6272-27-1

Basic information

• Product Name: 6,7-DIHYDROXYCOUMERANONE
• Synonyms: 6,7-DIHYDROXYCOUMERANONE;AKOS 214-49;AKOS BBS-00001300;IFLAB-BB F3139-2620;6,7-dihydroxy-2H-benzofuran-3-one;6,7-Dihydroxy-2,3-dihydrobenzofuran-3-one;6,7-Dihydroxy-3(2H)-benzofuranone;3(2H)-Benzofuranone, 6,7-dihydroxy-
• CAS NO: 6272-27-1
• Molecular Formula: C₈H₆O₄
• Molecular Weight: 166.13
• EINECS: 228-459-4
• Mol File: 6272-27-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 433.3°C at 760 mmHg
• Flash Point: 189.1°C
• Appearance: /
• Density: 1.614g/cm³
• Vapor Pressure: 4.08E-08mmHg at 25°C
• Refractive Index: 1.689
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 6,7-DIHYDROXYCOUMERANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-DIHYDROXYCOUMERANONE(6272-27-1)
• EPA Substance Registry System: 6,7-DIHYDROXYCOUMERANONE(6272-27-1)

Safety Data

• Hazardous Substances Data: 6272-27-1(Hazardous Substances Data)

Usage

Description

6,7-Dihydroxycoumarinenone, also known as 6,7-dihydroxy-benzofuran-3-one, is an organic compound with a unique chemical structure that features two hydroxyl groups at the 6th and 7th positions of the benzofuran-3-one ring. 6,7-DIHYDROXYCOUMERANONE has attracted significant attention due to its potential applications in various fields.

Uses

Used in Chemical Synthesis:
6,7-Dihydroxycoumarinenone is used as a reactant in the preparation of silica sulfonic acid reusable catalyst for α-monobromination of carbonyl compounds using N-bromosuccinimide. This application is particularly relevant in the field of organic chemistry, where the compound plays a crucial role in facilitating specific chemical reactions and improving the efficiency of the process.

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

Upstream product

• 17345-68-5 ω-chloro-2,3,4-trihydroxyacetophenone 
• 87-66-1 2-hydroxyresorcinol 
• 107-14-2 chloroacetonitrile 

Downstream Products

• 29813-94-3 2-(2-chloro-benzylidene)-6,7-dihydroxy-benzofuran-3-one 
• 29813-98-7 6,7-dihydroxy-2-(3-nitro-benzylidene)-benzofuran-3-one 
• 29813-90-9 2-[(Z)-benzylidene-6,7-dihydroxy-benzofuran-3-one 
• 29813-97-6 6,7-dihydroxy-2-(2-nitro-benzylidene)-benzofuran-3-one 
• 576-02-3 (Z)-2-[(3,4-dihydroxyphenyl)methylene]-6,7-dihydroxybenzo[b]furan-3-one 
• 42484-95-7 2,3-dihydro-benzofuran-6,7-diol 
• 29813-91-0 6,7-dihydroxy-2-salicylidene-benzofuran-3-one 
• 24418-85-7 (Z)-2-[(4-hydroxyphenyl)methylene]-6,7-dihydroxybenzo[b]furan-3-one 

Relevant articles and documents

Aurones as new porcine pancreatic α-amylase inhibitors

Background: Aurones, (Z)-2-benzylidenebenzofuran-3-one derivatives, are naturally-occurring structural isomers of flavones, with promising pharmacological potential. Methods: In this study, the structural requirements for the inhibition of porcine pancreatic α-amylase by hydroxylated or methoxylated aurone derivatives were investigated by assessing their in vitro biological activities against porcine pancreatic α-amylase. Results: The structure-activity relationship of these inhibitors based on both in vitro and in silico findings showed that the hydrogen bonds between the OH groups of the A or B ring of (Z)-benzylidenebenzofuran-3-one derivatives and the catalytic residues of the binding site are crucial for their inhibitory activities. Conclusion: It seems that the OH groups in aurones inhibit α-amylase in a manner similar to that of OH groups in flavones and flavonols.

Synthesis and antioxidative activity of 3′,4′,6,7- tetrahydroxyaurone, a metabolite of Bidens frondosa

3′,4′,6,7-Tetrahydroxyaurone (1a), an aurone isolated from Bidens frondosa, and five analogues (1b-1f) were synthesized from pyrogallol in three steps. The antioxidative activity of 1a-1f was determined by the superoxide free radical and 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging methods.