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ChemicalBook--->CAS DataBase List--->644-78-0

644-78-0

644-78-0 Structure

644-78-0 Structure
IdentificationMore
[Name]

2-HYDROXYCHALCONE
[CAS]

644-78-0
[Synonyms]

2-(2-HYDROXYBENZAL)ACETOPHENONE
2-(2-HYDROXYBENZYLIDENE)ACETOPHENONE
2-HYDROXYBENZYLIDENE ACETOPHENONE
2-HYDROXYCHALCONE
BENZYLIDENE-2-HYDROXYACETOPHENONE
(E)-3-(2-HYDROXYPHENYL)-1-PHENYLPROP-2-EN-1-ONE
HYDROXYCHALCONE, 2-
SALICYLALACETOPHENONE
TRANS-2-HYDROXYBENZYLIDENEACETOPHENONE
TRANS-2-HYDROXYCHALCONE
(2-Hydroxybenzylidene)acetophenone~3-(2-Hydroxyphenyl)-1-phenyl-2-propen-1-one
2-Hydroxychalcone, 98+%
3-(2-hydroxyphenyl)-1-phenyl-2-propen-1-one
2-HYDROXYCHALCONE(UNSPECIFIEDISOMER)
3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one
o-Hydroxychalcone
α-(o-Hydroxybenzylidene)acetophenone
[EINECS(EC#)]

211-422-1
[Molecular Formula]

C15H12O2
[MDL Number]

MFCD00016449
[Molecular Weight]

224.25
[MOL File]

644-78-0.mol
Chemical PropertiesBack Directory
[Melting point ]

144-150 °C(lit.)
[Boiling point ]

396.3±34.0 °C(Predicted)
[density ]

1.191±0.06 g/cm3(Predicted)
[form ]

powder
[pka]

9.26±0.35(Predicted)
[color ]

Yellow
[BRN ]

2049134
[CAS DataBase Reference]

644-78-0(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[HS Code ]

29147000
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Potassium hydroxide-->Salicylaldehyde-->Acetophenone
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

2-HYDROXYCHALCONE(644-78-0)MS
2-HYDROXYCHALCONE(644-78-0)IR1
2-HYDROXYCHALCONE(644-78-0)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-Hydroxychalcone, 98+%(644-78-0)
[TCI AMERICA]

2-Hydroxychalcone,>98.0%(GC)(T)(644-78-0)
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