50551-63-8

Basic information

• Product Name: 6-METHOXYBENZOFURAN
• Synonyms: 6-METHOXYBENZOFURAN;Benzofuran, 6-Methoxy-;6-methoxy-1-benzofuran
• CAS NO: 50551-63-8
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.16
• Mol File: 50551-63-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 99-100 °C
• Appearance: /
• Density: 1.1463 g/cm3
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-METHOXYBENZOFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXYBENZOFURAN(50551-63-8)
• EPA Substance Registry System: 6-METHOXYBENZOFURAN(50551-63-8)

Safety Data

• Hazardous Substances Data: 50551-63-8(Hazardous Substances Data)

Usage

General Description

6-Methoxybenzofuran is a chemical compound with the molecular formula C9H8O2. It belongs to the benzofuran class of compounds and contains a methoxy group attached to the benzene ring. It is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals and fine chemicals. 6-Methoxybenzofuran has also been studied for its potential pharmacological properties, including its anticonvulsant and anxiolytic effects. Additionally, it has been investigated for its activity as an antioxidant and anti-inflammatory agent, making it a subject of interest in medicinal chemistry and drug discovery research. Overall, 6-Methoxybenzofuran is a versatile compound with a range of potential applications in the fields of medicine and chemistry.

Upstream product

• 6272-26-0 6-hydroxybenzofuran-3-one 
• 75158-59-7 (6-methoxybenzo[b]furan-2-yl)(phenyl)methanone 
• 108639-46-9 1-(2,2-diethoxyethoxy)-3-methoxybenzene 
• 150-19-6 O-methylresorcine 

Downstream Products

• 56317-21-6 moracin M 
• 134804-66-3 6-hydroxy-4-methoxy-2-phenylbenzofuran 
• 112768-54-4 6-hydroxybenzofuran t-butyldiphenylsilyl ether 
• 112768-55-5 1,3-bis(triisopropylsilyloxy)-5-(6-t-butyldiphenylsilyloxy-2-benzofuranyl)benzene 
• 53860-74-5 6-methoxy-1-benzofuran-2-carbaldehyde 
• 952737-54-1 (6-methoxy-1-benzofuran-2-yl)boronic acid 
• 33973-14-7 6-methoxy-2-phenyl-1-benzofuran 
• 50551-61-6 6-methoxybenzofuran-2-carboxylic acid 
• 55364-67-5 6-methoxy-2-benzofurancarboxylic acid methyl ester 
• 13196-11-7 6-hydroxybenzofuran 

Relevant articles and documents

Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols

A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.

Synthetic models related to methoxalen and menthofuran-cytochrome P450 (CYP) 2A6 interactions. Benzofuran and coumarin derivatives as potent and selective inhibitors of CYP2A6

Human microsomal cytochrome P450 (CYP) 2A6 contributes extensively to nicotine detoxication but also activates tobacco-specific procarcinogens to mutagenic products. We prepared a series of benzofuran and coumarin derivatives that have inhibitory effects on the activity of human CYP2A6. The reported compounds methoxalen and menthofuran had potent inhibitory effects on the activity of CYP2A6 with IC50 values of 0.47 μM and 1.27 μM, respectively. Synthetic benzofuran (4-methoxybenzofuran: IC50=2.20 μM) and coumarin (5-methoxycoumarin: IC50=0.13 μM and 6-methoxycoumarin: IC50=0.64 μM) derivatives, which have more selective effects than those of methoxalen and menthofuran, exhibited comparable activities against CYP2A6. These compounds can be used as a lead compounds in the design of CYP2A6 inhibitor drugs to reduce smoking and tobacco-related cancers.