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)

pka

-1.37±0.61(Predicted)

form 

Powder

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

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

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

http://www.sigmaaldrich.com/catalog/product/aldrich/367532?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(4897-25-0)Related Product Information

• Imidazole
• 4-Nitroimidazole
• Methylparaben
• 1-Methylimidazole
• Methyl acrylate
• Bensulfuron methyl
• Thiophanate-methyl
• Kresoxim-methyl
• Methyl
• Difluorochloromethane
• nitrotoluene
• Parathion-methyl
• Methyl bromide
• Imidazole, 1-methyl-4-nitro-
• 5-Chloro-1-methyl-4-nitroimidazole
• 5-CHLORO-4-NITRO-1-ISOBUTYL-2-ISOPROPYL-1H-IMIDAZOLE
• 5-CHLORO-2-ETHYL-4-NITRO-1-PROPYL-1H-IMIDAZOLE