5805-47-0

Basic information

• Product Name: 6-nitro-2-(2-nitrophenyl)-1H-benzimidazole
• CAS NO: 5805-47-0
• Molecular Formula: C₁₃H₈N₄O₄
• Molecular Weight: 284.227
• Mol File: 5805-47-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 566.1°C at 760 mmHg
• Flash Point: 296.1°C
• Density: 1.544g/cm³
• Vapor Pressure: 7.82E-13mmHg at 25°C
• Refractive Index: 1.74
• CAS DataBase Reference: 6-nitro-2-(2-nitrophenyl)-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-nitro-2-(2-nitrophenyl)-1H-benzimidazole(5805-47-0)
• EPA Substance Registry System: 6-nitro-2-(2-nitrophenyl)-1H-benzimidazole(5805-47-0)

Safety Data

• Hazardous Substances Data: 5805-47-0(Hazardous Substances Data)

Upstream product

• 99-56-9 4-Nitrophenylene-1,2-diamine 
• 552-89-6 2-nitro-benzaldehyde 
• 133721-90-1 sodium hydroxy(2-nitrophenyl)methanesulfonate 
• 716-79-0 2-phenyl-1H-benzoimidazole 

Relevant articles and documents

Product analyses of ozone mediated nitration of benzimidazole derivatives with nitrogen dioxide: Formation of 1-nitrobenzimidazoles and conversion to benzotriazoles

Several benzimidazole derivatives having electron-withdrawing or -donating substituent(s) at the benzene moiety were used as models of the imidazole moiety of purine bases and their nitration with nitrogen dioxide and ozone (so-called Kyodai nitration) we

New strategy for the synthesis of 2-phenylbenzimidazole derivatives with sodium perborate (SPB) as oxidant

A novel strategy for the synthesis of 2-phenylbenzimidazoles with sodium perborate (SPB) as oxidant under mild reaction condition is developed. Excellent chemoselectivity and broad substrate tolerance are the main advantages of this route.

Synthesis and preliminary evaluation of selected 2-aryl-5(6)-nitro- 1H-benzimidazole derivatives as potential anticancer agents

In this study we report the synthesis and preliminary evaluation of a series of six 2-aryl-5(6)-nitro-1H-benzimidazole derivatives (1-6) as potential anticancer agents. Cytotoxicity was evaluated against seven human neoplastic cell lines using the MTT assay. Compound 6 [2-(4-chloro-3-nitrophenyl)-5(6)- nitro-1H-benzimidazole] was the most active of the series, showing an IC 50 of 28 nM against the A549 cell line. This compound displayed a selective in vitro cytotoxic activity index (>700) in non neoplastic HACAT cells (IC50 = 22.2 μM). Compounds 3 and 6 induce arrest in the S phase of the cell cycle, and compounds 1-6 induce apoptosis in the K562 cell line. Compound 6 induces poly (ADP-ribose) polymerase (PARP) inhibition activity as a potential mechanism of action. These results suggest that compound 6 could be a potent anticancer agent. Compound 3 displayed the best inhibitory activity against PARP with an IC50 value of 0.05 μM, compared to the activity shown by the positive control 3-aminobenzamide (IC50 = 28.5 μM).