13238-06-7

Basic information

• Product Name: 5-Hydroxy-2,3-dihydro-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
• Synonyms: 2-(4-Methoxyphenyl)-5-hydroxy-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one;2-(4-Methoxyphenyl)-7-methoxy-5-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one;4',7-Dimethoxy-5-hydroxy-2,3-dihydroflavone;4',7-Dimethoxy-5-hydroxyflavanone;5-Hydroxy-2,3-dihydro-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
• CAS NO: 13238-06-7
• Molecular Weight: 0
• Mol File: 13238-06-7.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Hydroxy-2,3-dihydro-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-2,3-dihydro-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one(13238-06-7)
• EPA Substance Registry System: 5-Hydroxy-2,3-dihydro-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one(13238-06-7)

Safety Data

• Hazardous Substances Data: 13238-06-7(Hazardous Substances Data)

Upstream product

• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 74-88-4 methyl iodide 
• 94441-99-3 1-(2,6-dihydroxy-4-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 77-78-1 dimethyl sulfate 
• 480-41-1 naringenin 
• 20621-49-2 2',6'-dihydroxy-4,4'-dimethoxychalcone 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 123-11-5 4-methoxy-benzaldehyde 
• 3420-72-2 flavokawain A 
• 66074-95-1 4',5,7-trimethoxyflavanone 
• 90-24-4 2-hydroxy-4,6-dimethoxyacetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 17176-17-9 S-Adenosylmethionine 
• 3420-72-2 2'-hydroxy-4,4',6'-trimethoxychalcone 

Downstream Products

• 19103-54-9 5-hydroxy-4',6,7-trimethoxyflavone 
• 1390643-64-7 8-bromo-5-hydroxy-7,4'-dimethoxyflavone 
• 35095-48-8 6-bromo-5-hydroxy-7,4'-dimethoxyflavone 

Relevant articles and documents

Structure-activity relationships of biflavonoids for β-secretase (BACE-1) inhibitory activity

Bioactive natural products are useful sources of new pharmaceutics. Their analogues are also important for evaluating structure-activity relationships. In this study the structure-activity relationships of 2,3-dihydro-6-methylginketin (1) for BACE-1 inhibitory activity were studied. Biflavonoids consisting of flavanone and flavone, and also the presence of a methoxy group at the C-4' position, were found to be important for strong activity. 2,3-Dihydro-6- methylbilobetin (2) showed strong activity with an IC50 value of 0.56 μM.

Flavanone compound as well as preparation method and application thereof

The invention belongs to the technical field of medicines, and particularly relates to a flavanone compound as well as a preparation method and application thereof. Specifically disclosed is a compound represented by formula (I) or a pharmaceutically acceptable salt thereof. The compound shown in the formula (I) can target hURAT1 and/or GLUT9, so that uric acid excretion is promoted, and the effect of reducing uric acid is achieved. The compound can be used for preparing medicines for treating and/or preventing and/or delaying and/or adjunctively treating and/or treating diseases related to hURAT1/GLUT9 activity, and has a good application prospect in preventing or treating diseases (such as gout, gouty arthritis, uric acid kidney stone and the like) related to hyperuricemia.

Effect of naringenin and its derivatives on the probing behavior of myzus persicae (Sulz.)

Substances that alter insect behavior have attracted a lot of attention as potential crop protection agents. Naringenin (5,7,40-trihydroxyflavanone) is a naturally occurring bioactive flavanone. We evaluated the influence of naringenin on aphid activities during individual phases of probing and feeding and the effect of structural modifications of naringenin on its activity towards aphids. We monitored the probing behavior of Myzus persicae (Sulz.) (Hemiptera: Aphididae) using the Electrical Penetration Graph (EPG) technique. The chemical modifications were the substitution of hydrogen atoms with methyl, ethyl or pentyl groups and the replacement of the carbonyl group in naringenin and its derivatives with an oxime moiety. Depending on the substituents, the activity of naringenin-derived compounds varied in potency and mode of action. Naringenin was an attractant of moderate activity, which enhanced sap ingestion. The naringenin derivative with two methyl groups-7,40-di-O-methylnaringenin-was a deterrent, which hindered aphid probing in non-phloem tissues. Naringenin oxime derivatives with methyl substituents-7,40-di-O-methylnaringenin oxime, 7-O-methylnaringenin oxime, and 5,7,40-tri-O-methylnaringenin oxime-and the derivative with a pentyl substituent-7-O-pentylnaringenin oxime-were strong attractants which stimulated aphid probing in non-phloem tissues and the ingestion of phloem sap.