7251-37-8

Basic information

• Product Name: 2-[3,4-bis(acetyloxy)phenyl]-5-hydroxy-4-oxo-4H-chromene-3,7-diyl diacetate
• Synonyms: 2-(Acetyloxy)-4-(3,7-bis(acetyloxy)-5-hydroxy-4-oxo-4H-chromen-2-yl)phenyl acetate
• CAS NO: 7251-37-8
• Molecular Formula: C₂₃H₁₈O₁₁
• Molecular Weight: 470.3824
• Mol File: 7251-37-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 657.9°C at 760 mmHg
• Flash Point: 226.6°C
• Density: 1.5g/cm³
• Vapor Pressure: 6.47E-18mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: 2-[3,4-bis(acetyloxy)phenyl]-5-hydroxy-4-oxo-4H-chromene-3,7-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3,4-bis(acetyloxy)phenyl]-5-hydroxy-4-oxo-4H-chromene-3,7-diyl diacetate(7251-37-8)
• EPA Substance Registry System: 2-[3,4-bis(acetyloxy)phenyl]-5-hydroxy-4-oxo-4H-chromene-3,7-diyl diacetate(7251-37-8)

Safety Data

• Hazardous Substances Data: 7251-37-8(Hazardous Substances Data)

Usage

Structure

A complex organic chemical compound with a unique structure.

Chromene ring

The core structure of the molecule, which is a type of aromatic ring system.

Acetyl groups

Two acetyl groups (acetyloxy) are attached to the phenyl group, contributing to the molecule's complexity.

Phenyl group

A benzene ring with a hydroxyl group attached, which is connected to the chromene ring.

Acetate groups

Two acetate groups are linked to the hydroxyl group, further increasing the molecule's complexity.

Keto group

A carbonyl group (C=O) that contributes to the oxo functionality of the molecule.

Oxo functionality

The presence of the keto group gives the molecule its 4-oxo characteristic.

Potential applications

The compound has potential applications in medicinal chemistry and pharmaceutical research.

Diverse structure

The compound's complex structure allows for a wide range of potential biological activities.

Further studies needed

More research is required to fully understand the properties and potential uses of 2-[3,4-bis(acetyloxy)phenyl]-5-hydroxy-4-oxo-4H-chromene-3,7-diyl diacetate.

Upstream product

• 1064-06-8 3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one 
• 117-39-5 quercetol 
• 108-24-7 acetic anhydride 
• 480-18-2 taxifolin 

Downstream Products

• 114840-33-4 3,3′,4′,7-tetraacetoxyflavone 
• 528-48-3 3,7,3',4'-tetrahydroxyflavone 
• 70800-34-9 3,3',4'-Triaacetoxy-5,7-dihydroxyflavone 
• 19159-09-2 4-(3,5-diacetoxy-7-(2-ethoxy-2-oxoethoxy)-4-oxo-4H-chromen-2-yl)-1,2-phenylene diacetate 
• 143631-95-2 acetic acid 2-acetoxy-4-(3,5-diacetoxy-7-hydroxy-4-oxo-4H-chromen-2-yl)-phenyl ester 
• 1064-06-8 3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one 
• 1000841-76-8 C₂₆H₂₂O₁₁ 
• 1000841-75-7 C₂₆H₂₂O₁₁ 
• 1592-67-2 5-O-methylquercetin tetraacetate 
• 96367-22-5 7-O-benzylquercetin tetraacetate 

Relevant articles and documents

Synthesis of fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside based on site-selective deacetylation and deoxygenation

Fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside were synthesized from commercially available quercetin and naringin in five steps. The key steps are site-selective deacetylation and subsequent deoxygenation. The target molecules were obtained in 37% and 23% yields from the starting materials, respectively.

Quercetin derivative and its preparation method and application

The invention discloses a quercetin derivative and a preparation method and application thereof. The preparation method comprises the following steps: firstly using dichlorodiphenylmethane to protect quercetin o-diphenol hydroxyl, combining a benzyl protection group to obtain the selectively protected quercetin derivative, and then independently reacting with dimethyl sulfate, diethyl sulfate, allyl bromide, paratoluensulfonyl chloride and acetic anhydride respectively to generate corresponding quercetin derivatives. All of the prepared derivative compounds have NRK-49F proliferation activity inhibition superior to that of quercetin. The quercetin derivatives 20a-1, 14a-1 and 23d-1 compositely replaced by methyl and p-tosyl have higher inhibition NRK-49F proliferation activity, and the inhibition ratio respectively reaches 86.33%, 78.04% and 75.91%. Thus, the currently obtained quercetin derivative compounds have obvious inhibition effect on kidney fibroblast NRK-49F proliferation.

Regioselective O-derivatization of quercetin via ester intermediates. An improved synthesis of rhamnetin and development of a new mitochondriotropic derivative

The regioselective synthesis of several quercetin (3,3',4',5,7-pentahydroxy flavone) tetraesters bearing a single free OH on 5-C was achieved in good yield by proper choice of reaction conditions using common esterification procedures. Tetracetylated quercetin with the free OH on 7-C was selectively obtained instead via imidazole-promoted deacylation of the corresponding pentaester. Unambiguous structural characterization of the two isomeric tetraacetyl quercetin derivatives was obtained by combined HSQC and HMBC 2D-NMR analysis. These molecules can be used as starting materials for the regioselective synthesis of other derivatives. High yield syntheses of the natural polyphenol rhamnetin (7-O-methylquercetin) and of the new mitochondriotropic compound 7-(4-triphenylphosphoniumbutyl) quercetin iodide are reported as examples.