105285-09-4

Basic information

• Product Name: (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• Synonyms: (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• CAS NO: 105285-09-4
• Molecular Weight: 284.312
• Mol File: 105285-09-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one(105285-09-4)
• EPA Substance Registry System: (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one(105285-09-4)

Safety Data

• Hazardous Substances Data: 105285-09-4(Hazardous Substances Data)

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 699-83-2 2,6-dihydroxylacetophenone 
• 105285-08-3 2',6',4-trihydroxychalcone 
• 77-78-1 dimethyl sulfate 
• 703-23-1 2'-hydroxy-6'-methoxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 105285-13-0 2,3-dihydro-5-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 101946-91-2 (2R^*,3R^*)-5,4'-dimethoxyflavanonol 
• 29219-06-5 3-hydroxy-5-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 86788-62-7 (Z)-4-methoxy-2-(4-methoxybenzylidene)benzofuran-3(2H)-one 
• 7736-81-4 3,5-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 3147-64-6 2-hydroxy-6-methoxybenzoic acid 
• 7169-35-9 4-methoxybenzofuran-3(2H)-one 
• 1233713-61-5 4,5-dimethoxyflav-3-ene 
• 50879-51-1 (2RS,3SR)-1-(2-acetoxy-6-methoxy-phenyl)-2,3-dibromo-3-(4-methoxy-phenyl)-propan-1-one 
• 6665-72-1 4'-Methoxy-5-hydroxyflavone 
• 6697-63-8 5,4'-Dimethoxyflavone 
• 145629-35-2 (E)-3-phenyl-1-(2, 4, 6-trimethoxyphenyl)prop-2-en-1-one 
• 101571-10-2 (2RS,3SR)-2,3-dibromo-1-(2-hydroxy-6-methoxy-phenyl)-3-(4-methoxy-phenyl)-propan-1-one 

Relevant articles and documents

Synthesis of Flavonols via Pyrrolidine Catalysis: Origins of the Selectivity for Flavonol versus Aurone

A novel synthetic method for flavonol from 2′-hydroxyl acetophenone and benzaldehyde promoted by pyrrolidine under an aerobic condition in water is established. This protocol was supported by efficient synthesis of 44 common examples and three natural products. The α, β-unsaturated iminium ion (enimine ion E) was proved to be the key intermediate in the reaction. H218O and 18O2 isotope tracking experiments demonstrated that both water and the aerobic atmosphere were necessary to ensure the transformation. The selectivity for flavonol or aurone was originated from solvent-triggered intermediates, which were determined by UV-visible spectra from isolated enimine. The phenol-iminium E-A is dominant in water and the ketoenamine intermediate E-B is prevalent in acetonitrile. In the presence of pyrrolidine and oxygen, E-A leads to flavonol through E-I, a zwitterionic-like phenoloxyl-iminium ion, following the key steps of cyclization and a [2 + 2] oxidation; E-B proceeds through path II, a radical process induced by photolysis of E-B with both pyrrolidine and oxygen, to afford aurone. Preliminary mechanistic studies are reported.

A novel chalcone derivative and composition for anticancer comprising the same

The present invention relates to a novel chalcone derivative and an anticancer composition including the chalcone derivative. In the present invention, provided are an anticancer drug for treating ovarian cancer cells and another anticancer drug for treating ovarian cancer cells having resistance to cisplatin. For this, in the present invention, provided is a compound denoted by chemical formula 1 in which R^1 is H or OCH_3, R^2 is OCH_3 or H, R^3 is OCH_3, R^4 is H, R^5 is OCH_3, R^6 is H and R^7 is OCH_3.

1H and 13C NMR spectral assignments of 2′-hydroxychalcones

Chalcones are of interest to medicinal chemists because their structures can be easily modified with various functional groups. The syntheses and biological activities of chalcones from natural sources are well known. In this study, 24 2′-hydroxychalcones bearing methoxy substituents were synthesized, among which five are new. The NMR data for all synthesized chalcones are described for the first time. The complete assignments of the 1H and 13C NMR data can be used for the identification of newly discovered and widely isolated, synthesized chalcones. Copyright