19183-16-5

Basic information

• Product Name: 2-METHYL-4,5-DINITRO-1H-IMIDAZOLE
• Synonyms: 2-METHYL-4,5-DINITRO-1H-IMIDAZOLE;2-Methyl-4,5-dinitroimidazole
• CAS NO: 19183-16-5
• Molecular Formula: C₄H₄N₄O₄
• Molecular Weight: 172.1
• Mol File: 19183-16-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 207 °C
• Boiling Point: 541.7°C at 760 mmHg
• Flash Point: 281.4°C
• Appearance: /
• Density: 1.705g/cm³
• Vapor Pressure: 3.01E-11mmHg at 25°C
• Refractive Index: 1.647
• PKA: 3.96±0.10(Predicted)
• CAS DataBase Reference: 2-METHYL-4,5-DINITRO-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-4,5-DINITRO-1H-IMIDAZOLE(19183-16-5)
• EPA Substance Registry System: 2-METHYL-4,5-DINITRO-1H-IMIDAZOLE(19183-16-5)

Safety Data

• Hazardous Substances Data: 19183-16-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H4N4O4/c1-2-5-3(7(9)10)4(6-2)8(11)12/h1H3,(H,5,6)

Upstream product

• 696-23-1 2-methyl-4-nitro-1H-imidazole 
• 19182-82-2 2-methyl-1,4-dinitro-1H-imidazole 

Downstream Products

• 105687-87-4 1-(3-Chlor-2-hydroxypropyl)-2-methyl-4,5-dinitroimidazol 
• 63662-67-9 5-chloro-2-methyl-4-nitroimidazole 
• 127925-91-1 1-(4-Iodo-phenyl)-2-(2-methyl-4,5-dinitro-imidazol-1-yl)-ethanone 
• 127925-93-3 1-(4-Methoxy-phenyl)-2-(2-methyl-4,5-dinitro-imidazol-1-yl)-ethanone 
• 127925-88-6 1-(4-Fluoro-phenyl)-2-(2-methyl-4,5-dinitro-imidazol-1-yl)-ethanone 
• 143073-64-7 1-(2-Chloro-phenyl)-2-(2-methyl-4,5-dinitro-imidazol-1-yl)-ethanone 
• 19183-17-6 1,2-dimethyl-4,5-dinitroimidazole 
• 127925-89-7 1-(4-chlorophenacyl)-4,5-dinitro-2-methylimidazole 
• 127925-92-2 2-(2-Methyl-4,5-dinitro-imidazol-1-yl)-1-p-tolyl-ethanone 
• 127925-87-5 2-methyl-4,5-dinitro-1-phenacylimidazole 
• 143073-66-9 1-(3,4-Dichloro-phenyl)-2-(2-methyl-4,5-dinitro-imidazol-1-yl)-ethanone 
• 143073-65-8 1-(2,4-Dichloro-phenyl)-2-(2-methyl-4,5-dinitro-imidazol-1-yl)-ethanone 

Relevant articles and documents

Synthesis of 2,3-dihydro-7-nitroimidazo[5,1-b]oxazoles as potential tuberculostatic agents

A series of 2,3-dihydro-7-nitroimidazo[5,1-b]oxazoles has been prepared in one-pot reaction. The proposed new method of their synthesis requires a treatment of 4,5-dinitroimidazole or 2-methyl-4,5-dinitroimidazole with oxiranes. Some of the obtained compounds have been tested in vitro for antimycobacterial activity and the spatial structure of them has been also discussed.

Azoles. 27. Nitroimidazole derivatives, their antibacterial and fungicidal activity and electron affinity

Nitroimidazole derivatives 3a-3g, 4a-4g and 5-8 were synthesized by treating 4,5-dinitro- and 2-methyl-4,5-dinitroimidazole (1,2) with phenacyl bromide, its p-substituted derivatives or epichlorohydrin. 1-(3-Chloro-2-hydroxypropyl)-4,5-dinitroimidazole (5) and its 2-methyl derivative 6 have been converted to imidazo-oxazoles 7 and 8 or amino imidazole derivatives 9-14 by the action of potassium carbonate or cyclic amines (pyrrolidine, piperidine, morpholine and N-methylpiperazine). Some of the newly synthesized nitroimidazole derivatives show antibacterial and fungicidal activity. The electron affinity of the nitroimidazole derivatives 1-24 is discussed on the basis of their half-wave potentials and in the connection with their eventual radiosensitizing properties.