67858-32-6

Basic information

• Product Name: 1,3-Propanedione, 1-(2-hydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)-
• CAS NO: 67858-32-6
• Molecular Formula: C18H18O6
• Molecular Weight: 330.337
• Mol File: 67858-32-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,3-Propanedione, 1-(2-hydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Propanedione, 1-(2-hydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)-(67858-32-6)
• EPA Substance Registry System: 1,3-Propanedione, 1-(2-hydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)-(67858-32-6)

Safety Data

• Hazardous Substances Data: 67858-32-6(Hazardous Substances Data)

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 119-36-8 methyl salicylate 
• 69404-96-2 methyl-2-<(tert-butyldimethylsilyl)oxy>benzoate 
• 1136-86-3 methyl (3,4,5-trimethoxyphenyl) ketone 
• 533-58-4 2-Iodophenol 
• 155721-23-6 5-(2-hydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole 
• 136003-89-9 1-[2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(3,4,5-trimethoxy-phenyl)-propane-1,3-dione 

Downstream Products

• 116750-37-9 {5-[4-Oxo-3-(3,4,5-trimethoxy-benzoyl)-4H-chromen-2-yl]-furan-2-ylsulfanyl}-acetic acid 
• 116750-26-6 5-[4-Oxo-3-(3,4,5-trimethoxy-benzoyl)-4H-chromen-2-yl]-furan-2-carboxylic acid 
• 116750-23-3 2-(5-Hydroxymethyl-furan-2-yl)-3-(3,4,5-trimethoxy-benzoyl)-chromen-4-one 
• 116750-27-7 2-(5-Bromomethyl-furan-2-yl)-3-(3,4,5-trimethoxy-benzoyl)-chromen-4-one 
• 116750-28-8 5-[4-Oxo-3-(3,4,5-trimethoxy-benzoyl)-4H-chromen-2-yl]-furan-2-carbaldehyde 
• 27472-32-8 2-Furan-2-yl-3-(3,4,5-trimethoxy-benzoyl)-chromen-4-one 
• 116750-13-1 Furan-2,5-dicarboxylic acid mono-{2-[3-oxo-3-(3,4,5-trimethoxy-phenyl)-propionyl]-phenyl} ester 
• 116750-10-8 5-Hydroxymethyl-furan-2-carboxylic acid 2-[3-oxo-3-(3,4,5-trimethoxy-phenyl)-propionyl]-phenyl ester 
• 116750-09-5 Furan-2-carboxylic acid 2-[3-oxo-3-(3,4,5-trimethoxy-phenyl)-propionyl]-phenyl ester 
• 67858-30-4 2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 

Relevant articles and documents

Design, synthesis and biological evaluation of 2-Phenyl-4H-chromen-4-one derivatives as polyfunctional compounds against Alzheimer’s disease

Polyfunctional compounds comprise a novel class of therapeutic agents for the treatment of multi-factorial diseases. A series of 2-Phenyl-4H-chromen-4-one and its derivatives (5a–n) were designed, synthesized, and evaluated for their poly-functionality against acetylcholinestrase (AChE) and advanced glycation end products (AGEs) formation inhibitors against Alzheimer’s disease (AD). The screening results showed that most of them exhibited a significant ability to inhibit AChE AGEs formation with additional radical scavenging activity. Especially, 5m, 5b, and 5j displayed the greatest ability to inhibit AChE (IC50 = 8.0, 8.2, and 11.8 nM, respectively) and AGEs formation (IC50 = 55, 79, and 54 μM, respectively) with good antioxidant activity. Molecular docking studies explored the detailed interaction pattern with active, peripheral, and mid-gorge sites of AChE. These compounds, exhibiting such multiple pharmacological activities, can be further taken a lead for the development of potent drugs for the treatment of Alzheimer’s disease.

Synthesis of Flavones via Application of the Nitrile Oxide and the Stille Reactions

Hydroxylated and methoxylated benzaldehyde oximes have been chlorinated, dehydrohalogenated and cycloadded to tributylstannylacetylene to give 3-aryl-5-tributylstannylisoxazoles in good to excellent yields.The palladium-catalyzed coupling reaction, the so-called Stille reaction, of hindered and electron-rich 2-iodophenols and a 2-iodo-1,4-benzoquinone with 3-aryl-5-tributylstannyl-isoxazoles gave 3-aryl-5-(2-hydroxyaryl)isoxazoles in moderate to excellent yields.The coupling reaction was studied under various conditions and with various Pd(II) and Pd(0) complexes.Reduction of the 3,5-diarylisoxazoles with H2/Raney-Ni, hydrolysis and acid-catalyzed cyclisation gave flavones.The synthesis of 2-iodo-3,5-dimethoxy-1,4-benzoquinone is described.

PHOTOACTIVABLE FLUOROPHORENES. 2. SYNTHESIS AND PHOTOACTIVATION OF FUNCTIONALIZED 3-AROYL-2-(2-FURYL)-CHROMONES

The synthesis and photochemistry of functionalized 3-aroyl-2-(2-furyl)-chromones 1 which are photoactivable fluorophores are described.Irradiation converts the non-fluorescent furyl chromones to highly fluorescent 1-arylfuro chromones 3.Functionality has been incorporated to permit covalent attachment, impart aqueous solubility and to maximize the fluorescence of the ultimate 1-arylfurochromone fluorophore.An efficient synthetic pathway to the furyl chromones via an intramolecular Dieckman cyclization also is described.