10597-52-1

Basic information

• Product Name: 4(7)-NITROBENZIMIDAZOLE
• Synonyms: 4-nitro-1h-benzimidazol;4-nitro-benzimidazol;4-NITRO-1H-BENZIMIDAZOLE;4-NITROBENZIMIDAZOLE;4(7)-NITROBENZIMIDAZOLE;4-Nitro-1H-benzoimidazole;1H-Benzimidazole,4-nitro-(9CI);1H-Benzimidazole, 7-nitro-
• CAS NO: 10597-52-1
• Molecular Formula: C₇H₅N₃O₂
• Molecular Weight: 163.13
• Product Categories: BENZIMIDAZOLE;pharmacetical
• Mol File: 10597-52-1.mol
• Article Data: 31

Chemical Properties

• Melting Point: 238-239 °C
• Boiling Point: 475.7 °C at 760 mmHg
• Flash Point: 241.5 °C
• Appearance: /
• Density: 1.525 g/cm³
• Vapor Pressure: 9.35E-09mmHg at 25°C
• Refractive Index: 1.74
• Storage Temp.: 2-8°C
• PKA: 9.21±0.30(Predicted)
• CAS DataBase Reference: 4(7)-NITROBENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4(7)-NITROBENZIMIDAZOLE(10597-52-1)
• EPA Substance Registry System: 4(7)-NITROBENZIMIDAZOLE(10597-52-1)

Safety Data

• Hazardous Substances Data: 10597-52-1(Hazardous Substances Data)

Usage

General Description

"4(7)-Nitrobenzimidazole" is a chemical compound that falls under the category of nitrobenzenes, indicative of the combination of nitrogen and benzene elements in its structure. Benzimidazoles are broadly used in a variety of fields due to their chemical stability and biological properties. They are used in the production of pharmaceuticals, pesticides, and dyes. Specifically, nitrobenzimidazoles have attracted interest due to their potential anticancer, antiviral, and antibacterial properties. The specifics of 4(7)-Nitrobenzimidazole's functions and properties in these areas largely depend on the nature and position of the substituents in the benzimidazole system.

InChI:InChI=1/C7H5N3O2/c11-10(12)6-3-1-2-5-7(6)9-4-8-5/h1-4H,(H,8,9)

Upstream product

• 64-18-6 formic acid 
• 3694-52-8 2,3-diamino-nitrobenzene 
• 2280-44-6 D-Glucose 
• 124-38-9 carbon dioxide 
• 122-51-0 orthoformic acid triethyl ester 
• 606-22-4 2,6-dinitroaniline 
• 64-19-7 acetic acid 
• 273-15-4 piazselenole 
• 20718-41-6 4-nitro-2,1,3-benzoselenadiazole 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 86230-81-1 1-hydroxymethyl-4-nitrobenzimidazole 
• 127553-36-0 4-Nitro-1-<2-deoxy-3,5-bis-O-(4-methylbenzoyl)-D-erythropentofuranosyl>benzimidazole 
• 127553-36-0 1-<2-Deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl>-4-nitrobenzimidazole 
• 127578-26-1 4-Nitro-1-<2-deoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-erythropentofuranosyl>benzimidazole 
• 127553-37-1 1-<2-Deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl>-7-ntrobenzimidazole 
• 127553-37-1 1-<2-Deoxy-3,5-di-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>-7-nitrobenzimidazole 
• 144072-62-8 4-nitro-1-<2,3,5-tris-O-(p-chlorobenzoyl)-β-D-ribofuranosyl>benzimidazole 
• 159724-53-5 1-(3-Aminophenyl)-4-nitrobenzimidazole 
• 106571-38-4 1-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-4-nitrobenzimidazole 
• 1401449-51-1 4-(4-amino-1H-benzimidazol-1-yl)benzonitrile 
• 1401449-65-7 N-cyclopropyl-4-{4-[(2-methylpropyl)amino]-1H-benzimidazol-1-yl}benzamide 
• 1401449-55-5 4-{4-[(2-methylpropyl)amino]-1H-benzimidazol-1-yl}benzoic acid 
• 1401449-52-2 4-{4-[(2-methylpropyl)amino]-1H-benzimidazol-1-yl}benzonitrile 
• 1401449-50-0 4-(4-nitro-benzoimidazol-1-yl)benzonitrile 

Relevant articles and documents

Catalytic synthesis of benzimidazoles and organic carbamates using a polymer supported zinc catalyst through CO2 fixation

Utilization of carbon dioxide in chemical fixation for synthesis of fine chemicals like benzimidazoles, organic carbamates, etc. is in high demand in recent years as carbon dioxide is a cost effective, sustainable, and green renewable C1 source. In this article we present the design and synthesis of an organically modified polystyrene bound heterogeneous [PS-Zn(ii)-SALTETA] catalyst. The catalyst has been characterized thoroughly by Fourier transform infrared spectroscopy, atomic absorption spectroscopy, thermo gravimetric analysis, PXRD, SEM and EDAX studies. The catalyst was used for cyclization of o-phenylenediamines through insertion of carbon dioxide in order to produce benzimidazoles in the presence of dimethylamine borane (DMAB). The developed catalytic procedure is sustainable, economical and efficient owing to the utilization of ethanol/water as a biodegradable and environment friendly solvent system. Besides benzimidazole production the catalyst was also very active for manufacture of organic carbamates from anilines and n-butyl bromide under atmospheric CO2 pressure under solvent free conditions at room temperature and the catalytic protocol showed outstanding functional group tolerance. Moreover the catalyst is highly recyclable and reusable.

-

-

Base substituted 5′-O-(N-isoleucyl)sulfamoyl nucleoside analogues as potential antibacterial agents

Aminoacyl-sulfamoyl adenosines are well-known nanomolar inhibitors of the corresponding prokaryotic and eukaryotic tRNA synthetases in vitro. Inspired by the aryl-tetrazole containing compounds of Cubist Pharmaceuticals and the modified base as found in the natural antibiotic albomycin, the selectivity issue of the sulfamoylated adenosines prompted us to investigate the pharmacophoric importance of the adenine base. We therefore synthesized and evaluated several isoleucyl-sulfamoyl nucleoside analogues with either uracil, cytosine, hypoxanthine, guanine, 1,3-dideaza-adenine (benzimidazole) or 4-nitro-benzimidazole as the heterocyclic base. Based on the structure and antibacterial activity of microcin C, we also prepared their hexapeptidyl conjugates in an effort to improve their uptake potential. We further compared their antibacterial activity with the parent isoleucyl-sulfamoyl adenosine (Ile-SA), both in in vitro and in cellular assays. Surprisingly, the strongest in vitro inhibition was found for the uracil containing analogue 16f. Unfortunately, only very weak growth inhibitory properties were found as of low uptake. The results are discussed in the light of previous literature findings.

An improved procedure for the synthesis of 1,3-dideazaadenosine

The preparation of the titled compound has been conveniently achieved in five steps, and in 43% overall yield. The large scale monoreduction of 2,6-dinitroaniline, and the stannic chloride catalyzed glycosylation of 4 to obtain 6 as the only product (86%) are two important reactions in this five step synthesis.

Microwave use of amidine compounds in the aqueous phase benzoate synthesis of benzimidazole compounds method

The invention discloses a microwave the use of amidine compounds in the aqueous phase benzoate synthesis of benzimidazole compounds, in the aqueous phase under microwave conditions adding benzoic amidine compound under alkaline condition [...] into benzimidazole reaction, invention an environment-friendly, the operation is simple, cheap and safe, efficient process for preparing benzimidazole method. Compared with the prior art, this method not only can be applied to a large number of functional groups, the productive rate is high, few by-products, and the operation is simple, safe, low cost, environmental protection; .