3260-49-9

Basic information

• Product Name: 4,6-dihydroxybenzofuran-3-one
• Synonyms: 4,6-dihydroxybenzofuran-3-one;4,6-Dihydroxy-3-benzofuranone;4,6-Dihydroxy-3-coumaranone;4,6-Dihydroxybenzofuran-3(2H)-one;NSC 19025
• CAS NO: 3260-49-9
• Molecular Formula: C₈H₆O₄
• Molecular Weight: 166.13084
• Mol File: 3260-49-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 260℃
• Boiling Point: 429.4°Cat760mmHg
• Flash Point: 187.4°C
• Appearance: /
• Density: 1.614±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 5.62E-08mmHg at 25°C
• Refractive Index: 1.689
• PKA: 7.43±0.20(Predicted)
• CAS DataBase Reference: 4,6-dihydroxybenzofuran-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-dihydroxybenzofuran-3-one(3260-49-9)
• EPA Substance Registry System: 4,6-dihydroxybenzofuran-3-one(3260-49-9)

Safety Data

• Hazardous Substances Data: 3260-49-9(Hazardous Substances Data)

Usage

Description

4,6-Dihydroxybenzofuran-3-one is an organic compound that serves as a key intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique chemical structure, which features two hydroxyl groups at the 4 and 6 positions of the benzofuran-3-one ring. This structure endows it with specific properties that make it valuable in the development of therapeutic agents.

Uses

Used in Pharmaceutical Synthesis:
4,6-Dihydroxybenzofuran-3-one is used as an intermediate in the synthesis of Diosmetin 3',7-Diglucuronide-d3 (D485042), a labelled Diosmetin 3',7-Diglucuronide (D485040). 4,6-dihydroxybenzofuran-3-one is a metabolite of Diosmetin (D485000), a flavonoid that is commonly used in the treatment of chronic venous insufficiency, hemorrhoids, and related conditions. The role of 4,6-dihydroxybenzofuran-3-one in this process is to facilitate the production of these therapeutic compounds, thereby contributing to their medicinal applications.

InChI:InChI=1/C8H6O4/c9-4-1-5(10)8-6(11)3-12-7(8)2-4/h1-2,9-10H,3H2

Upstream product

• 2524-37-0 ethyl orselinate 

Downstream Products

• 38216-53-4 (Z)-2-benzylidene-4,6-dihydroxybenzofuran-3(2H)-one 
• 23046-01-7 (Z)-2-(3,4-dimethoxybenzylidene)-4,6-dihydroxybenzofuran-3(2H)-one 
• 480-70-6 aureusidin 
• 4225-35-8 4,6-dimethoxycoumaranone 
• 207743-58-6 2,3,6,8-tetrahydroxybenzofuro[3,2-b][1]benzopyrylium chloride 
• 30693-98-2 4,6-dibenzyloxy-3(2H)-benzofuranone 
• 873842-68-3 (Z)-2-[(3,4-dibenzyloxyphenyl)methylene]-4,6-dibenzyloxy-3(2H)-benzofuranone 
• 1027952-40-4 4,6-Bis-(2-methoxy-ethoxymethoxy)-2-[1-phenyl-meth-(Z)-ylidene]-benzofuran-3-one 
• 1026740-08-8 2-[1-(4-Hydroxy-phenyl)-meth-(Z)-ylidene]-4,6-bis-(2-methoxy-ethoxymethoxy)-benzofuran-3-one 
• 1027157-68-1 4,6-Bis-(2-methoxy-ethoxymethoxy)-2-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-benzofuran-3-one 
• 1027375-60-5 2-[1-(2-Ethyl-phenyl)-meth-(Z)-ylidene]-4,6-bis-(2-methoxy-ethoxymethoxy)-benzofuran-3-one 
• 1026538-18-0 4,6-Bis-(2-methoxy-ethoxymethoxy)-2-[1-(4-propyl-phenyl)-meth-(Z)-ylidene]-benzofuran-3-one 
• 1027142-79-5 2-[1-(4-tert-Butyl-phenyl)-meth-(Z)-ylidene]-4,6-bis-(2-methoxy-ethoxymethoxy)-benzofuran-3-one 

Relevant articles and documents

Preparation of 4,6,3',4'-tetrasubstituted aurones via aluminium oxide-catalyzed condensation

4,6,3',4'-Tetrasubstituted aurones were prepared by a protection- deprotection route with an alumina-catalyzed condensation of 3(2H)-benzofuranones with substituted aldehydes as the key step. Aureusidin (6) was obtained by demethylation of 4,6,3',4'-tetramethoxyaurone (5), a natural product from Cyperus capitatus. 4,6,3',4'-Tetrabenzyloxyaurone (9) was converted in a one hydrogenation-deprotection step to dihydroaureusidin (10).