148304-16-9

Basic information

• Product Name: 7-hydroxy-8-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-4-methyl-2H-chromen-2-one
• Synonyms: 7-hydroxy-8-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-4-methyl-2H-chromen-2-one
• CAS NO: 148304-16-9
• Molecular Formula: C₂₀H₁₆O₆
• Molecular Weight: 352.33744
• Mol File: 148304-16-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-hydroxy-8-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-4-methyl-2H-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-hydroxy-8-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-4-methyl-2H-chromen-2-one(148304-16-9)
• EPA Substance Registry System: 7-hydroxy-8-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-4-methyl-2H-chromen-2-one(148304-16-9)

Safety Data

• Hazardous Substances Data: 148304-16-9(Hazardous Substances Data)

Upstream product

• 108-46-3 recorcinol 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 2747-05-9 4-methylumbelliferyl acetate 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 2555-29-5 8-acetyl-7-hydroxy-4-methyl-2H-chromen-2-one 
• 121-33-5 vanillin 

Downstream Products

• 1382626-99-4 8-(1-acetyl-4,5-dihydro-5-(3,4-dihydroxyphenyl)-1H-pyrazol-3-yl)-7-hydroxy-4-methyl-2H-1-benzopyran-2-one 
• 1382626-80-3 8-(4,5-dihydro-5-(3-methoxy-4-hydroxyphenyl)-1H-pyrazol-3-yl)-7-hydroxy-4-methyl-2H-1-benzopyran-2-one 
• 139640-50-9 8-(1-acetyl-4,5-dihydro-5-(3-methoxy-4-hydroxyphenyl)-1H-pyrazol-3-yl)-7-hydroxy-4-methyl-2H-1-benzopyran-2-one 
• 139640-63-4 8-[(E)-3-(4-Hydroxy-3-methoxy-phenyl)-acryloyl]-7-[2-hydroxy-3-(4-methoxy-phenylamino)-propoxy]-4-methyl-chromen-2-one 

Relevant articles and documents

Coumarin moiety can enhance abilities of chalcones to inhibit DNA oxidation and to scavenge radicals

Coumarin and chalcone are naturally occurring compounds, and coumarin as a functional group was combined with chalcone in this work, aiming to test the inhibitory effects of coumarin-substituted chalcones on the oxidation of DNA and on scavenging radicals. It was found that the antioxidant activity of hydroxyl group attaching to coumarin can be increased by hydroxyl groups attaching to chalcone. The double hydroxyl groups at adjacent position exhibited high abilities to inhibit Cu2+/glutathione-induced oxidation of DNA and to trap 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical (ABTS+) as well as 2,2′-diphenyl-1-picrylhydrazyl radical (DPPH). Especially, the double hydroxyl groups in chalcone were able to protect DNA against 2,2′-azobis(2-amidinopropanehydrochloride) (AAPH)-induced oxidation significantly. On the other hand, the hydroxyl group attaching to coumarin exhibited high ability to inhibit OH-induced oxidation of DNA. Therefore, coumarin-appended chalcones exhibited higher antioxidant effectiveness with only single or double phenolic hydroxyl groups contained.

Synthesis of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety to scavenge radicals and to protect DNA

A series of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety were synthesized and their antioxidant activities were evaluated in AAPH (2,2′-azobis(2-amidinopropane hydrochloride))-induced oxidation of DNA, and in trapping DPPH (2,2′-diph

Synthesis of new α-pyronochalcones and related cyclisation products

Ten substituted α-pyronochalcones (I-X) and four α-pyronoflavanones (XI-XIV) have been obtained from 8-acetyl-7-hydroxy-4-methylcoumrin and characterised.The present data cast serious doubts in the claim in a recent publication on the synthesis of benzopy