7291-96-5

Usage

Benzimidazole derivative

A compound based on the benzimidazole structure This indicates that 2-(4-nitrobenzyl)-1H-benzo[d]imidazole is derived from the benzimidazole core structure, which is a common structural motif in many biologically active compounds.

Nitro group attached to a benzyl group

A functional group consisting of an oxygen and nitrogen atom connected to a carbon atom within the molecule This specific functional group is present in the compound, which may influence its chemical reactivity and biological activity.

Potential anti-cancer properties

May be effective in inhibiting or preventing cancer growth This suggests that 2-(4-nitrobenzyl)-1H-benzo[d]imidazole could be a potential candidate for cancer treatment or as a research tool in understanding cancer mechanisms.

Potential anti-parasitic properties

May be effective in inhibiting or eliminating parasitic infections This indicates that the compound could be useful in the development of treatments for parasitic infections.

Fluorescent properties

Emits light upon excitation, making it useful as a marker or probe in biological research This characteristic allows 2-(4-nitrobenzyl)-1H-benzo[d]imidazole to be used as a tool for studying biological processes or as a diagnostic agent.

Useful intermediate in organic synthesis

Can be used as a starting material or building block for the preparation of other compounds This highlights the versatility of the compound in chemical synthesis, making it valuable in the preparation of a wide range of other molecules.

Safety precautions and handling

Proper safety measures should be followed when working with 2-(4-nitrobenzyl)-1H-benzo[d]imidazole As with any chemical, it is important to handle 2-(4-nitrobenzyl)-1H-benzo[d]imidazole with care to minimize potential risks to health or the environment.

Upstream product

• 104-03-0 4-nitrobenzeneacetic acid 
• 95-54-5 1,2-diamino-benzene 

Relevant academic research and scientific papers

Simple inorganic base promoted C-N and C-C formation: synthesis of benzo[4,5]imidazo[1,2-a]pyridines as functional AIEgens used for detecting picric acid

Metal-free catalyzed intermolecular tandem Michael addition/cyclization has been developed for the synthesis of benzo[4,5]imidazo[1,2-a]pyridines from α-bromocinnamaldehyde and 2-substituted benzimidazoles. The reaction promoted by a simple inorganic base displays moderate to good yields and good functional group tolerance. The optical properties of some typical products have been investigated. We found that, due to the presence of the benzene ring at the C1-position of benzo[4,5]imidazo[1,2-a]pyridines which restricts intramolecular motion, as a new type of aggregation-induced emission (AIE) luminogen (AIEgen), they show very good solid-state fluorescence with quantum yields up to 88.80%. Importantly, the AIE performance of compound3bcan be useful to detect the nitroaromatic explosive picric acid (PA) with a detection limit and quenching constant of 42.5 nM and 7.27 × 104M?M, respectively.

Exploration of 2-benzylbenzimidazole scaffold as novel inhibitor of NF-κB

For finding the novel inhibitor of nuclear factor κB activity, a series of benzimidazole derivatives were rationally designed, synthesized and systematically studied for their in vitro activities against LPS induced NF-κB inhibition in RAW 264.7 cells using the SEAP assay based on the flexible chalcone JSH ((E)-1-(2-hydroxy-6-(isopentyloxy)phenyl)-3-(4-hydroxy phenyl)prop-2-en-1-one) which was previously reported. Although most of the benzimidazole derivatives showed strong inhibitory activity in low micromolar potency, 2-(4-methoxybenzyl)-1H-benzo[d]imidazole (3m; IC50 = 1.7 μM) and 2-(2-methoxybenzyl)-1H-benzo[d]imidazole (3n; IC50 = 2.4 μM) showed the best inhibition. The structure activity relationship revealed that 2-benzylbenzimidazole scaffold with hydrogen bonding acceptor on phenyl ring appears as a pharmacophore.