6761-86-0

Usage

Uses

Used in Pharmaceutical Industry:
1H-Benzimidazole-2-methanol,5,6-dimethyl-(9CI) is used as a potential therapeutic agent for its antiparasitic and antifungal properties. The benzimidazole core serves as an important scaffold for drug development, and the presence of two methyl groups and a hydroxyl group at specific positions enhances its potential as a pharmaceutical candidate.
Further research is needed to fully elucidate the pharmacological properties and potential uses of 1H-Benzimidazole-2-methanol,5,6-dimethyl-(9CI) in medicine, including its efficacy, safety, and optimal dosages for various applications.

InChI:InChI=1/C10H12N2O/c1-6-3-8-9(4-7(6)2)12-10(5-13)11-8/h3-4,13H,5H2,1-2H3,(H,11,12)

Upstream product

• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 298-12-4 Glyoxilic acid 
• 79-14-1 glycolic Acid 

Downstream Products

• 72998-92-6 2-(chloromethyl)-5,6-dimethyl-1H-benzo[d]imidazole 
• 123511-07-9 2-Formyl-3,5,6-trimethylbenzimidazole 

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.

BOIMPYs: Rapid Access to a Family of Red-Emissive Fluorophores and NIR Dyes

A fundamental, highly fluorescent, and easily accessible scaffold derived from the BODIPY core is reported. The use of benzimidazole as a bridging ligand at the meso position enables the binding of two BF2units to provide sufficient rigidity and enhanced electron-withdrawing strength. Absorption and emission events thus take place in the red (λ≈600 nm); the fluorescence quantum yields can reach unity (0.96) and show little dependence on solvent polarity. The synthetic route was shortened to two steps starting from commercially available precursors while the preparation is modular and tolerates various pyrrole and benzimidazole moieties. Fluoride replacement by propynyl groups, various halogenations, as well as Knoevenagel-type condensations were applied to extend the versatility of these new photostable fluorophores, which we termed BOIMPYs.

Synthesis of Some Imidazole- and Pyrazole- Derived Chelating Agents

Procedures involving condensation of o-phenylenediamines with carboxylic acids, and reaction of bifunctional alkyl halides with bifunctional nucleophiles are described.Syntheses are reported of 2,6-bis(2-benzimidazyl)-pyridine, 1,3-bis(2-benzimidazyl)-2-thiapropane, 1,7-bis(2-benzimidazyl)-2,6-dithiaheptane, 2-hydroxymethyl-5,6-dimethylbenzimidazole, 2-chloromethyl-5,6-dimethylbenzimidazole hydrochloride, 1,7-bis(5,6-dimethyl-2-benzimidazyl)-2,6-dithiaheptane, 3,6-bis(1-pyrazolyl)pyridazine, 2-(2-hydroxy-3-methylphenyl)benzimidazole, 2-(2-hydroxyphenyl)benzimidazole, 5-(2-hydroxyphenyl)-3-methyl-1-phenylpyrazole, 3(5)-(2-hydroxyphenyl)-5(3)-methylpyrazole, 3(5)-(2-hydroxyphenyl)-5(3)-phenylpyrazole, and 1,3-bis((5-methylpyridyl)imino)isoindoline.