7464-68-8

Basic information

• Product Name: 1,5-Dimethyl-4-nitro-1H-imidazole
• Synonyms: 1,5-Dimethyl-4-nitro-1H-imidazole;4-Nitro-1,5-dimethyl-1H-imidazole;1,5-DiMethyl-4-nitroiMidazole;NSC 400014
• CAS NO: 7464-68-8
• Molecular Formula: C₅H₇N₃O₂
• Molecular Weight: 141.13
• Mol File: 7464-68-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 323°C at 760 mmHg
• Flash Point: 149.1°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 0.000509mmHg at 25°C
• Refractive Index: 1.598
• CAS DataBase Reference: 1,5-Dimethyl-4-nitro-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Dimethyl-4-nitro-1H-imidazole(7464-68-8)
• EPA Substance Registry System: 1,5-Dimethyl-4-nitro-1H-imidazole(7464-68-8)

Safety Data

• Hazardous Substances Data: 7464-68-8(Hazardous Substances Data)

Usage

General Description

1,5-Dimethyl-4-nitro-1H-imidazole is a chemical compound that belongs to the group of imidazoles, which are five-membered heterocyclic compounds containing two nitrogen atoms. This specific compound has a chemical formula of C5H7N3O2, suggesting the presence of carbon, hydrogen, nitrogen, and oxygen atoms. Its structure consists of a five-membered ring with the nitro group (-NO2) and the two methyl groups (-CH3) attached the ring at the 4 and 1,5 positions respectively. While it's not widely discussed in scientific literature, like other nitroimidazoles, it may have potential biological activities worthy of further research. However, it is important to handle it appropriately given the potential for chemical reactivity pertained to the nitro functional group.

InChI:InChI=1/C5H7N3O2/c1-4-5(8(9)10)6-3-7(4)2/h3H,1-2H3

Upstream product

• 10447-93-5 1,2-dimethylimidazole 
• 20041-97-8 2-(1-methyl-4-nitro-1H-imidazol-5-yl)acetic acid 
• 3034-41-1 1-methyl-4-nitro-1H-imidazole 
• 25554-84-1 2-(ethoxycarbonothioylthio)acetic acid 
• 7664-93-9 sulfuric acid 
• 74-88-4 methyl iodide 
• 7697-37-2 nitric acid 
• 14003-66-8 5-methyl-4-nitro-1H-imidazole 
• 14003-66-8 4-methyl-5-nitro-1H-imidazole 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1456787-32-8 (E)-2-bromo-1-methyl-4-nitro-5-styryl-1H-imidazole 
• 1456787-33-9 (E)-1-methyl-4-nitro-5-styryl-1H-imidazole-2-carbonitrile 
• 1017279-02-5 5-(bromomethyl)-1-methyl-4-nitro-1H-imidazole 
• 1245555-18-3 (2E)-4-{[4-(3-bromoanilino)-6-quinazolinyl]amino}-N,N-dimethyl-N-[(1-methyl-4-nitro-1H-imidazol-5-yl)methyl]-4-oxo-2-buten-1-ammonium bromide 
• 871885-96-0 1,5-dimethyl-1H-imidazol-4-ylamine 
• 600-21-5 N-methylalanine 
• 87471-08-7 (E)-1-methyl-4-nitro-5-(2-phenylethenyl)-1H-imidazole 

Relevant articles and documents

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Synthesis of substituted 5-bromomethyl-4-nitroimidazoles and use for the preparation of the hypoxia-selective multikinase inhibitor SN29966

5-Bromomethyl-4-nitroimidazoles have utility as bioreductive trigger precursors for the preparation of hypoxia-selective prodrugs. Here we describe an efficient two-step synthesis of 5-(bromomethyl)-1-methyl-4-nitro-1H- imidazole, a preferred precursor, employing an N-bromosuccinimide mediated radical bromination. Use of this precursor to prepare SN29966, a promising hypoxia-selective irreversible pan-ErbB inhibitor is reported along with the preparation of four other prodrug candidates. 5-Bromomethyl-4-nitroimidazole analogues bearing electron-donating and electron-withdrawing substituents at the N-1 and C-2 positions are also described.

Facile Conversion of 4(5)-Nitro-5(4)-methylimidazoles into 4(5)-Nitro-5(4)-cyanoimidazoles

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