51589-67-4

Basic information

• Product Name: 2-Propen-1-one, 1-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-(4-methoxyphenyl)-
• CAS NO: 51589-67-4
• Molecular Formula: C21H20O4
• Molecular Weight: 336.387
• Mol File: 51589-67-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 1-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 1-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-(4-methoxyphenyl)-(51589-67-4)
• EPA Substance Registry System: 2-Propen-1-one, 1-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-(4-methoxyphenyl)-(51589-67-4)

Safety Data

• Hazardous Substances Data: 51589-67-4(Hazardous Substances Data)

Upstream product

• 245759-83-5 2-methoxymethoxy-6',6'-dimethylpyrano[2',3':4,3]acetophenone 
• 24672-84-2 6-acetyl-5-hydroxy-2,2-dimethylchromene 
• 637-69-4 4-Methoxystyrene 
• 54287-99-9 5-hydroxy-2,2-dimethyl-2H-chromene-6-carbaldehyde 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 511530-03-3 1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 

Downstream Products

• 31273-64-0 3-(4-methoxyphenyl)-8,8-dimethyl-4-oxo-4H,8H-benzo[1,2-b:3,4-b']dipyran 
• 511530-03-3 1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one 

Relevant articles and documents

Synthesis and biological evaluation of pyranoisoflavone derivatives as anti-inflammatory agents

In this paper, barbigerone (1a) and its twenty-seven related structural analogues were synthesized via complementary synthetic routes and their anti-inflammatory effects on the expression of TNF-α in LPS-stimulated splenocytes were evaluated. Among these compounds, 1a, 1d, 1f and 1g were found to remarkably inhibit TNF-α production. Furthermore, 1g showed the most potent and dose-dependent manner inhibitory effect on TNF-α release, with better IC50 value (3.58 μM) than barbigerone (8.46 μM). Oral administration of 1g at 20 mg/kg/day for two weeks obviously demonstrated protective effect in adjuvant-induced arthritis models as evaluated by clinical score of paws, and histological examination of joint tissues from rats. Mechanism studies on mRNA and protein level suggested that 1g inhibited the TNF-α production via depressing TNF-α converting enzyme (TACE) mRNA expression. In conclusion, these data show 1g with potential therapeutic effects as an anti-inflammatory agent.

Rhodium(III)-catalyzed dehydrogenative Heck reaction of salicylaldehydes

Your CHOice! An efficient RhIII-catalyzed dehydrogenative Heck reaction (DHR) of salicylaldehydes with different classes of olefins extends the oxidative Heck reaction to aldehyde C-H bonds. Several structural motifs similar to natural products and bioactive molecules such as aurones, flavones, 2'-hydroxychalcones, and flavanones could be efficiently produced. Initial mechanistic studies give insight into the reaction mechanism. Copyright

Isolation and synthesis of chalcones with different degrees of saturation

Crotaoprostrin, a chalcone not yet known as a plant constituent, was isolated from the aerial parts of the Indian medicinal plant Crotalaria prostrata. The structures of the chalcone polyarvin and the partially hydrogenated naturally occurring derivatives