40524-67-2

Basic information

• Product Name: 2'-Hydroxy-6'-methoxychalcone
• CAS NO: 40524-67-2
• Molecular Weight: 254.285
• Mol File: 40524-67-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2'-Hydroxy-6'-methoxychalcone(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-Hydroxy-6'-methoxychalcone(40524-67-2)
• EPA Substance Registry System: 2'-Hydroxy-6'-methoxychalcone(40524-67-2)

Safety Data

• Hazardous Substances Data: 40524-67-2(Hazardous Substances Data)

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 55947-36-9 5-methoxyflavanone 
• 703-23-1 2'-hydroxy-6'-methoxyacetophenone 
• 100-52-7 benzaldehyde 
• 699-83-2 2,6-dihydroxylacetophenone 

Downstream Products

• 22701-17-3 5-hydroxyflavanone 
• 55947-36-9 5-methoxyflavanone 
• 6665-81-2 3-Hydroxy-5-methoxyflavone 
• 42079-78-7 5-methoxyflavone 
• 53847-87-3 5-methoxyisoflavone 
• 135746-22-4 4-methoxyaurone 
• 57060-62-5 (Z)-2-benzylidene-4-methoxybenzofuran-3(2H)-one 
• 491-78-1 5-Hydroxyflavone 
• 6665-69-6 3,5-dihydroxy-2-phenyl-4H-chromen-4-one 
• 93327-97-0 5-acetoxyflavone 
• 3147-64-6 2-hydroxy-6-methoxybenzoic acid 
• 123-11-5 4-methoxy-benzaldehyde 

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.

The synthesis and synergistic antifungal effects of chalcones against drug resistant Candida albicans

To identify effective and low toxicity synergistic antifungal compounds, 24 derivatives of chalcone were synthesized to restore the effectiveness of fluconazole against fluconazole-resistant Candida albicans. The minimal inhibitory concentration (MIC80) and the fractional inhibitory concentration index (FICI) of the antifungal synergist fluconazole were measured against fluconazole-resistant Candida albicans. This was done via methods established by the clinical and laboratory standards institute (CLSI). Of the synthesized compounds, 2′-hydroxy-4′-methoxychalcone (8) exhibited the most potent in vitro (FICI = 0.007) effects. The structure activity relationship of the compounds are then discussed.

In vitro inhibitory properties of ferrocene-substituted chalcones and aurones on bacterial and human cell cultures

Two series of ten chalcones and ten aurones, where ferrocene replaces the C ring and with diverse substituents on the A ring were synthesized. The compounds were tested against two antibiotic-sensitive bacterial strains, E. coli ATCC 25922 and S. aureus ATCC 25923, and two antibiotic-resistant strains, S. aureus SA-1199B and S. epidermidis IPF896. The unsubstituted compound and those with methoxy substitution showed an inhibitory effect on all bacterial strains at minimum inhibitory concentrations ranging between 2 and 32 mg L -1. For four of these compounds, the effect was bactericidal, as opposed to bacteriostatic. The corresponding organic aurones did not show growth inhibition, underscoring the role of the ferrocene group. The methoxy-substituted aurones and the unsubstituted aurone also showed low micromolar (IC50) activity against MRC-5 non-tumoral lung cells and MDA-MB-231 breast cancer cells, suggesting non-specific toxicity.