3878-22-6

Basic information

• Product Name: 1H-Benzimidazole,2-(3-furanyl)-(9CI)
• Synonyms: 2-(3-furyl)-1H-benzimidazole;2-furan-3-yl-1H-benzimidazole;1H-Benzimidazole,2-(3-furanyl)-(9CI)
• CAS NO: 3878-22-6
• Molecular Formula: C₁₁H₈N₂O
• Molecular Weight: 184.19402
• Product Categories: BENZIMIDAZOLE
• Mol File: 3878-22-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 305-307 °C
• Boiling Point: 382.3 °C at 760 mmHg
• Flash Point: 195.9 °C
• Appearance: /
• Density: 1.286 g/cm³
• Vapor Pressure: 4.76E-06mmHg at 25°C
• Refractive Index: 1.67
• PKA: 11.25±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole,2-(3-furanyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-(3-furanyl)-(9CI)(3878-22-6)
• EPA Substance Registry System: 1H-Benzimidazole,2-(3-furanyl)-(9CI)(3878-22-6)

Safety Data

• Hazardous Substances Data: 3878-22-6(Hazardous Substances Data)

Usage

General Description

1H-Benzimidazole,2-(3-furanyl)-(9CI) is a chemical compound with the molecular formula C11H8N2O. It belongs to the benzimidazole family and contains a furanyl group. Benzimidazoles are known for their diverse range of biological and pharmacological activities, including antiviral, antifungal, antiparasitic, and anticancer properties. The addition of the furanyl group may impart this compound with additional bioactivity or medicinal properties. As such, 1H-Benzimidazole,2-(3-furanyl)-(9CI) may hold potential for pharmaceutical research and development.

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

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

Relevant articles and documents

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.

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.

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.