42220-77-9

Basic information

• Product Name: 2'-HYDROXY-2-METHOXYCHALCONE
• Synonyms: 1-(2-HYDROXYPHENYL)-3-(2-METHOXYPHENYL)PROP-2-EN-1-ONE;2'-HYDROXY-2-METHOXYCHALCONE;2-Propen-1-one, 1-(2-hydroxyphenyl)-3-(2-methoxyphenyl)-
• CAS NO: 42220-77-9
• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28
• Product Categories: Chalcones
• Mol File: 42220-77-9.mol
• Article Data: 46

Chemical Properties

• Melting Point: 112-113°C
• Boiling Point: 430.6°C at 760 mmHg
• Flash Point: 161.1°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 5.09E-08mmHg at 25°C
• Refractive Index: 1.631
• PKA: 7.71±0.30(Predicted)
• CAS DataBase Reference: 2'-HYDROXY-2-METHOXYCHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-HYDROXY-2-METHOXYCHALCONE(42220-77-9)
• EPA Substance Registry System: 2'-HYDROXY-2-METHOXYCHALCONE(42220-77-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 42220-77-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H14O3/c1-19-16-9-5-2-6-12(16)10-11-15(18)13-7-3-4-8-14(13)17/h2-11,17H,1H3/b11-10+

Upstream product

• 579-74-8 2-Methoxyacetophenone 
• 90-02-8 salicylaldehyde 
• 98-86-2 acetophenone 
• 135-02-4 ortho-anisaldehyde 
• 118-93-4 o-hydroxyacetophenone 
• 1776-12-1 1-(2-methoxyphenyl)prop-2-yn-1-ol 
• 32865-61-5 2-iodophenyl acetate 
• 261785-31-3 3-(o-acetoxyphenyl)-1-(o-methoxyphenyl)prop-2-yn-ol 
• 67-64-1 acetone 

Downstream Products

• 400031-73-4 2-amino-6-(2-hydroxy-phenyl)-4-(2-methoxy-phenyl)-nicotinamide 
• 400031-91-6 7-(2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-5-(2-methoxy-phenyl)-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one 
• 610277-64-0 2-(5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)phenol 
• 97871-86-8 (Z)-2-(2-methoxybenzylidene)benzofuran-3(2H)-one 
• 1413849-90-7 C₁₆H₁₆O₃ 
• 88215-09-2 2-(2-methoxyphenyl)-2H-chromene 
• 1352131-32-8 C₁₇H₁₄N₂O₃ 
• 1352131-31-7 4-(2-hydroxyphenyl)-6-(2-methoxyphenyl)pyrimidine-2(1H)-thione 
• 63400-76-0 (2Z) 2-(1-(2-methoxyphenyl)methylene)benzofuran-3(2H)-one 

Relevant articles and documents

The modulating effect of methoxy-derivatives of 2’-hydroxychalcones on the release of IL-8, MIF, VCAM-1 and ICAM-1 by colon cancer cells

Colon cancer is one of the leading causes of death in the world. The search for effective and minimally invasive methods of treating colon cancer is the aim of modern medicine. Chalcones and their derivatives have shown an anticancer activity. The aim of

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.

Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents

We designed a series of substituted flavones and aurones as non-competitive H1N1 neuraminidase (NA) inhibitors and anti-influenza agents. The molecular docking studies showed that the designed flavones and aurones occupied 150-cavity and 430-cavity of H1N1-NA. We then synthesized these compounds and evaluated these for cytotoxicity, reduction in H1N1 virus yield, H1N1-NA inhibition and kinetics of inhibition. The virus yield reduction assay and H1N1-NA inhibition assay demonstrated that the compound 1f (4-methoxyflavone) had the lowest EC50 of 9.36 nM and IC50 of 8.74 μM respectively. Moreover, kinetic studies illustrated that compounds 1f and 2f had non-competitive inhibition mechanism.