540516-28-7

Usage

Uses

Used in Pharmaceutical Industry:
2-(Hydroxymethyl)-5-bromo-1H-benzoimidazole is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
2-(Hydroxymethyl)-5-bromo-1H-benzoimidazole is also used as a building block for the synthesis of agrochemicals. Its potential applications in the development of new agricultural products highlight its versatility and importance in this field.
Used in Medicinal Chemistry Research:
This chemical compound is used as a subject of research in the field of medicinal chemistry. Its unique structure and properties make it an interesting target for exploring new drug candidates and understanding the underlying mechanisms of action.
Used in Organic Chemistry Research:
2-(Hydroxymethyl)-5-bromo-1H-benzoimidazole is utilized in organic chemistry research to study its reactivity, synthesis, and potential applications in the development of novel organic compounds and materials.

InChI:InChI=1/C8H7BrN2O/c9-5-1-2-6-7(3-5)11-8(4-12)10-6/h1-3,12H,4H2,(H,10,11)

Upstream product

• 1575-37-7 4-Bromo-benzene-1,2-diamine 
• 79-14-1 glycolic Acid 

Downstream Products

• 1740-88-1 5-bromo-2-(chloromethyl)-1H-benzo [d] imidazole 
• 40197-20-4 5-bromo-1H-benzo[d]imidazole-2-carboxylic acid 

Relevant academic research and scientific papers

Sustainable Synthesis of 2-Hydroxymethylbenzimidazoles using D-Fructose as a C2 Synthon

D-fructose, a biomass-derived carbohydrate has been identified as an environmentally benign C2 synthon in the preparation of synthetically useful 2-hydroxymethylbenzimidazole derivatives by coupling with 1,2-phenylenediamines. Proof of concept was established by synthesizing 23 examples using BF3.OEt2 (20 mol%), TBHP (5.5 M, decane) (1.0 equiv.) in CH3CN at 90 °C for 1 h. The pivotal features of this method include metal-free conditions, short time, good functional group tolerance, gram scale feasibility and the synthesis of benzimidazole fused 1,4-oxazine. Control studies with conventional C2 synthons did not produce the desired product, thus suggesting a new reaction pathway from D-fructose.

Synthesis and evaluation of selected benzimidazole derivatives as potential antimicrobial agents

A library of 53 benzimidazole derivatives, with substituents at positions 1, 2 and 5, were synthesized and screened against a series of reference strains of bacteria and fungi of medical relevance. The SAR analyses of the most promising results showed that the antimicrobial activity of the compounds depended on the substituents attached to the bicyclic heterocycle. In particular, some compounds displayed antibacterial activity against two methicillin-resistant Staphylococcus aureus (MRSA) strains with minimum inhibitory concentrations (MICs) comparable to the widely-used drug ciprofloxacin. The compounds have some common features; three possess 5-halo substituents; two are derivatives of (S)-2-ethanaminebenzimidazole; and the others are derivatives of one 2-(chloromethyl)-1Hbenzo[ d]imidazole and (1H-benzo[d]imidazol-2-yl)methanethiol. The results from the antifungal screening were also very interesting: 23 compounds exhibited potent fungicidal activity against the selected fungal strains. They displayed equivalent or greater potency in their MIC values than amphotericin B. The 5-halobenzimidazole derivatives could be considered promising broad-spectrum antimicrobial candidates that deserve further study for potential therapeutic applications.