1239-68-5

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 2-(4-hydroxy-3-methoxyphenyl)-5,7-dimethoxy-
• CAS NO: 1239-68-5
• Molecular Formula: C18H16O6
• Molecular Weight: 328.321
• Mol File: 1239-68-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 2-(4-hydroxy-3-methoxyphenyl)-5,7-dimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 2-(4-hydroxy-3-methoxyphenyl)-5,7-dimethoxy-(1239-68-5)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 2-(4-hydroxy-3-methoxyphenyl)-5,7-dimethoxy-(1239-68-5)

Safety Data

• Hazardous Substances Data: 1239-68-5(Hazardous Substances Data)

Upstream product

• 62346-14-9 7,4′-dihydroxy-5,3′-dimethoxyflavone 
• 77-78-1 dimethyl sulfate 
• 33554-52-8 3′-hydroxy-5,7,4′-trimethoxyflavone 
• 90363-40-9 2-(3,4-dihydroxyphenyl)-5,7-dimethoxy-4H-chromen-4-one 
• 90-24-4 2-hydroxy-4,6-dimethoxyacetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 1255-78-3 2-((4-benzyloxy-3-methoxy)phenyl)-5,7-dimethoxy-4H-benzopyran-4-one 

Downstream Products

• 1255-78-3 2-((4-benzyloxy-3-methoxy)phenyl)-5,7-dimethoxy-4H-benzopyran-4-one 
• 62346-14-9 7,4′-dihydroxy-5,3′-dimethoxyflavone 
• 25739-41-7 velutin 
• 29080-58-8 5-hydroxy-3',4',7-trimethoxyflavone 
• 855-97-0 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one 

Relevant articles and documents

Structural modification of luteolin from Flos Chrysanthemi leads to increased tumor cell growth inhibitory activity

The luteolin from Flos Chrysanthemi was found to directly bind to the Bcl-2 protein and inhibit the tumor cell growth in our previous study. However, it has been shown to possess wide and week biological activities. In this study, a series of derivatives of luteolin were designed and synthesized, and their tumor cell growth inhibitory activities were evaluated against human leukemia cell line HL-60. The results showed that compounds 1B-2, 2A-3, and 2B-5, with hydrophobic substituted benzyl groups introduced to B ring and hydrogen or methyl introduced to 7-OH group of luteolin, exhibited the strongest inhibitory activity with the IC50lower than 10?μM, which were significantly more potent than luteolin. The studies presented here offer a good example for modifications of flavones to improve their tumor cell growth inhibitory activities.

Anti‐melanogenic properties of velutin and its analogs?

Velutin, one of the flavones contained in natural plants, has various beneficial activities, such as skin whitening, as well as anti‐inflammatory, anti‐allergic, antioxidant, and antimicrobial activities. However, the relationship between the structure of velutin and its anti‐melanogenesis activity is not yet investigated. In this study, we obtained 12 velutin derivatives substituted at C5, C7, C3′, and C4′ of the flavone backbone with hydrogen, hydroxyl, and methoxy functionalities by chemical synthesis, to perform SAR analysis of velutin structural analogues. The SAR study revealed that the substitution of functional groups at C5, C7, C3′, and C4′ of the flavone backbone affects biological activities related to melanin synthesis. The coexistence of hydroxyl and methoxy at the C5 and C7 position is essential for inhibiting tyrosinase activity. However, 1,2‐diol compounds substituted at C3′ and C4′ of flavone backbone induce apoptosis of melanoma cells. Further, substitution at C3′ and C4′ with methoxy or hydrogen is essential for inhibiting melanogenesis. Thus, this study would be helpful for the development of natural‐derived functional materials to regulate melanin synthesis.

On a Thermal Transmethylation Reaction with Flavon-5-methylethers

Upon heating to 300 deg C partial luteolinemethylethers undergo transmethylation.A reaction mechanism is put foreward. - Key words: Flavonemethylethers, Thermal Transmethylation, TLC, HPLC, Reaction Mechanism