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HomeProduct name list2-Hydroxychalcone

2-Hydroxychalcone

  • CAS NO.:644-78-0
  • Empirical Formula: C15H12O2
  • Molecular Weight: 224.25
  • MDL number: MFCD00016449
  • EINECS: 211-422-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 08:26:49
2-Hydroxychalcone Structural

What is 2-Hydroxychalcone?

Description

2-hydroxychalcone, a natural flavonoid, is a potent antioxidant, inhibiting lipid peroxidation. 2-Hydroxychalcone induces apoptosis by Bcl-2 downregulation. 2-Hydroxychalcone inhibits 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

Properties of 2-Hydroxychalcone

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)
color  Yellow
BRN  2049134
CAS DataBase Reference 644-78-0(CAS DataBase Reference)

Safety information for 2-Hydroxychalcone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 2-Hydroxychalcone

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