6274-73-3

Basic information

• Product Name: (2R)-2-[3-(acetyloxy)-4-methoxyphenyl]-4-oxo-3,4-dihydro-2H-chromene-5,7-diyl diacetate
• CAS NO: 6274-73-3
• Molecular Formula: C₂₂H₂₀O₉
• Molecular Weight: 428.3888
• Mol File: 6274-73-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 589.8°C at 760 mmHg
• Flash Point: 256.3°C
• Density: 1.318g/cm³
• Vapor Pressure: 6.91E-14mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: (2R)-2-[3-(acetyloxy)-4-methoxyphenyl]-4-oxo-3,4-dihydro-2H-chromene-5,7-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-[3-(acetyloxy)-4-methoxyphenyl]-4-oxo-3,4-dihydro-2H-chromene-5,7-diyl diacetate(6274-73-3)
• EPA Substance Registry System: (2R)-2-[3-(acetyloxy)-4-methoxyphenyl]-4-oxo-3,4-dihydro-2H-chromene-5,7-diyl diacetate(6274-73-3)

Safety Data

• Hazardous Substances Data: 6274-73-3(Hazardous Substances Data)

Usage

Description

(2R)-2-[3-(acetyloxy)-4-methoxyphenyl]-4-oxo-3,4-dihydro-2H-chromene-5,7-diyl diacetate is a complex organic molecule with a 2H-chromene ring structure, featuring two acetyl groups at the 3 and 4 positions, a methoxy group at the 4 position, and a carbonyl group at the 4 position. This diacetate molecule possesses unique structural and functional group characteristics, which may contribute to its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
(2R)-2-[3-(acetyloxy)-4-methoxyphenyl]-4-oxo-3,4-dihydro-2H-chromene-5,7-diyl diacetate is used as a pharmaceutical compound for its potential medicinal properties. Its unique structure and functional groups may offer novel therapeutic opportunities, which require further research and development to fully understand and exploit.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2R)-2-[3-(acetyloxy)-4-methoxyphenyl]-4-oxo-3,4-dihydro-2H-chromene-5,7-diyl diacetate serves as a key molecule for the design and synthesis of new drugs. Its structural features can be leveraged to create innovative drug candidates with improved efficacy and selectivity.
Used in Organic Synthesis:
(2R)-2-[3-(acetyloxy)-4-methoxyphenyl]-4-oxo-3,4-dihydro-2H-chromene-5,7-diyl diacetate is utilized as an intermediate in organic synthesis. Its versatile structure allows for the development of new synthetic pathways and the creation of a variety of chemical products, expanding the scope of organic chemistry.

Upstream product

• 75-36-5 acetyl chloride 
• 520-33-2 hesperetin 
• 520-26-3 hesperidin 
• 108-24-7 acetic anhydride 
• 520-33-2 (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone 

Downstream Products

• 102548-67-4 5,7-diacetoxy-2-(3-acetoxy-4-methoxy-phenyl)-3-bromo-chroman-4-one 
• 3162-05-8 3',5,7-triacetoxy-4'-methoxyflavone 
• 128373-97-7 Acetic acid 4-[3-(3-acetoxy-4-methoxy-phenyl)-propyl]-3,5-dihydroxy-phenyl ester 
• 128373-98-8 Acetic acid 5-acetoxy-2-[3-(3-acetoxy-4-methoxy-phenyl)-propyl]-3-hydroxy-phenyl ester 
• 147711-15-7 5,3'-diacetoxy-7-hydroxy-4'-methoxyflavanone 
• 3316-45-8 5-Hydroxy-4'-methoxy-7,3'-diacetoxy-flavanon 
• 520-34-3 diosmetin 
• 70412-86-1 3',5-dihydroxy-4'-methoxy-7-(sulfopropoxy)flavone potassium salt 
• 1268140-15-3 4'-O-methyl-8-isoprenyl eriodictyol 
• 147711-15-7 2-(3-acetoxy-4-methoxyphenyl)-7-hydroxy-4-oxochroman-5-yl acetate 

Relevant articles and documents

Synthesis, characterization, anti-inflammatory and anti-proliferative activity against MCF-7 cells of O-alkyl and O-acyl flavonoid derivatives

A series of O-alkyl and O-acyl flavonoid derivatives was synthesized in high efficiency. Alkylation and acylation of 5-hydroxyflavonoids showed that the low reactivity hydroxyl group, 5-OH, well reacted with strong reagents whereas with weaker reagents, the different products were obtained dependently on structural characteristic of ring C of respective flavonoid. In order to evaluate anti-inflammatory activity, all compounds were tested for in vitro inhibition of bovine serum albumin denaturation and in vivo inhibition of carrageenan-induced mouse paw edema. Among them, the compounds 3, 3b, 4b and 4c demonstrated more effective anti-inflammatory activity than standard drugs (diclofenac sodium and ketoprofen) in both tests. Meanwhile, the flavonoids 2, 2c, 3a and 4b displayed anti-proliferative activity against MCF-7 cell lines. Triacetyl derivative of hesperetin 4b inducing degradation of DNA in MCF-7 cells was observed.

Flavonoid-related modulators of multidrug resistance: Synthesis, pharmacological activity, and structure-activity relationships

A series of 28 flavonoid derivatives containing a N-benzylpiperazine chain have been synthesized and tested for their ability to modulate multidrug resistance (MDR) in vitro. At 5 μM, most compounds potentiated doxorubicin cytotoxicity on resistant K562/DOX cells. They were also able to increase the intracellular accumulation of JC-1, a fluorescent molecule recently described as a probe of P-glycoprotein-mediated MDR. This suggests that these compounds act, at least in part, by inhibiting P-glycoprotein activity. As in other studies, lipophilicity was shown to influence MDR- modulating activity but was not the only determinant. Diverse di- and trimethoxy substitutions on N-benzyl were examined and found to affect the activity differently. The most active compounds had a 2,3,4- trimethoxybenzylpiperazine chain attached to either a flavone or a flavanone moiety (13, 19, 33, and 37) and were found to be more potent than verapamil.

Dihydrochalcone sweeteners. A study of the atypical temporal phenomena

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