25163-67-1

Basic information

• Product Name: 2-Propen-1-one, 3-(4-methoxyphenyl)-1-(2,4,6-trimethoxyphenyl)-
• CAS NO: 25163-67-1
• Molecular Formula: C19H20O5
• Molecular Weight: 328.365
• Mol File: 25163-67-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 3-(4-methoxyphenyl)-1-(2,4,6-trimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 3-(4-methoxyphenyl)-1-(2,4,6-trimethoxyphenyl)-(25163-67-1)
• EPA Substance Registry System: 2-Propen-1-one, 3-(4-methoxyphenyl)-1-(2,4,6-trimethoxyphenyl)-(25163-67-1)

Safety Data

• Hazardous Substances Data: 25163-67-1(Hazardous Substances Data)

Upstream product

• 749256-67-5 (±)-5,4'-diacetoxy-7-methoxyflavan-4-one 
• 77-78-1 dimethyl sulfate 
• 621-23-8 1,2,3-trimethoxybenzene 
• 42996-84-9 p-methoxycinnamoyl chloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 

Downstream Products

• 42924-20-9 1-(4-methoxy-phenyl)-3-(2,4,6-trimethoxy-phenyl)-propan-1-one 

Relevant articles and documents

Enantioselective Ring Opening of meso-Epoxides with Silicon Tetrachloride Catalyzed by Pyridine N-Oxides Fused with the Bicyclo[3.3.1]nonane Framework

The synthesis of new chiral Lewis basic organocatalysts that contain pyridine N-oxide moieties fused with the bicyclo[3.3.1]nonane framework is reported. The obtained pyridine N-oxides were employed as catalysts in the enantioselective ring opening of meso-epoxides with silicon tetrachloride. Derivative 1b endowed with two 2,4-diaryl-substituted pyridine N-oxide moieties proved to be a particularly effective catalyst for desymmetrization of norbornene oxide 16i to furnish Wagner-Meerwein rearrangement product 20i in unprecedented 96 % ee. Difunctional congener 3, which is striped of the 4-aryl substituents, exhibited moderate to high levels of asymmetric induction (47-88 % ee) with alicyclic epoxide substrates. Chiral Lewis basic catalysts with pyridine N-oxide moieties fused with a bicyclo[3.3.1]nonane framework were used in the enantioselective ring opening of meso-epoxides. 2,4-Diaryl-substituted N-oxide exhibited excellent asymmetric induction with norbornene oxide (96 % ee), whereas less-substituted congener was most effective with alicyclic epoxide substrates (47-88 % ee).

2'-Substituted chalcone derivatives as inhibitors of interleukin-1 biosynthesis

A series of 2'-substituted chalcone derivatives has been found to show potent inhibition of the production of IL-1β from human peripheral blood monocytes stimulated with lipopolysaccharide (LPS), with IC50 values in the 0.2-5.0-μM range. Some members of the series have also shown inhibition of septic shock induced in mice by injection of LPS, although with low potency. Qualitative structure-activity relationships have shown that the enone is required for activity, which may be mediated by conjugate addition of a biological nucleophile to the chalcone. Electron-poor aromatic rings β to the ketone give enhanced potency. Although electronic effects in the other ring (directly attached to the ketone) are minimal, this ring must possess an ortho substituent for good activity without cytotoxicity, suggesting a degree of selectivity which would not be expected for simple, nonspecific alkylating agents.