-1-methyl-4-nitro-(4897-25-0)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36-37/39
WGK Germany	3
RTECS	NI4397100
HazardClass	IRRITANT
HS Code	29332900

MSDS Information

Provider	Language
5-Chloro-1-methyl-4-nitro-1H-imidazole	English
SigmaAldrich	English
ACROS	English

5-Chloro-1-methyl-4-nitroimidazole Usage And Synthesis

Description	5-Chloro-1-methyl-4-nitroimidazole is an imidazole derivative. It is useful in the rapid mix experiments to investigate the mechanism of anomalous radiosensitization of mammalian cells. It can also be used in the synthesis of 5-aryl-1-methyl-4-nitroimidazoles, via Suzuki coupling with arylboronic acids, catalyzed by dichlorobis-(triphenylphosphine) palladium (II), K2CO3 and tetrabutylammonium bromide.
References	# lang=en&region=US Watts, M. E., et al. "Rapid-mix studies on the anomalous radiosensitization of mammalian cells by 5-chloro-1-methyl-4-nitromidazole." Int J Radiat Biol Relat Stud Phys Chem Med 38.6(1980):673-675. Saadeh, H. A, I. M. Mosleh, and M. M. Elabadelah. "New synthesis and antiparasitic activity of model 5-aryl-1-methyl-4-nitroimidazoles. "Molecules 14.8(2009):2758-67.
Description	5-Chloro-1-methyl-4-nitroimidazole is an intermediate in azathioprine synthesis, also present in the end product. It induced contact dermatitis in a man working on azathioprine synthesis. Cross reactivity is possible with imidazoles tioconazole, and econazole.
Chemical Properties	White Solid
Uses	5-Chloro-1-methyl-4-nitroimidazole (CMNI) is suitable for use in the rapid mix experiments to investigate the mechanism of anomalous radiosensitization of mammalian cells by CMNI. It may be used in the synthesis of 5-aryl-1-methyl-4-nitroimidazoles, via Suzuki coupling with arylboronic acids, catalyzed by dichlorobis-(triphenylphosphine)palladium(II), K2CO3 and tetrabutylammonium bromide.
General Description	5-Chloro-1-methyl-4-nitroimidazole is an 4-nitroimidazole derivative.
Contact allergens	This intermediate in azathioprine synthesis is also present in the end product. It induced contact dermatitis in a man working on azathioprine synthesis. Cross-reactivity is possible with imidazoles tioconazole and econazole.

5-Chloro-1-methyl-4-nitroimidazole Preparation Products And Raw materials

Raw materials	Phosphorus oxychloride-->Phosphorus pentachloride-->Potassium nitrate-->5-Chloro-1-methylimidazole-->N,N'-Dimethyloxalamide
Preparation Products	Azathioprine-->1H-Imidazol-5-amine,1-methyl-4-nitro-(9CI)

 

 

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