91735-21-6

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 3-hydroxy-8-methoxy-2-(4-methoxyphenyl)-
• CAS NO: 91735-21-6
• Molecular Formula: C17H14O5
• Molecular Weight: 298.295
• Mol File: 91735-21-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 3-hydroxy-8-methoxy-2-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 3-hydroxy-8-methoxy-2-(4-methoxyphenyl)-(91735-21-6)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 3-hydroxy-8-methoxy-2-(4-methoxyphenyl)-(91735-21-6)

Safety Data

• Hazardous Substances Data: 91735-21-6(Hazardous Substances Data)

Upstream product

• 57544-05-5 8-methoxy-3-nitro-2-(4-methoxyphenyl)-2H-chromene 
• 111391-40-3 (E)-1-(2-Hydroxy-3-methoxy-phenyl)-3-(4-methoxy-phenyl)-propenone 
• 113495-54-8 (2R,3S)-8-Methoxy-2-(4-methoxy-phenyl)-3-nitro-chroman 
• 113495-54-8 (2R,3R)-8-Methoxy-2-(4-methoxy-phenyl)-3-nitro-chroman 
• 703-98-0 1-(2-hydroxy-3-methoxyphenyl)ethanone 

Downstream Products

• 111391-78-7 3,8-Dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 

Relevant articles and documents

4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity

4'-Hydroxy-3-methoxyflavones are natural compounds with known antiviral activities against picornaviruses such as poliomyelitis and rhinoviruses. In order to establish a structure-activity relationship a series of analogues were synthesized, and their antiviral activities and cytotoxicities were compared with those of flavones from natural origin. The 4'-hydroxyl and 3-methoxyl groups, a substitution in the 5 position and a polysubstituted A ring appeared to be essential requirements for a high activity. The most interesting compound was 4',7-dihydroxy-3-methoxy-5,6-dimethylflavone possessing in vitro TI99 values of > 1000 and > 200 against poliovirus type 1 and rhinovirus type 15, respectively. This compound was also active against other rhinovirus serotypes (2, 9, 14, 29, 39, 41, 59, 63, 70, 85, and 89) tested, having MIC50 values ranging from 0.016 to 0.5 μg/mL. Finally in contrast to quercetin it showed to be not mutagenic in concentrations up to 2.5 mg in the Ames test.

A NOVEL PHOTOCHEMICAL METHOD FOR THE SYNTHESIS OF FLAVONOLS

Photolysis of the nitrochromenes followed by acidic hydrolysis of the photoproducts yields the corresponding flavonols in high yields.