14953-62-9

Basic information

• Product Name: 4-nitro-5-phenyl-1H-imidazole
• Synonyms: 4-nitro-5-phenyl-1H-imidazole;5-NITRO-4-PHENYL-1H-IMIDAZOLE
• CAS NO: 14953-62-9
• Molecular Formula: C₉H₇N₃O₂
• Molecular Weight: 189.17
• Mol File: 14953-62-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 449.2°Cat760mmHg
• Flash Point: 225.5°C
• Appearance: /
• Density: 1.369g/cm³
• Vapor Pressure: 7.73E-08mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 4-nitro-5-phenyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitro-5-phenyl-1H-imidazole(14953-62-9)
• EPA Substance Registry System: 4-nitro-5-phenyl-1H-imidazole(14953-62-9)

Safety Data

• Hazardous Substances Data: 14953-62-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H7N3O2/c13-12(14)9-8(10-6-11-9)7-4-2-1-3-5-7/h1-6H,(H,10,11)

Upstream product

• 6963-65-1 4-bromo-5-nitro-1H-imidazole 
• 98-80-6 phenylboronic acid 
• 72798-75-5 4⁽⁵⁾-(p-aminophenyl)-5⁽⁴⁾-nitroimidazole 

Downstream Products

• 111328-06-4 5-Phenyl-3H-imidazol-4-ylamine 
• 1039984-25-2 1-methyl-4-phenyl-5-aminoimidazole 
• 14953-63-0 1-methyl-4-phenyl-5-nitroimidazole 
• 111380-10-0 1-methyl-4-nitro-5-phenyl-1H-imidazole 

Relevant articles and documents

IMIDAZOTETRAZINE COMPOUNDS

New synthetic methods to provide access to previously unexplored functionality at the C8 position of imidazotetrazines. Through synthesis and evaluation of a suite of compounds with a range of aqueous stabilities (from 0.5 to 40 hours), a predictive model for imidazotetrazine hydrolytic stability based on the Hammett constant of the C8 substituent was derived. Promising compounds were identified that possess activity against a panel of GBM cell lines, appropriate hydrolytic and metabolic stability, and brain-to-serum ratios dramatically elevated relative to TMZ, leading to lower hematological toxicity profiles and superior activity to TMZ in a mouse model of GBM.

Nitrosoimidazoles: Highly Bactericidal Analogues of 5-Nitroimidazole Drugs

It is believed that metronidazole and related 5-nitroimidazoles are activated by reduction of the nitro group and that the active species has a nitrogen functionality of intermediate oxidation state.However, the preparation and isolation of the active for