144735-57-9

Basic information

• Product Name: 2-(4-Hydroxy-3-methoxyphenyl) -7-methoxy-5-benzofuranpropal
• Synonyms: 2-(4-Hydroxy-3-methoxyphenyl) -7-methoxy-5-benzofuranpropal;2-(4-Hydroxy-3-Methoxyphenyl)-7-Methoxy-5-benzofuranpropanol;4-(5-(3-Hydroxypropyl)-7-Methoxybenzofuran-2-yl)-2-Methoxyphenol;4-[5-(3-hydroxypropyl)-7-methoxy-1-benzofuran-2-yl]-2-methoxyphenol
• CAS NO: 144735-57-9
• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.3591
• Mol File: 144735-57-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Hydroxy-3-methoxyphenyl) -7-methoxy-5-benzofuranpropal(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Hydroxy-3-methoxyphenyl) -7-methoxy-5-benzofuranpropal(144735-57-9)
• EPA Substance Registry System: 2-(4-Hydroxy-3-methoxyphenyl) -7-methoxy-5-benzofuranpropal(144735-57-9)

Safety Data

• Hazardous Substances Data: 144735-57-9(Hazardous Substances Data)

Usage

General Description

2-(4-Hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranpropal is a chemical compound that belongs to the class of benzofuran molecules, which are known for their biological activities such as anti-inflammatory, antioxidant, anti-cancer, and antimicrobial properties. This particular compound contains a benzofuran core structure with a substituted phenolic group and a methoxy group. It has been studied for its potential therapeutic effects and has shown promise in various pharmacological applications. The presence of a hydroxyl group and methoxy group on the phenyl ring suggests that it could possess strong antioxidant and anti-inflammatory properties, making it a potential candidate for drug development.

Upstream product

• 35090-64-3 2-hydroxy-3-methoxy-5-bromobenzyl alcohol 
• 5034-74-2 5-bromo-3-methoxysalicylaldehyde 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 135040-86-7 5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-(benzyloxy)phenyl)benzofuran 
• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 144735-53-5 β-(3-methoxy-4-(benzyloxy)phenyl)-β-chloracrolein 
• 144735-54-6 1-ethynyl-4-(benzyloxy)-3-methoxybenzene 
• 144735-55-7 5-(2-(methoxycarbonyl)trans-ethenyl)-7-methoxy-2-(3'-methoxy-4'-(benzyloxy)phenyl)benzofuran 
• 61222-88-6 methyl 3-methoxy-4-hydroxy-5-bromocinnamate 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 121-33-5 vanillin 
• 1835-11-6 4-benzyloxy-3-methoxyacetophenone 
• 144735-56-8 5-((2-methoxycarbonyl)ethyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran 
• 213970-70-8 5-(2-(ethoxycarbonyl)-E-ethenyl)-7-methoxy-2-(3-methoxy-4-benzyloxyphenyl)benzofuran 

Downstream Products

• 144735-69-3 4-acetyl-5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran 
• 144735-76-2 3-cyano-5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran 
• 70610-22-9 2-(3-methoxy-4-hydroxyphenyl)-3-methoxycarbonyl-5-(3-hydroxypropyl)-7-methoxybenzo[b]furan 
• 144735-70-6 3-acetyl-5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran 
• 135040-89-0 5-(3-acetoxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran-4-carbaldehyde 
• 135040-90-3 5-(3-acetoxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran-3-carbaldehyde 
• 135040-88-9 2-(4-hydroxy-3-methoxyphenyl)-5-(3-acetoxypropyl)-7-methoxybenzofuran 
• 135040-83-4 5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)-3-benzo[b]furan-carbaldehyde 
• 36307-23-0 5-(3-hydroxypropyl)-7-methoxy-3-methyl-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran 
• 144735-77-3 5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran-4-carbaldehyde 
• 144735-68-2 4-acetyl-5-(3-acetoxypropyl)-7-methoxy-2-(3'-methoxy-4'-acetoxyphenyl)benzofuran 

Relevant articles and documents

An alternate method for the synthesis of 2-aryl/alkyl-5-bromo-7-methoxy benzofurans; application to the synthesis of Egonol, Homoegonol, and analogs via Heck reaction

We herein report the general, versatile, and convenient method for the synthesis of 2-arly/alkyl-5-bromo-7-methoxy benzofurans from easily available o-Vanillin in five steps. These benzofurans was successfully converted into biological active natural products Egonol, Homoegonol, and analogous on applying Heck reaction using ethyl/methyl acrylate in the presence of palladium catalyst.

Facile preparation of 2-arylbenzo[b]furan molecules and their anti-inflammatory effects

An efficient and practical preparation of 2-arylbenzo[b]furan molecules including natural egonol, XH-14, ailanthoidol, and unnatural derivatives is demonstrated using Sonogashira coupling, iodine induced cyclization and Wittig reaction. Anti-inflammatory effects of the prepared benzo[b]furans were examined in lipopolysaccharide (LPS)-stimulated RAW 264-7 macrophages. The results showed that ailanthoidol, XH-14 and three other unnatural derivatives (9-10, 13) inhibited significantly the production of inflammatory mediator nitric oxide without showing cytotoxicity.