ChemicalBook > CAS DataBase List > 2-Hydroxychalcone

2-Hydroxychalcone

Product Name
2-Hydroxychalcone
CAS No.
644-78-0
Chemical Name
2-Hydroxychalcone
Synonyms
o-Hydroxychalcone;2-HYDROXYCHALCONE;HYDROXYCHALCONE, 2-;2-Hydroxychalcone>SALICYLALACETOPHENONE;HYDROXYCHALCONE,2-(AS);TRANS-2-HYDROXYCHALCONE;2-Hydroxychalcone, 98+%;2-(2-HYDROXYBENZAL)ACETOPHENONE;2-Hydroxychalcone, 10 mM in DMSO
CBNumber
CB7100356
Molecular Formula
C15H12O2
Formula Weight
224.25
MOL File
644-78-0.mol
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2-Hydroxychalcone Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29147000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S218170
Product name
3-(2-HYDROXY-PHENYL)-1-PHENYL-PROPENONE
Purity
Aldrich<sup>CPR</sup>
Packaging
1 unit
Price
$30.7
Updated
2025/07/31
Sigma-Aldrich
Product number
S218170
Product name
3-(2-HYDROXY-PHENYL)-1-PHENYL-PROPENONE
Purity
AldrichCPR
Packaging
25MG
Price
$29.8
Updated
2024/03/01
TCI Chemical
Product number
H0234
Product name
2-Hydroxychalcone
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$60
Updated
2025/07/31
TCI Chemical
Product number
H0234
Product name
2-Hydroxychalcone
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$180
Updated
2025/07/31
TRC
Product number
H604870
Product name
2-Hydroxychalcone
Packaging
500mg
Price
$75
Updated
2021/12/16
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2-Hydroxychalcone Chemical Properties,Usage,Production

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.

Uses

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[1][2][3].

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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644-78-0, 2-HydroxychalconeRelated Search:

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

  • BENZYLIDENE-2-HYDROXYACETOPHENONE
  • (E)-3-(2-HYDROXYPHENYL)-1-PHENYLPROP-2-EN-1-ONE
  • HYDROXYCHALCONE, 2-
  • 2-HYDROXYBENZYLIDENE ACETOPHENONE
  • 2-(2-HYDROXYBENZAL)ACETOPHENONE
  • 2-(2-HYDROXYBENZYLIDENE)ACETOPHENONE
  • (2-Hydroxybenzylidene)acetophenone~3-(2-Hydroxyphenyl)-1-phenyl-2-propen-1-one
  • 2-Hydroxychalcone, 98+%
  • SALICYLALACETOPHENONE
  • TRANS-2-HYDROXYBENZYLIDENEACETOPHENONE
  • TRANS-2-HYDROXYCHALCONE
  • 3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one
  • o-Hydroxychalcone
  • α-(o-Hydroxybenzylidene)acetophenone
  • 2-(2-Hydroxybenzal)acetophenone 2-(2-Hydroxybenzylidene)acetophenone Salicylalacetophenone
  • 3-(2-hydroxyphenyl)-1-phenyl-2-propen-1-one
  • 2-HYDROXYCHALCONE(UNSPECIFIEDISOMER)
  • 2-Hydroxychalcone&gt
  • 2-Propen-1-one, 3-(2-hydroxyphenyl)-1-phenyl-
  • 2-HYDROXYCHALCONE
  • inhibit,Inhibitor,Apoptosis,Nuclear factor-κB,Nuclear factor-kappaB,NF-κB,TNBC,2 Hydroxychalcone,2-Hydroxychalcone,Bcl-2 Family,2Hydroxychalcone
  • HYDROXYCHALCONE,2-(AS)
  • 2-Hydroxychalcone, 10 mM in DMSO
  • 3-(2-HYDROXY-PHENYL)-1-PHENYL-PROPENONE
  • 644-78-0
  • 44224-53-3
  • Ketones
  • Organic Building Blocks
  • Carbonyl Compounds
  • C15 to C38
  • Building Blocks
  • Chalcones, etc. (Building Blocks for Liquid Crystals)
  • Flavonoids
  • Building Blocks for Liquid Crystals
  • Biochemistry
  • Building Blocks for Liquid Crystals
  • Chalcones, etc. (Building Blocks for Liquid Crystals)
  • Flavonoids
  • Functional Materials
  • Chalcones