20727-61-1

Basic information

• Product Name: 6-hydroxy-2-(4-methoxybenzylidene)-1-benzofuran-3(2H)-one
• CAS NO: 20727-61-1
• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.2641
• Mol File: 20727-61-1.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 515.3°C at 760 mmHg
• Flash Point: 198.5°C
• Density: 1.366g/cm³
• Vapor Pressure: 3.07E-11mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: 6-hydroxy-2-(4-methoxybenzylidene)-1-benzofuran-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-hydroxy-2-(4-methoxybenzylidene)-1-benzofuran-3(2H)-one(20727-61-1)
• EPA Substance Registry System: 6-hydroxy-2-(4-methoxybenzylidene)-1-benzofuran-3(2H)-one(20727-61-1)

Safety Data

• Hazardous Substances Data: 20727-61-1(Hazardous Substances Data)

Upstream product

• 6272-26-0 6-hydroxybenzofuran-3-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 4225-35-8 4,6-dimethoxycoumaranone 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 109471-14-9 2'-hydroxy-4'-(methoxymethoxy)-4-methoxychalcone 
• 1311271-71-2 (Z)-2-(4-methoxybenzylidene)-6-(methoxymethoxy)benzo[b]furan-3-one 
• 65490-08-6 2-hydroxy-4-(methoxymethoxy)acetophenone 
• 108-46-3 recorcinol 
• 2491-39-6 2-bromo-2',4'-dihydroxyoacetophenone 
• 25015-92-3 2-chloro-1-(2,4-dihydroxyphenyl)ethanone 

Downstream Products

• 1311271-89-2 (Z)-2-(4-methoxybenzylidene)-3-oxo-2,3-dihydrobenzofuran-6-yl (10E,12Z)-linoleate 
• 1311272-16-8 (Z)-2-(4-methoxybenzylidene)-3-oxo-2,3-dihydrobenzofuran-6-yl 10-undecylenate 
• 1311272-02-2 (Z)-2-(4-methoxybenzylidene)-3-oxo-2,3-dihydrobenzofuran-6-yl stearate 

Relevant articles and documents

Structure-Based virtual screening and de novo design of PIM1 inhibitors with anticancer activity from natural products

Background: the proviral insertion site of Moloney murine leukemia (PIM) 1 kinase has served as a therapeutic target for various human cancers due to the enhancement of cell proliferation and the inhibition of apoptosis. Methods: to identify effective PIM1 kinase inhibitors, structurebased virtual screening of natural products of plant origin and de novo design were carried out using the protein-ligand binding free energy function improved by introducing an adequate dehydration energy term. Results: as a consequence of subsequent enzyme inhibition assays, four classes of PIM1 kinase inhibitors were discovered, with the biochemical potency ranging from low-micromolar to sub-micromolar levels. The results of extensive docking simulations showed that the inhibitory activity stemmed from the formation of multiple hydrogen bonds in combination with hydrophobic interactions in the ATP-binding site. Optimization of the biochemical potency by chemical modifications of the 2-benzylidenebenzofuran-3(2H)-one scaffold led to the discovery of several nanomolar inhibitors with antiproliferative activities against human breast cancer cell lines. Conclusions: these new PIM1 kinase inhibitors are anticipated to serve as a new starting point for the development of anticancer medicine.

Synthesis of anabasine-containing aminomethyl derivatives of 6-hydroxyaurones

[Figure not available: see fulltext.] Aminomethylation of aurones was studied by using anabasine. The reaction in the case of 6-hydroxyaurones was shown to selectively provide 7-aminomethyl-6-hydroxyaurones, while 5-aminomethyl-6-hydroxy-7-methylaurones could be obtained by transamination of 5-dimethylaminomethyl derivatives of 6-hydroxy-7-methylaurones in the presence of anabasine.

THERAPEUTIC AURONES

Substituted aurones were found to have antitrypanosomal, antifungal and immunomodulatory activity. The invention provides novel aurone compounds, pharmaceutical compositions, and methods encompassing medical and veterinary applications.