2-Hydroxychalcone Chemical Properties

Melting point:

144-150 °C(lit.)

Boiling point:

396.3±34.0 °C(Predicted)

Density 

1.191±0.06 g/cm3(Predicted)

pka

9.26±0.35(Predicted)

form 

powder

color 

Yellow

BRN 

2049134

CAS DataBase Reference

644-78-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29147000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Hydroxychalcone Usage And Synthesis

Description

2-hydroxychalcone, a natural flavonoid, is a potent antioxidant, inhibiting lipid peroxidation. It is also capable of inducing apoptosis by downregulating Bcl-2 levels and inhibiting the activation of NF-kB.

Synthesis

A synthesis of 2-Hydroxychalcone was conducted using acetophenone and o-hydroxybenzaldehyde as starting materials. The reaction was catalyzed by potassium hydroxide and ethanol was used as the solvent.

in vitro

2-Hydroxychalcone inhibits invasion of triple negative breast cancer cells.
2-hydroxychalcone inhibits the adhesion of peripheral neutrophils to the endothelial cell monolayers by inhibiting the expression of ICAM-1, VCAM-1, and E-selectin in a concentration-dependent manner.

References

[1]. Sun Young Kim, et al. 2-Hydroxychalcone and Xanthohumol Inhibit Invasion of Triple Negative Breast Cancer Cells. Chem Biol Interact. 2013 May 25;203(3):565-72. DOI:10.1016/j.cbi.2013.03.012
[2]. B Madan, et al. 2'-hydroxychalcone Inhibits Nuclear factor-kappaB and Blocks Tumor Necrosis Factor-Alpha- And Lipopolysaccharide-Induced Adhesion of Neutrophils to Human Umbilical Vein Endothelial Cells. Mol Pharmacol. 2000 Sep;58(3):526-34. DOI:10.1124/MOL.58.3.526
[3]. Sonochemical Synthesis of 2’-Hydroxy-Chalcone Derivatives with Potential Anti-Oomycete Activity doi: 10.3390/antibiotics9090576

2-Hydroxychalcone(644-78-0)Related Product Information

• HYDROXYCHALCONE, 4-,4-HYDROXYCHALCONE
• HYDROXYCHALCONE, 2-,TRANS-2-HYDROXYCHALCONE
• 2'-Hydroxychalcone
• DIMETHOXY-2'-HYDROXYCHALCONE, 2,3-,2,3-DIMETHOXY-2'-HYDROXYCHALCONE
• 4'-HYDROXYCHALCONE,HYDROXYCHALCONE, 4'-
• trans-Chalcone
• 4',6'-DIMETHOXY-2'-HYDROXYCHALCONE,DIMETHOXY-2'-HYDROXYCHALCONE, 4',6'-
• 5'-CHLORO-3,4-DIMETHOXY-2'-HYDROXYCHALCONE
• (E)-2'-hydroxychalcone
• 4',6'-DIMETHOXY-4-FLUORO-2'-HYDROXYCHALCONE
• 5'-BROMO-4-CHLORO-2'-HYDROXYCHALCONE
• 5'-BROMO-3,4-DIMETHOXY-2'-HYDROXYCHALCONE
• 4-BUTYL-4'-HYDROXYCHALCONE
• 4'-FLUORO-2-HYDROXYCHALCONE
• 4-CHLORO-5'-FLUORO-2'-HYDROXYCHALCONE
• 4-CHLORO-2'-HYDROXYCHALCONE
• 4-CHLORO-4',6'-DIMETHOXY-2'-HYDROXYCHALCONE
• 4',6'-DIMETHOXY-4-DIMETHYLAMINO-2'-HYDROXYCHALCONE