503300-08-1

Basic information

• Product Name: 5-bromo-2-(4-methoxyphenyl)benzofuran
• Synonyms: 5-bromo-2-(4-methoxyphenyl)benzofuran
• CAS NO: 503300-08-1
• Molecular Weight: 303.155
• Mol File: 503300-08-1.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 5-bromo-2-(4-methoxyphenyl)benzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-2-(4-methoxyphenyl)benzofuran(503300-08-1)
• EPA Substance Registry System: 5-bromo-2-(4-methoxyphenyl)benzofuran(503300-08-1)

Safety Data

• Hazardous Substances Data: 503300-08-1(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 136105-40-3 1,4-dibromo-2-(bromomethyl)benzene 
• 610-71-9 2,5-dibromobenzoic acid 
• 2316-64-5 5-bromo-2-hydroxybenzyl alcohol 
• 1761-61-1 5-bromosalicyclaldehyde 
• 100-07-2 4-methoxy-benzoyl chloride 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 540520-73-8 2-(4-bromophenoxy)-1-(4-methoxyphenyl)ethan-1-one 
• 1060684-44-7 4-bromo-O-triisopropylsilyl-2-iodophenol 
• 696-62-8 para-iodoanisole 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 768-60-5 4-methoxyphenylacetylen 
• 64150-67-0 2,3,5-tribromobenzofuran 

Downstream Products

• 90178-96-4 5-Brom-2-(4-hydroxyphenyl)-1-benzofuran 

Relevant articles and documents

Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans

An intermolecular addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermolecular alkyl radical addition to a carbonyl group followed by an intramolecular alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR analysis. The mechanism is investigated by KIE experiments and control experiments. This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry.

MAO Inhibitory Activity of 2-Arylbenzofurans versus 3-Arylcoumarins: Synthesis, invitro Study, and Docking Calculations

Monoamine oxidase (MAO) is an important drug target for the treatment of neurological disorders. Several 3-arylcoumarin derivatives were previously described as interesting selective MAO-B inhibitors. Preserving the trans-stilbene structure, a series of 2-arylbenzofuran and corresponding 3-arylcoumarin derivatives were synthesized and evaluated as inhibitors of both MAO isoforms, MAO-A and MAO-B. In general, both types of derivatives were found to be selective MAO-B inhibitors, with IC50 values in the nano- to micromolar range. 5-Nitro-2-(4-methoxyphenyl)benzofuran (8) is the most active compound of the benzofuran series, presenting MAO-B selectivity and reversible inhibition (IC50=140nM). 3-(4′-Methoxyphenyl)-6-nitrocoumarin (15), with the same substitution pattern as that of compound 8, was found to be the most active MAO-B inhibitor of the coumarin series (IC50=3nM). However, 3-phenylcoumarin 14 showed activity in the same range (IC50=6nM), is reversible, and also severalfold more selective than compound 15. Docking experiments for the most active compounds into the MAO-B and MAO-A binding pockets highlighted different interactions between the derivative classes (2-arylbenzofurans and 3-arylcoumarins), and provided new information about the enzyme-inhibitor interaction and the potential therapeutic application of these scaffolds.

GLUCOPYRANOSIDE DERIVATIVES

Novel compounds of the formula (I), in which X has the meaning indicated in Patent Claim 1, are suitable as antidiabetics.