3878-22-6

Usage

Uses

Used in Pharmaceutical Industry:
1H-Benzimidazole,2-(3-furanyl)-(9CI) is used as a pharmaceutical candidate for its potential antiviral, antifungal, antiparasitic, and anticancer properties. The presence of the furanyl group may enhance its bioactivity, making it a promising compound for the development of new drugs to treat various diseases.
Used in Medicinal Chemistry Research:
1H-Benzimidazole,2-(3-furanyl)-(9CI) is used as a research compound in medicinal chemistry to explore its potential as a lead molecule for the development of new therapeutic agents. Its diverse range of biological activities and the addition of the furanyl group make it an interesting target for further investigation and optimization to improve its pharmacological properties and therapeutic potential.

InChI:InChI=1/C11H8N2O/c1-2-4-10-9(3-1)12-11(13-10)8-5-6-14-7-8/h1-7H,(H,12,13)

Upstream product

• 59918-70-6 N-phenyl-furan-3-carboximidic acid amide; hydriodide 
• 59918-80-8 N-phenyl-furan-3-carboximidic acid amide; hydrochloride 
• 54610-57-0 ethyl furan-3-carbimidate hydrocloride 
• 95-54-5 1,2-diamino-benzene 
• 498-60-2 furan-3-carboxaldehyde 
• 88-74-4 2-nitro-aniline 
• 488-93-7 3-Furoic acid 

Relevant academic research and scientific papers

Chemistry of 2-hetarylbenzimidazoles. 10*. Synthesis and properties of 2-(3′-furyl)-1-methyl-1H-benzimidazole

A study was carried out on the electrophilic substitution reactions such as chloromethylation, bromination, sulfonation, nitration, and acylation of 2-(3′-furyl)-1-methyl-1H-benzimidazole in acid media. All these reactions proceed at C(2) and C(5) of the furan ring. Quantum-chemical calculations of the three-dimensional structure of such heterocyclic systems are given. 2005 Springer Science+Business Media, Inc.

Highly Potent and Selective Butyrylcholinesterase Inhibitors for Cognitive Improvement and Neuroprotection

Butyrylcholinesterase (BChE) has been considered as a potential therapeutic target for Alzheimer's disease (AD) because of its compensation capacity to hydrolyze acetylcholine (ACh) and its close association with Aβ deposit. Here, we identified S06-1011 (hBChE IC50 = 16 nM) and S06-1031 (hBChE IC50 = 25 nM) as highly effective and selective BChE inhibitors, which were proved to be safe and long-acting. Candidate compounds exhibited neuroprotective effects and the ability to improve cognition in scopolamine- and Aβ1-42 peptide-induced cognitive deficit models. The best candidate S06-1011 increased the level of ghrelin, a substrate of BChE, which can function as improving the mental mood appetite. The weight gain of the S06-1011-treated group remarkably increased. Hence, BChE inhibition not only plays a protective role against dementia but also exerts a great effect on treating and nursing care.

2-heteroaryl benzimidazole derivatives as melanin concentrating hormone receptor 1 (MCH-R1) antagonists

A novel series of 2-heteroaryl substituted benzimidazole derivatives, containing the piperidinylphenyl acetamide group at the 1-position, were synthesized and evaluated as MCH-R1 antagonists. Extensive SAR investigation probing the effects of C-2 heteroaryl group led to the identification of 2-[2-(pyridin-3-yl)ethyl] analog 3o, which exhibits highly potent MCH-R1 binding activity with an IC50 value of 1 nM. This substance 3o also has low hERG binding activity, good metabolic stability, and favorable pharmacokinetic properties.

Indium-mediated reductive intermolecular coupling reaction of 2-nitroaniline with aromatic aldehydes to benzimidazoles

2-Nitroaniline and aromatic aldehydes were coupled to give benzimidazoles in high yields in the presence of 2-bromo-2-nitropropane and indium at room temperature.

Synthesis and Tautomerism of 2-Aryl- and 2-Heteroaryl Derivatives of Benzimidazole

Benzimidazoles containing furyl and thienyl substituents at C-2 were prepared by condensation of o-phenylenediamine and corresponding carboxylic acids in the presence of polyphosphoric acid. The 2-heteroarylbenzimidazoles showed tautomerism in dimethyl sulfoxide solution while 2-phenylbenzimidazole did not. The tautomerism appeared to be taking place by intermolecular relay of protons between stacked molecules.