97746-16-2

Basic information

• Product Name: 2H-1-Benzopyran-2-one,5,7-dihydroxy-4- (4-methoxyphenyl)-
• CAS NO: 97746-16-2
• Molecular Weight: 284.268
• Mol File: 97746-16-2.mol

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-2-one,5,7-dihydroxy-4- (4-methoxyphenyl)- (CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one,5,7-dihydroxy-4- (4-methoxyphenyl)- (97746-16-2)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one,5,7-dihydroxy-4- (4-methoxyphenyl)- (97746-16-2)

Safety Data

• Hazardous Substances Data: 97746-16-2(Hazardous Substances Data)

Upstream product

• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 24393-56-4 ethyl p-methoxycinnamate 
• 832-01-9 methyl p-methoxycinnamate 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 91089-40-6 2,3-dibromo-3-(4-methoxyphenyl)propionic acid methyl ester 
• 108-73-6 3,5-dihydroxyphenol 
• 2227-57-8 3-(4-methoxyphenyl)propynoic acid 
• 874-90-8 4-methoxybenzonitrile 
• 17325-02-9 3-amino-3-(4-methoxyphenyl)acrylonitrile 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 157019-58-4 2,3-dibromo-3-(4-methoxyphenyl)propionic acid ethyl ester 
• 24393-56-4 ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 

Downstream Products

• 74512-60-0 5,7-dimethoxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one 

Relevant articles and documents

Synthesis and biological evaluation of novel neoflavonoid derivatives as potential antidiabetic agents

Various substituted neoflavonoid derivatives were synthesized using sulfated montmorillonite K-10 as a catalyst. This method is environmental friendly, sustainable and economical, convenient in isolation and purification processes, with little byproducts, using earth-abundant catalysts and has relatively high yield. Those neoflavonoid derivatives were screened for antioxidant, a-glucosidase inhibitory, aldose reductase 2 (ALR2) inhibitory and advanced glycation end-product formation inhibitory effects. Most compounds exhibited significant antioxidant and advanced glycation end-product (AGE) formation inhibitory activities. It was interesting to note that out of thirty compounds, 8k and 8l were found to have greater ALR2 inhibitory activity than the standard drug quercetin. The pharmacological studies suggested neoflavonoid with adjacent 7,8-dihydroxy groups were more effective in inhibiting ALR2. Antidiabetic activity studies had shown that compounds 8l and 8m were equipotent to the standard drug glibenclamide in vivo. In summary, the target compound 8l provided a potential drug design concept for the development of therapeutic or prophylactic agents of diabetes and diabetes complications.

Synthesis and NMR of 4-Aryl-3,4-dihydrocoumarins and 4-arylcoumarins

This paper described the synthesis and 1H and 13C NMR chemical shifts of a series of 4-aryl-3,4-dihydrocoumarin and 4-arylcoumarin derivatives based on a combination of 1H and 13C NMR, HSQC and HMBC experiments.

Antioxidant and antitumor activities of 4-arylcoumarins and 4-aryl-3,4-dihydrocoumarins

Five 4-arylcoumarins (1c-g) and twelve 3,4-dihydro-4-arylcoumarins (2a-l) were synthesized and tested for antioxidant activity, antitumor activity, toxicity and structure-activity relationships analysis. 4-Arylcoumarins and 3,4-dihydro-4-arylcoumarins tha

Efficient synthesis and biological evaluation of 4-arylcoumarin derivatives

Two bioactive natural 4-arylcoumarins, 5,7,4′-trimethoxy-4- phenylcoumarin (1a), 5,7-dimethoxy-4-phenylcoumarin (1b) and five closely related derivatives 1c-g were synthesized. In vitro evaluation with a catechol subunit for antioxidant and antimicrobial activity, these compounds using standard methods showed that compounds 1d, 1f displayed promise radical scavenging activity and 1f was found to be the most active one against Bacillus dysenteriae.

An efficient synthesis of neoflavonoid antioxidants based on Montmorillonite K-10 catalysis

A new approach to synthesis of neoflavonoids, based on a high yielding Montmorillonite K-10 catalyzed lactone ring forming cyclization process, is described. The utility of this methodology is exemplified by its employment in the preparation of the substituted 4-phenylneoflavonoids 1-8. The free radical scavenging properties of these substances were evaluated. The neoflavonoids 1 and 5, which mimic esculetin-type antioxidants, were observed to quench hydrazyl free radicals.

Synthesis of New Naturally Occuring 4-Phenyl-2H-1-benzopyran-2-ones

5,7-Dimethoxy-4-(4-hydroxyphenyl)-2H-1-benzopyran-2-one and 5,7-dimethoxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one, two new neoflavonoids occuring in Courtarea hexandra have been synthesized via Pechmann condensation.Attempts made to synthesize another 4-arylcoumarin, 5-hydroxy-7-methoxy-4-(2,5-dihydroxyphenyl)-2H-1-benzopyran-2-one, constituent of the same plant, led to the formation of the hitherto unknown 2-ethoxy-6-hydroxy-4H-1-benzopyran-4-one.

SYNTHESIS OF 4-ARYLCOUMARINS FROM COUTAREA HEXANDRA

Key Word Index - Coutarea hexandra; Rubiaceae; neoflavonoids; 4-arylcoumarins; synthesis. - The structures assigned to the 5,7-dimethoxy-4-arylcoumarins isolated from Coutarea hexandra have been confirmed by synthesis, via Pechmann condensation of phlorog