190439-39-5

Basic information

• Product Name: 1H-Benzimidazole, 5-methoxy-2-(4-nitrophenyl)-
• CAS NO: 190439-39-5
• Molecular Formula: C14H11N3O3
• Molecular Weight: 269.26
• Mol File: 190439-39-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazole, 5-methoxy-2-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole, 5-methoxy-2-(4-nitrophenyl)-(190439-39-5)
• EPA Substance Registry System: 1H-Benzimidazole, 5-methoxy-2-(4-nitrophenyl)-(190439-39-5)

Safety Data

• Hazardous Substances Data: 190439-39-5(Hazardous Substances Data)

Usage

Structure

Benzene ring fused to an imidazole ring

Substituents

5-methoxy on the benzene ring, 4-nitrophenyl on the imidazole ring

Derivative

Benzimidazole

Applications

Pharmaceutical research (antimicrobial, anti-inflammatory, and anticancer properties)

Potential uses

Fluorescent probe, chemical synthesis

Additional research

Needed to explore potential uses and properties further

Upstream product

• 1042161-74-9 C₁₄H₁₁N₅O₃ 
• 555-16-8 4-nitrobenzaldehdye 
• 102-51-2 4-methoxy-1,2-phenylenediamine 
• 96633-78-2 N-(4-methoxyphenyl)-4-nitrobenzylamine oxime 

Relevant articles and documents

Investigation of O-Sulfonylation-promoted Heterolytic N?O Bond Cleavage of Amidoximes and Ketoximes

Two different reaction pathways were observed in the sulfonylation of N-phenylbenzamidoximes. The reaction with o-NsCl at a heating temperature gave N,N′-diphenylureas via Tiemann rearrangement, while the reaction with Ts2O at a lower temperature formed 2-phenylbenzimidazoles via intramolecular electrophilic aromatic substitution. When the amide nitrogen was replaced with carbon substituents, oxime derivatives of benzoins and benzils underwent Beckmann fragmentation reactions upon sulfonylation, whereas sulfonylation of 2-phenylacetophenone oxime afforded exclusively the Beckmann rearrangement adduct.

A simple and straightforward synthesis of substituted 2-arylbenzimidazoles over silica gel

A solid phase strategy for the synthesis of substituted 2-arylbenzimidazoles over silica gel has been achieved starting from their corresponding o-phenylenediamines 1 and aromatic aldehydes 2. The reaction is very simple, convenient and straightforward, a

Studies on analgesic and anti-inflammatory activities of 1- dialkylaminomethyl-2-(p-substituted phenyl)-5-substituted benzimidazole derivatives

In this study the analgesic and anti-inflammatory activity of 1,2,5- trisubstituted benzimidazole derivatives have been examined. Analgesic activities of these compounds were investigated by using the modified Koster test. Among the compounds synthesized especially compound 1g (1- diethylaminomethyl)-2-(p-chlorophenyl)-5-nitro benzimidazole hydrochloride) has shown higher activity than acetylsalicylic acid (ASA) and indometacin. Compound 1e (1-(diethylaminomethyl)-2-(p-methoxyphenyl)-5-nitro benzimidazole hydrochloride, 1f (1-(diethylaminomethyl)-2-(p-tolyl)-5-nitro henzimidazole hydrochloride and 1i (1-(pipenridinomethyl)-2-(p-methoxyphenyl)-5-nitro benzimidazole hydrochloride) proved as potent as the standard ASA. Therefore the compounds 1e, 1f, 1g and 1i were screened for their anti-inflammatory activities using the carrageenan-induced hind paw edema test. Except 1g all compounds were almost inactive against this model of inflammation compared to indometacin.