127179-85-5

Basic information

• Product Name: (+)-2-(3-methoxyphenyl)chroman-4-one
• Synonyms: (+)-2-(3-methoxyphenyl)chroman-4-one
• CAS NO: 127179-85-5
• Molecular Weight: 254.285
• Mol File: 127179-85-5.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: (+)-2-(3-methoxyphenyl)chroman-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-2-(3-methoxyphenyl)chroman-4-one(127179-85-5)
• EPA Substance Registry System: (+)-2-(3-methoxyphenyl)chroman-4-one(127179-85-5)

Safety Data

• Hazardous Substances Data: 127179-85-5(Hazardous Substances Data)

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 591-31-1 3-methoxy-benzaldehyde 
• 34000-28-7 2'-hydroxy-3-methoxy-chalcone 
• 53906-83-5 3'-methoxyflavone 
• 108-95-2 phenol 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 10365-98-7 3-methoxyphenylboronic acid 
• 3055-86-5 3-phenoxypropionitrile 
• 491-38-3 1-benzopyran-4(4H)-one 
• 261785-30-2 3-(o-acetoxyphenyl)-1-(m-methoxyphenyl)prop-2-yn-ol 
• 179248-84-1 1-(3-methoxyphenyl)prop-2-yn-1-ol 
• 32865-61-5 2-iodophenyl acetate 
• 7146-86-3 3-methoxy-2'-hydroxychalcone 

Downstream Products

• 76666-32-5 3'-Methoxyflavonol 
• 75848-98-5 1-(2-hydroxyphenyl)-3-(3-methoxyphenyl)propan-1-ol 
• 7146-86-3 3-methoxy-2'-hydroxychalcone 
• 53906-83-5 3'-methoxyflavone 
• 153000-44-3 3-(3-methoxyphenyl)-4H-chromen-4-one 
• 73110-71-1 2-(3-methoxy-phenyl)-chroman 
• 140479-97-6 2-[3-(3-methoxyphenyl)propyl]phenol 
• 140480-01-9 2-{3-(3-Methoxy-phenyl)-3-[2-(3-methoxy-phenyl)-chroman-6-yl]-propyl}-phenol 

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.

Discovery of a Prenylated Flavonol Derivative as a Pin1 Inhibitor to Suppress Hepatocellular Carcinoma by Modulating MicroRNA Biogenesis

Peptidyl-prolyl cis-trans isomerase Pin1 plays a crucial role in the development of human cancers. Recently, we have disclosed that Pin1 regulates the biogenesis of miRNA, which is aberrantly expressed in HCC and promotes HCC progression, indicating the therapeutic role of Pin1 in HCC therapy. Here, 7-(benzyloxy)-3,5-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one (AF-39) was identified as a novel Pin1 inhibitor. Biochemical tests indicate that AF-39 potently inhibits Pin1 activity with an IC50 values of 1.008 μm, and also displays high selectivity for Pin1 among peptidyl prolyl isomerases. Furthermore, AF-39 significantly suppresses cell proliferation of HCC cells in a dose- and time-dependent manner. Mechanistically, AF-39 regulates the subcellular distribution of XPO5 and increases miRNAs biogenesis in HCC cells. This work provides a promising lead compound for HCC treatment, highlighting the therapeutic potential of miRNA-based therapy against human cancer.

A Borane-Catalyzed Metal-Free Hydrosilylation of Chromones and Flavones

A Piers-type hydrosilylation of chromones and flavones has been successfully realized for the first time using 0.1 mol % of borane catalyst generated in situ by hydroboration of pentafluorostyrene with HB(C 6 F 5) 2 to afford a variety of chromanones and flavanones in 60-99% yields. An attempt for the asymmetric transformation with chiral diyne and HB(C 6 F 5) 2 gave chromanones and flavanones in high yields with up to 32% ee.