6051-86-1

Basic information

• Product Name: ALPHA-NAPHTHOFLAVANONE
• Synonyms: ALPHA-NAPHTHOFLAVANONE
• CAS NO: 6051-86-1
• Molecular Formula: C₁₉H₁₄O₂
• Molecular Weight: 274.31
• Product Categories: Flavanones
• Mol File: 6051-86-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly)
• CAS DataBase Reference: ALPHA-NAPHTHOFLAVANONE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-NAPHTHOFLAVANONE(6051-86-1)
• EPA Substance Registry System: ALPHA-NAPHTHOFLAVANONE(6051-86-1)

Safety Data

• Hazardous Substances Data: 6051-86-1(Hazardous Substances Data)

Upstream product

• 711-79-5 1-hydroxy-2-acetonaphthone 
• 100-52-7 benzaldehyde 
• 93-08-3 methyl 2-naphthyl ketone 
• 3262-89-3 triphenylboroxine 
• 3528-23-2 4H-benzo[h]chromen-4-one 
• 125574-15-4 (E)-1-(1-hydroxynaphthalen-2-yl)-3-phenylprop-2-en-1-one 
• 129986-83-0 (E)-1-(1-Methoxymethoxy-naphthalen-2-yl)-3-phenyl-prop-2-en-1-ol 
• 7382-37-8 1-(methoxymethyloxy)naphthalene 
• 90-15-3 α-naphthol 
• 14371-10-9 (E)-3-phenylpropenal 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 125574-15-4 1-hydroxy-2-naphthyl styryl ketone 
• 748812-27-3 (E)-naphthalen-1-ylcinnamate 

Downstream Products

• 129457-14-3 nickel(II){3-(1-hydroxy-2-naphthyl)-5-(phenyl)pyrazoline}2 
• 129457-16-5 nickel(II){3-(1-hydroxy-2-naphthyl)-5-(phenyl)pyrazoline}2 * 2pyridine 
• 129457-24-5 zinc(II){3-(1-hydroxy-2-naphthyl)-5-(phenyl)pyrazoline}2 
• 129457-30-3 copper(II){3-(1-hydroxy-2-naphthyl)-5-(phenyl)pyrazoline}2 
• 129457-25-6 nickel(II){3-(1-hydroxy-2-naphthyl)-5-(phenyl)}2 dihydrate 
• 129457-19-8 cobalt(II){3-(1-hydroxy-2-naphthyl)-5-(phenyl)pyrazoline}2 dihydrate 
• 604-59-1 α-naphtoflavone 
• 71601-19-9 3-phenyl-4H-benzo[h]chromen-4-one 
• 125574-15-4 (E)-1-(1-hydroxynaphthalen-2-yl)-3-phenylprop-2-en-1-one 

Relevant articles and documents

Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

Rhodium/chiral diene-catalyzed asymmetric 1,4-addition of arylboronic acids to chromones: A highly enantioselective pathway for accessing chiral flavanones

Chromone has been noted to be one of the most challenging substrates in the asymmetric 1,4-addi-tion of α,β-unsaturated carbonyl compounds. By employing the rhodium complex associated with a chiral diene ligand, (R,R)-Ph-bod, the 1,4-addition of a variety of aryl-boronic acids was realized to give high yields of the corresponding flavanones with excellent enantioselectivities (≥97% ee, 99% ee for most substrates). Ring-opening side products, which would lead to erosion of product enantioselectivity, were not observed under the stated reaction conditions.

Lead optimization of 4-imidazolylflavans: New promising aromatase inhibitors

Our previous studies have shown that several 7-substituted-4- imidazolylflavans are potent inhibitors of aromatase. These compounds were designed considering the anti-aromatase effect of some natural flavonoids and the importance of an azole ring for synthetic inhibitors such as letrozole or anastrozole towards binding to the heme iron of aromatase. In this study, we report the optimization of these lead compounds by the modulation of flavan A ring. The resulting 7,8-benzo-4-imidazolylflavans were tested in order to assess their ability to inhibit aromatase. Biological data concerning enantiomers obtained from the chiral separation of the racemate compound 4-imidazolyl-7-methoxyflavan are also presented.