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2-Hydroxychalcone

CAS No.
644-78-0
Chemical Name:
2-Hydroxychalcone
Synonyms
2-HYDROXYCHALCONE;o-Hydroxychalcone;2-HYDROXYCHALCONE;HYDROXYCHALCONE, 2-;2-Hydroxychalcone>SALICYLALACETOPHENONE;2-Hydroxychalcone, 98+%;TRANS-2-HYDROXYCHALCONE;2-(2-HYDROXYBENZAL)ACETOPHENONE;2-HYDROXYBENZYLIDENE ACETOPHENONE
CBNumber:
CB7100356
Molecular Formula:
C15H12O2
Molecular Weight:
224.25
MDL Number:
MFCD00016449
MOL File:
644-78-0.mol
Last updated:2023-06-01 15:08:25

2-Hydroxychalcone 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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HS Code  29147000
NFPA 704
1
2 0

2-Hydroxychalcone price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S218170 3-(2-HYDROXY-PHENYL)-1-PHENYL-PROPENONE AldrichCPR 644-78-0 25MG $29.8 2024-03-01 Buy
TCI Chemical H0234 2-Hydroxychalcone >98.0%(GC)(T) 644-78-0 5g $54 2021-12-16 Buy
TCI Chemical H0234 2-Hydroxychalcone >98.0%(GC)(T) 644-78-0 25g $148 2021-12-16 Buy
Alfa Aesar A12851 2-Hydroxychalcone, 98+% 644-78-0 5g $34.65 2024-03-01 Buy
Alfa Aesar A12851 2-Hydroxychalcone, 98+% 644-78-0 25g $126.65 2024-03-01 Buy
Product number Packaging Price Buy
S218170 25MG $29.8 Buy
H0234 5g $54 Buy
H0234 25g $148 Buy
A12851 5g $34.65 Buy
A12851 25g $126.65 Buy

2-Hydroxychalcone Chemical Properties,Uses,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.

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

Global( 95)Suppliers
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Shanghai Zheyan Biotech Co., Ltd.
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GLR Innovations
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Aladdin Scientific
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(E)-3-(2-HYDROXYPHENYL)-1-PHENYLPROP-2-EN-1-ONE HYDROXYCHALCONE, 2- 2-HYDROXYCHALCONE 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) BENZYLIDENE-2-HYDROXYACETOPHENONE 2-Hydroxychalcone> 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 644-78-0 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