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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.

6272-27-1

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6272-27-1 Usage

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.

Check Digit Verification of cas no

The CAS Registry Mumber 6272-27-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,7 and 2 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 6272-27:
(6*6)+(5*2)+(4*7)+(3*2)+(2*2)+(1*7)=91
91 % 10 = 1
So 6272-27-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H6O4/c9-5-2-1-4-6(10)3-12-8(4)7(5)11/h1-2,9,11H,3H2

6272-27-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 6,7-dihydroxy-1-benzofuran-3-one

1.2 Other means of identification

Product number -
Other names 6,7-dihydroxy-2-hydrobenzo[b]furan-3-one

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:6272-27-1 SDS

6272-27-1Relevant academic research and scientific papers

Aurones as new porcine pancreatic α-amylase inhibitors

Roshanzamir, Khashayar,Kashani-Amin, Elaheh,Ebrahim-Habibi, Azadeh,Navidpour, Latifeh

, p. 333 - 340 (2019/06/20)

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.

Specificity of Calreticulin Transacetylase to acetoxy derivatives of benzofurans: Effect on the activation of platelet Nitric Oxide Synthase

Gupta, Anjali,Priya, Nivedita,Jalal, Sarah,Singh, Prabhjot,Chand, Karam,Raj, Hanumantharao G.,Parmar, Virinder S.,DePass, Anthony L.,Sharma, Sunil K.

experimental part, p. 1180 - 1185 (2011/11/06)

Calreticulin Transacetylase (CRTAase) catalyzes the transfer of acetyl group(s) from polyphenolic acetates (PAs) to functional proteins, such as Glutathione S-transferase (GST), NADPH Cytochrome c reductase and Nitric Oxide Synthase (NOS) resulting in the modulation of biological activities. A comparison of the specificities of the acetoxy derivatives of coumarins, biscoumarins, chromones, flavones, isoflavones and xanthones has been carried out earlier by us with an aim to study the effect of nature and position of the acetoxy groups on the benzenoid ring and the position of the carbonyl group with respect to oxygen/nitrogen heteroatom for the catalytic activity of CRTAase. In this communication for the first time, we have studied the influence of differently substituted benzofurans on the CRTAase activity to study the effect of the replacement of pyran ring of coumarin with furan ring, presence of carbonyl at C-3, substitution of C-3 carbonyl group with acetoxy group and presence of various substituents (OAc/OH/Cl) on the benzenoid ring. It was observed that acetoxy derivatives of benzofurans lead to inhibition of ADP induced platelet aggregation by the activation of platelet Nitric Oxide Synthase catalyzed by CRTAase. Accordingly, the formation of NO in platelets by 3-oxo-2,3-dihydrobenzofuran-6,7-diyl diacetate (3a) was found to be comparable with that of model polyphenolic acetate (PA), 7,8-diacetoxy-4-methylcoumarin (DAMC).

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

Venkateswarlu, Somepalli,Panchagnula, Gopala K.,Subbaraju, Gottumukkala V.

, p. 2183 - 2185 (2007/10/03)

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.

A series of 2(Z)-2-benzylidene-6,7-dihydroxybenzofuran-3[2H]-ones as inhibitors of chorismate synthase

Thomas, Michael G.,Lawson, Chris,Allanson, Nigel M.,Leslie, Bruce W.,Bottomley, Joanna R.,McBride, Andrew,Olusanya, Oyinkan A.

, p. 423 - 426 (2007/10/03)

A series of 2(Z)-2-benzylidene-6,7-dihydroxybenzofuran-3[2H]-ones was identified as potent inhibitors of bacterial chorismate synthase. The 2′-hydroxy-4′-pentoxy analogue 33 is a potent inhibitor of Streptococcus pneumoniae chorismate synthase.

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