30770-24-2

Usage

Uses

Used in Organic Synthesis:
2-(bromomethyl)-1H-benzimidazole is utilized as a key intermediate in organic synthesis for the creation of complex organic molecules. Its bromomethyl group allows for various chemical reactions, facilitating the formation of new compounds with potential applications in different fields.
Used in Medicinal Chemistry:
In the realm of medicinal chemistry, 2-(bromomethyl)-1H-benzimidazole is employed as a building block for the development of pharmaceuticals. Its structural features make it a valuable component in the design and synthesis of new drugs with improved therapeutic properties.
Used in Pharmaceutical and Agrochemical Synthesis:
2-(bromomethyl)-1H-benzimidazole is used as a reagent in the synthesis of pharmaceuticals and agrochemicals. Its presence in these industries is crucial for the production of effective and safe products that address various health and agricultural needs.
Used in Drug Discovery and Development:
2-(bromomethyl)-1H-benzimidazole has been studied for its potential antiparasitic and antimicrobial properties, positioning it as a promising candidate for drug discovery and development. Its ability to target parasites and microbes makes it a valuable asset in the ongoing pursuit of novel therapeutic agents.
Used in Antimicrobial Applications:
2-(bromomethyl)-1H-benzimidazole is used as an antimicrobial agent for its potential to combat various microorganisms. This application is particularly relevant in the development of new antibiotics and antifungal agents to address the growing issue of drug resistance.
Used in Antiparasitic Applications:
In antiparasitic applications, 2-(bromomethyl)-1H-benzimidazole is used to target and eliminate parasites. Its effectiveness in this area is significant for the development of treatments for parasitic infections, which continue to be a major health concern worldwide.

Upstream product

• 4856-97-7 2-(Hydroxymethyl)benzimidazole 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 40070-39-1 triethyl orthobromoacetate 
• 95-54-5 1,2-diamino-benzene 
• 79-08-3 bromoacetic acid 

Downstream Products

• 1208113-17-0 2-[(phenylselenyl)methyl]-1H-benzo[d]imidazole 
• 3176-72-5 2-((phenylsulfanyl)methyl)-1H-benzimidazole 
• 2211-39-4 N-((1H-benzimidazol-2-yl)methyl)-4-phenylthiazol-2-amine 

Relevant academic research and scientific papers

Synthesis, characterization and antibacterial evaluation of some novel derivatives of 2-bromomethyl-benzimidazole

In the present study, synthesis, and biological evaluation of some novel derivatives of 2-bromomethyl-benzimidazole were investigated. The structures of the new synthesized compounds were characterized by IR, 1H-NMR, 13C-NMR, mass spectrometry and elemental analysis and screened for antimicrobial activity against two Gram-positive strains (Staphylococcus aureus and Bacillus subtilis) and two Gram-negative strains (Escherichia coli and Pseudomonas aeruginosa). Results indicate that new compounds showed moderate to good activity when compared with standard antibiotic Ciprofloxacin and Streptomycin.

Synthesis and Pharmacological Investigations of Novel Pyrazolyl and Hydrazonoyl Cyanide Benzimidazole Entities

Various novel benzimidazole entities linked to pyrazolyl and hydrazonoyl cyanide substrates carrying aryl and heteroaryl groups (8a–e to 10a–e) were synthesized using new route syntheses and were focused on their pharmacological evaluation as one of the m

Straightforward synthesis of photoactive chalcogen functionalized benzimidazo[1,2-a] quinolines

A series of new organochalcogen derivatives of benzimidazo[1,2-a]quinolines were synthesized in moderate to excellent yields and in short reaction times from chalcogen benzimidazoles, in a straightforward synthetic procedure, through transition-metal-free cascade reactions involving a sequential intermolecular aromatic nucleophilic substitution (SNAr), followed by an intramolecular Knoevenagel condensation. Both the sulfur and selenium derivatives presented similar photophysical properties, with absorption maxima located in the UV region (～355 nm) related to spin and symmetry allowed electronic p-p? transitions, and fluorescence emission located in the violet-blue region (～440 nm) with a relatively large Stokes shift (～90 nm). The fluorescence quantum yields were slightly influenced by the chalcogen, with the sulfur derivatives presenting higher values than the selenium analogues, probably due to the intersystem crossing allowed by the selenium atom. Moreover no clear evidence for charge transfer in either compound in the ground and excited states was observed.

Synthesis, antibacterial, and anti HepG2 cell line human hepatocyte carcinoma activity of some new potentially benzimidazole-5-(aryldiazenyl)thiazole derivatives

The paper describes the synthesis and biological evaluation of some new benzimidazole derivatives as potent clinical drugs that are useful in the treatment of some microbial infections and tumor inhibition. The starting compound 2-(bromomethyl)-1H-benzimidazole (1) was prepared, and hence underwent interesting functionalization reactions to afford several series of benzimidazole-5-(aryldiazenyl)thiazole derivatives: 3a–c, 7a–c, and 8a–c. The antibacterial activities of the synthesized compounds were evaluated by calculation of the inhibition zone diameter (mm) and the determination of minimum inhibitory concentration (μg/mL) against selected pathogenic bacteria Staphylococcus aureus (Gram-positive bacteria) and Escherichia coli (Gram-negative bacteria).Noticeable efficiency was found based on in vitro screening for their antioxidant activity and cytotoxicity effect against the human liver cancer cell line (HepG2) and human hepatocyte carcinoma cells at relatively high concentrations.

Cucurbit[7]uril-improved recognition by a fluorescent sensor for cadmium and zinc cations

The host–guest interaction of cucurbit[7]uril (Q[7]) with the new fluorescent sensor guest molecule (BIBPAH+), formed by alkylation of the secondary amine site in N,N-bis(2-pyridylmethyl)amine with 2-(bromomethyl)benzimidazole, was investigated by fluorescence and 1H NMR spectroscopy. The results indicate the formation of an inclusion complex in a 1:1 ratio with an association constant of Ka?=?(2.9?±?0.7) × 105 L ? mol?1. There is minimal difference in the fluorescence intensities upon the introduction of each of Mn2+, Ni2+, Co2+, Cr3+, Ho3+ and Lu3+. However, the emission was slightly quenched on the addition of Cu2+ or Fe3+ whether Q[7] is present or not. Further investigation showed that encapsulation of BIBPAH+ in Q[7] improves Cd2+ and Zn2+ recognition by enhancing the fluorescence intensity, leading to an improvement in the limits of detection. In contrast, comparative parallel experiments in which Cu2+, Mn2+, Ni2+, Co2+, Fe3+, Cr3+, Ho3+ or Lu3+ were substituted for Zn2+ or Cd2+ resulted in minimal changes in the fluorescence that occurs for the corresponding metal-free system. The natures of the encapsulated Zn2+ and Cd2+ complexes have been investigated using fluorescence and 1H NMR spectroscopy as well as by quantum chemistry.

Docking studies and development of novel 5-heteroarylamino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines as potential antimalarials

MOE-Dock (Docking software) was used to predict the binding modes of 10 novel and potent 5-substituted amino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines (compounds I-X) as part of our antimalarial drug development programme. This was done by analyzing the interaction of these compounds with the active sites of 11 enzymes present in Plasmodium falciparum and based on this, effective binding was observed to enzyme P. falciparum glutathione reductase (PfGR). The binding scores for compounds I-X with PfGR were also congruent with their antimalarial activity. Three additional analogs were then designed and synthesized based on the above docking study and the pharmacophoric requirements for this class.

LE 2-HYDROXYMETHYLBENZIMIDAZOLE PRECURSEUR DE SYNTHESE DE NOUVEAUX SYSTEMES HETEROCYCLIQUES

The easy synthesis of 2-hydroxymethylbenzimidazole, leads us to use this compound in the preparation of new heterocyclic systems.