130600-80-5

Basic information

• Product Name: (E)-1-[2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]-3-[4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]prop-2-en-1-one
• Synonyms: (E)-1-[2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]-3-[4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]prop-2-en-1-one
• CAS NO: 130600-80-5
• Molecular Weight: 424.494
• Mol File: 130600-80-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-1-[2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]-3-[4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-[2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]-3-[4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]prop-2-en-1-one(130600-80-5)
• EPA Substance Registry System: (E)-1-[2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]-3-[4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]prop-2-en-1-one(130600-80-5)

Safety Data

• Hazardous Substances Data: 130600-80-5(Hazardous Substances Data)

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 110-87-2 3,4-dihydro-2H-pyran 
• 111841-07-7 2-hydroxy-4-(tetrahydropyran-2-yloxy)acetophenone 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 

Downstream Products

• 961-29-5 isoliquirtigenin 

Relevant articles and documents

Synthesis, characterization, and antioxidant activity of Zn2+ and Cu2+ coordinated polyhydroxychalcone complexes

Four new metal complexes [Cu(ISO)2], [Cu(BUT)2] and [Zn(ISO)2], [Zn(BUT)2] of the polyhydroxychalcones (isoliquiritigenin and butein) are synthesized, structurally characterized and their antioxidant activity is investigated. The formation of the complexes [Cu(ISO)2] and [Zn(ISO)2] is followed by Job’s plot using NMR titration. The resulting compounds are characterized by mass spectrometry, IR spectroscopy, and elemental analysis. Studies on the radical scavenging activity are performed using DPPH as substrate. The results showed that the antioxidant activities of isoliquiritigenin and butein are enhanced after binding to copper or zinc. Graphical abstract: [Figure not available: see fulltext.]

Synthesis and description of chalcone-like compounds, inhibitors of aldose reductase

A series of hydroxy- and hydroxy-methoxychalcones was synthesized and the inhibitory activity and selectivity of the compounds towards bovine lens aldose reductase (AR) were tested. All the compounds display affinity for AR. The most active proved to be 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)propen-1-one (isoliquiritigenin, IC50= 7.60 μM). The selectivity of this compound was also tested, its inhibitory activity being assayed against glutathione reductase and sorbitol dehydrogenase.