40649-77-2

Basic information

• Product Name: 2-Propen-1-one, 1-(2-hydroxy-1-naphthalenyl)-3-phenyl-
• CAS NO: 40649-77-2
• Molecular Formula: C19H14O2
• Molecular Weight: 274.319
• Mol File: 40649-77-2.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 1-(2-hydroxy-1-naphthalenyl)-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 1-(2-hydroxy-1-naphthalenyl)-3-phenyl-(40649-77-2)
• EPA Substance Registry System: 2-Propen-1-one, 1-(2-hydroxy-1-naphthalenyl)-3-phenyl-(40649-77-2)

Safety Data

• Hazardous Substances Data: 40649-77-2(Hazardous Substances Data)

Upstream product

• 574-19-6 1-(2-hydroxy-1-naphthyl)ethan-1-one 
• 100-52-7 benzaldehyde 
• 2860-03-9 3-phenyl-2,3-dihydro-1H-benzo[f]chromen-1-one 
• 140-10-3 (E)-3-phenylacrylic acid 
• 135-19-3 β-naphthol 
• 93-04-9 2-Methoxynaphthalene 
• 102-92-1 Cinnamoyl chloride 
• 621-82-9 Cinnamic acid 
• 76339-56-5 2-naphthylcinnamate 
• 60983-66-6 2'-difluoroboroxy-5',6'-benzochalcone 

Downstream Products

• 1413433-51-8 C₁₉H₁₄O₂ 
• 2860-03-9 3-phenyl-2,3-dihydro-1H-benzo[f]chromen-1-one 
• 960505-59-3 (E)-1-(3-phenylprop-2-enoyl)naphthalen-2-yl nonafluorobutanesulfonate 
• 1456866-23-1 2-methoxy-3-phenyl-1H-benzo[f]chromen-1-one 
• 1195566-85-8 2-hydroxy-3-phenyl-1H-benzo[f]chromen-1-one 
• 6051-87-2 3-phenyl-1H-naphtho[2,1-b]pyran-1-one 
• 152598-54-4 Co(OC₁₀H₆C₃H₄N₂C₆H₅)2(C₅H₅N)2 
• 152579-16-3 Ni(OC₁₀H₆C₃H₄N₂C₆H₅)2(C₅H₅N)2 
• 152579-10-7 Cu(OC₁₀H₆C₃H₄N₂C₆H₅)2 
• 152579-19-6 Co(OC₁₀H₆C₃H₄N₂C₆H₅)2(H₂O)2 
• 152598-57-7 Zn(OC₁₀H₆C₃H₄N₂C₆H₅)2 
• 166761-74-6 3-(2-hydroxy-1-naphthyl)-5-(phenyl)-2-isoxazoline 

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.

A new solid acid catalyst FeCl3/bentonite for aldol condensation under solvent-free condition

For the first time, a new solid acid catalyst has been used for the synthesis of aryl chalcones under solvent free conditions. A simple method (solid dispersion method) has been adopted for the synthesis of FeCl3/bentonite. The prepared catalyst has been characterized by different characterization techniques. A series of E-1-(substituted phenyl)-3-(1-pyrenyl)-2-propen-1-ones have been synthesized using FeCl3/bentonite under microwave-assisted solvent-free conditions. The yields are in the range from 80 to 88%. All the synthesized chalcones have been characterized by their physical constants, analytical, IR, 1H and 13C NMR spectral data. This catalyst can be reused for further runs (after fifth cycle) without decrease in activity. This catalyst gives excellent yields and is inexpensive and easily recyclable for this reaction.

Investigation of chalcones and benzochalcones as inhibitors of breast cancer resistance protein

Breast cancer resistance protein (BCRP/ABCG2) belongs to the ATP binding cassette family of transport proteins. BCRP has been found to confer multidrug resistance in cancer cells. A strategy to overcome resistance due to BCRP overexpression is the investigation of potent and specific BCRP inhibitors. The aim of the current study was to investigate different multi-substituted chalcones for their BCRP inhibition. We synthesized chalcones and benzochalcones with different substituents (viz. OH, OCH3, Cl) on ring A and B of the chalcone structure. All synthesized compounds were tested by Hoechst 33342 accumulation assay to determine inhibitory activity in MCF-7 MX and MDCK cells expressing BCRP. The compounds were also screened for their P-glycoprotein (P-gp) and Multidrug resistance-associated protein 1 (MRP1) inhibitory activity in the calcein AM accumulation assay and were found to be selective towards inhibition of BCRP. Substituents at position 2′ and 4′ on chalcone ring A were found to be essential for activity; additionally there was a great influence of substituents on ring B. Presence of 3,4-dimethoxy substitution on ring B was found to be optimal, while presence of 2- and 4-chloro substitution also showed a positive effect on BCRP inhibition.