903516-83-6

Basic information

• Product Name: 5,7-bis(benzyloxy)-4H-chromen-4-one
• Synonyms: 5,7-bis(benzyloxy)-4H-chromen-4-one
• CAS NO: 903516-83-6
• Molecular Weight: 358.394
• Mol File: 903516-83-6.mol

Chemical Properties

• CAS DataBase Reference: 5,7-bis(benzyloxy)-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-bis(benzyloxy)-4H-chromen-4-one(903516-83-6)
• EPA Substance Registry System: 5,7-bis(benzyloxy)-4H-chromen-4-one(903516-83-6)

Safety Data

• Hazardous Substances Data: 903516-83-6(Hazardous Substances Data)

Upstream product

• 31721-94-5 5,7-dihydroxy-chromen-4-one 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 1227277-41-9 5,7-bis(benzyloxy)-3-hydroxy-4H-chromen-4-one 
• 137790-18-2 5,7-bis(benzyloxy)-2-phenyl-4H-chromen-4-one 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 1393533-64-6 C₃₀H₂₄O₅ 

Relevant articles and documents

Lewis acid-triggered selective zincation of chromones, quinolones, and thiochromones: Application to the preparation of natural flavones and isoflavones

A Lewis acid-triggered zincation allows the regioselective metalation of various chromones and quinolones. In the absence of MgCl2, a C(3) zincation is observed, whereas in the presence of MgCl2 or a related Lewis acid, C(2) zincation occurs. Applications to a natural flavone, isoflavone, and quinolone are shown.

Synthesis of a novel series of diphenolic chromone derivatives as inhibitors of NO production in LPS-activated RAW264.7 macrophages

A novel series of diphenolic chromone derivatives were synthesized and their inhibitory activity on nitric oxide (NO) production and cytotoxicity were evaluated using LPS-activated murine macrophages RAW264.7 assay and MTT method, respectively. Among these compounds, (5,7-dihydroxy-4-oxo-4H-chromen-3-yl) methyl esters (6b, 6c, 6f, 6g, and 6h) showed quite potent inhibitory activities with IC50 values of 2.20, 3.48, 0.35, 0.80, and 0.61 μM, respectively. The MTT results showed that all of the active compounds exhibited no cytotoxicity at the effective concentrations. The preliminary mechanism of the most potent compounds (6b, 6c, 6f, 6g, and 6h) was further examined based on the RT-PCR results and the compounds 6f, 6g, and 6h inhibited NO production by suppressing the expression of iNOS mRNA in a dose dependent manner. Furthermore, a computational analysis of physicochemical parameters revealed that the most of the compounds possessed drug-like properties.

Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase

Systematic simplification of the molecular structures of epicatechin gallate and epigallocatechin gallate to determine the minimum structural characteristics necessary for HIV-1 reverse transcriptase inhibition in vitro resulted in several compounds that strongly inhibited the native as well as the A17 double mutant (K103N Y181C) enzyme, which is normally insensitive to most known nonnucleoside inhibitors.