23053-69-2

Basic information

• Product Name: 4,6,3',4'-tetramethoxyaurone
• Synonyms: 4,6,3',4'-tetramethoxyaurone
• CAS NO: 23053-69-2
• Molecular Weight: 342.348
• Mol File: 23053-69-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 4,6,3',4'-tetramethoxyaurone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6,3',4'-tetramethoxyaurone(23053-69-2)
• EPA Substance Registry System: 4,6,3',4'-tetramethoxyaurone(23053-69-2)

Safety Data

• Hazardous Substances Data: 23053-69-2(Hazardous Substances Data)

Upstream product

• 10496-67-0 3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one 
• 76650-20-9 1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 110865-03-7 2-chloro-1-(2,4,6-trihydroxyphenyl)ethan-1-one 
• 3260-49-9 4,6-dihydroxybenzofuran-3(2H)-one 
• 108-73-6 3,5-dihydroxyphenol 
• 1064710-43-5 3-(3',4'-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-yn-1-one 
• 1008105-86-9 (Z)-2-(3,4-dimethoxybenzylidene)-4,6-dimethoxy-2,3-dihydrobenzofuran-3-ol 
• 103040-51-3 2-chloro-1-(2-hydroxy-4,6-dimethoxyphenyl)ethanone 
• 54987-77-8 3.4.4'.6'-tetramethoxy-2'-acetoxy-trans-chalcone 
• 114021-60-2 2'-hydroxy-3,4,4',6'-tetramethoxychalcone 
• 7722-84-1 dihydrogen peroxide 
• 94757-83-2 2-(3,4-dimethoxy-benzyl)-2,4,6-trimethoxy-benzofuran-3-one 

Downstream Products

• 480-70-6 4,6,3',4'-tetrahydroxyaurone 
• 480-70-6 aureusidin 

Relevant articles and documents

Hydroxyaurone derivative as well as preparation method and application thereof

The invention relates to a hydroxyaurone derivative as well as a preparation method and application thereof. A monomeric compound aurone separated from Kunlun chrysanthemum in Xinjiang is used as a mother nucleus compound, hydroxyl is introduced into auro

Versatile and expeditious synthesis of aurones via AuI-catalyzed cyclization

(Chemical Equation Presented) Aurones are conveniently formed in a three-step procedure including a goldI-catalyzed cyclization of 2-(1-hydroxyprop-2-ynyl)phenols as a highly regio- and stereoselective key step. A wide diversity of derivatives can be obtained starting from substituted salicylaldehydes. Synthesis of natural 4,6,3′,4′-tetramethoxyaurone and structure revision of two natural products (dalmaisione D and 4′-chloroaurone) were achieved.

Synthesis and insect antifeedant activity of aurones against spodoptera litura larvae

A series of aurones were prepared from various phenols via phenoxy acetic acids and coumaranones and evaluated for insect antifeedant activity against the common cutworm (Spodoptera litura). The naturally occurring aurone was most active at an ED50 of 0.12 μmol/cm2. The synthetic precursor, coumaranones, showed that the introduction of methoxyl and methyl groups to the benzene ring increased insect antifeedant activity. Similarly, the tested aurones showed that the introduction of methoxyl group to the A and/or B rings increased the insect antifeedant activity, but 4,5,6- and 3 ,4 ,5 -trisubstituted compounds did not show this activity in this test. The hydroxylation of aurones in the B ring should be disadvantageous for insect antifeedant activity against S. litura. Although the melting points did not correlate well with the insect antifeedant activity, compounds that were nearly inactive had high melting points. A significant correlation was noted between biological activity (pED50) and a hydrogen-bonding parameter calculated from the Rf value obtained from SiOH thin-layer chromatography and a lipophilicity parameter (log k) calculated from the retention time in ODS high-performance liquid chromatography. The respective correlation coefficients (r) were -0.83 and -0.70. The introduction of alkoxy and alkyl groups along with adequate hydrogen bonding seems to contribute to the antifeedant activity of the compounds tested.