76529-47-0

Basic information

• Product Name: 4-Iodo-1-methyl-5-nitro-1H-imidazole
• Synonyms: 1-Methyl-4-iodo-5-nitro-1H-imidazole;4-Iodo-1-methyl-5-nitro-1H-imidazole
• CAS NO: 76529-47-0
• Molecular Formula: C₄H₄IN₃O₂
• Molecular Weight: 0
• Mol File: 76529-47-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 399°C at 760 mmHg
• Flash Point: 195.1°C
• Appearance: /
• Density: 2.38g/cm³
• Vapor Pressure: 3.26E-06mmHg at 25°C
• Refractive Index: 1.759
• CAS DataBase Reference: 4-Iodo-1-methyl-5-nitro-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Iodo-1-methyl-5-nitro-1H-imidazole(76529-47-0)
• EPA Substance Registry System: 4-Iodo-1-methyl-5-nitro-1H-imidazole(76529-47-0)

Safety Data

• Hazardous Substances Data: 76529-47-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H4IN3O2/c1-7-2-6-3(5)4(7)8(9)10/h2H,1H3

Upstream product

• 84-48-0 2-sulfo-anthraquinone 
• 77-78-1 dimethyl sulfate 
• 76529-48-1 (4,5)-iodonitroimidazole 
• 15813-09-9 4,5-diiodo-1H-imidazole 

Downstream Products

• 84-48-0 2-sulfo-anthraquinone 
• 40648-96-2 1-methyl-4-nitro-1H-imidazole-5-carbonitrile 
• 76529-49-2 Ethyl 4-<2-<(1-Methyl-5-nitro-4-imidazolyl)thio>ethoxy>benzoate 
• 113121-62-3 1-methyl-4-(4'-methylphenyl)thio-5-nitroimidazole 
• 32057-98-0 1-methyl-5-nitro-4-phenylthioimidazole 
• 86072-12-0 1-methyl-4-morpholino-5-nitroimidazole 

Relevant articles and documents

Potential radiosensitizing agents. 7. 4(5)-Iodo-5(4)-nitroimidazole derivatives

A series of 4(5)-iodo-5(4)-nitro-1-substituted-imidazoles has been synthesized and tested for their ability to selectively radiosensitize hypoxic Chinese hamster cells (V-79) to the lethal effect of radiation. The reaction of 4(5)-iodo-5(4)-nitroimidazole with 1,2-epoxy-3-methoxypropane and ethyl α-chloroacetate produced two isomeric products in each case, which were identified by their NMR spectra. The ethyl esters were further reacted with 3-picolylamine to produce corresponding amides. The 5-iodo-4-nitroimidazole-1-N-(3-picolyl)acetamide on further reaction with m-chloroperbenzoic acid produced the corresponding N-oxide. These compounds were generally more toxic to V-79 cells than the 2-nitroimidazole derivatives and were found to be more effective radiosensitizers in vitro. The 5-iodo-4-nitroimidazole derivatives were more efficient as sensitizers than the 4-iodo-5-nitroimidazole derivatives, and the sensitizing efficiency of this class of agents was found to have significant correlation with their partition coefficients.