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6-Methoxybenzofuran, with the molecular formula C9H8O2, is a chemical compound belonging to the benzofuran class. It features a methoxy group attached to the benzene ring, which endows it with unique chemical properties. This versatile compound is widely used in organic synthesis and has been studied for its potential pharmacological properties, including anticonvulsant, anxiolytic, antioxidant, and anti-inflammatory effects. Its applications span across various fields, particularly in medicine and chemistry.

50551-63-8

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50551-63-8 Usage

Uses

Used in Organic Synthesis:
6-Methoxybenzofuran is used as a building block in the preparation of various pharmaceuticals and fine chemicals. Its unique structure allows for the synthesis of a wide range of compounds with diverse biological activities.
Used in Pharmaceutical Industry:
6-Methoxybenzofuran is used as a starting material for the development of new drugs due to its potential pharmacological properties. It has been studied for its anticonvulsant and anxiolytic effects, making it a promising candidate for the treatment of neurological disorders.
Used in Medicinal Chemistry Research:
6-Methoxybenzofuran is used as a subject of interest in medicinal chemistry and drug discovery research. Its antioxidant and anti-inflammatory activities have been investigated, which could lead to the development of new therapeutic agents for various diseases.
Used in Drug Discovery:
6-Methoxybenzofuran is used as a lead compound in drug discovery efforts. Its diverse range of biological activities and potential for further chemical modification make it an attractive target for the development of novel therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 50551-63-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,5,5 and 1 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 50551-63:
(7*5)+(6*0)+(5*5)+(4*5)+(3*1)+(2*6)+(1*3)=98
98 % 10 = 8
So 50551-63-8 is a valid CAS Registry Number.

50551-63-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-methoxy-1-benzofuran

1.2 Other means of identification

Product number -
Other names ghl.PD_Mitscher_leg0.482

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:50551-63-8 SDS

50551-63-8Relevant academic research and scientific papers

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

Xia, Anjie,Qi, Xueyu,Mao, Xin,Wu, Xiaoai,Yang, Xin,Zhang, Rong,Xiang, Zhiyu,Lian, Zhong,Chen, Yingchun,Yang, Shengyong

, (2019/05/07)

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.

Zeolite-catalyzed synthesis of 2,3-unsubstituted benzo[b]furans via the intramolecular cyclization of 2-aryloxyacetaldehyde acetals

Sun, Nan,Huang, Peng,Wang, Yifan,Mo, Weimin,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan

, p. 4835 - 4841 (2015/07/27)

An efficient and environmentally benign heterogeneous catalytic process for the synthesis of 2,3-unsubstituted benzo[b]furans has been established via the intramolecular cyclization of 2-aryloxyacetaldehyde acetals. By utilizing tin-exchanged H-β zeolite (Sn-β) as catalyst, a wide range of functionalized 2,3-unsubstituted benzo[b]furans could be prepared in good to excellent yields. The Sn-β zeolite catalyst also exhibited excellent shape selectivity on the cyclization of meta-substituted 2-aryloxyacetaldehyde acetals, and 6-substituted isomers were preferably formed up to 97% regio-selectivity. Moreover, Sn-β zeolite could be easily recovered and reused without any noticeable activity loss.

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

Yamaguchi, Yuki,Akimoto, Ichie,Motegi, Kyoko,Yoshimura, Teruki,Wada, Keiji,Nishizono, Naozumi,Oda, Kazuaki

, p. 997 - 1001 (2013/11/19)

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.

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