ChemicalBook > CAS DataBase List > 4'-HYDROXYCHALCONE

4'-HYDROXYCHALCONE

Product Name: 4'-HYDROXYCHALCONE
CAS No.: 2657-25-2
Chemical Name: 4'-HYDROXYCHALCONE
Synonyms: 4'-Hydroxychalcone;HYDROXYCHALCONE, 4'-;4'-Hydroxychalcone98%;4'-Hydroxychalcone>4'-Hydroxychalcone 98%;4'-Hydroxychalcone,97%;4’-Hydroxychalcone-97%;HYDROXYCHALCONE, 4-(RG);4'-Hydroxychalcone, ≥ 95.0%;2-BENZAL-4'-HYDROXYACETOPHENONE
CBNumber: CB1342383
Molecular Formula: C15H12O2
Formula Weight: 224.25
MOL File: 2657-25-2.mol

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4'-HYDROXYCHALCONE Property

Melting point:: 174-178 °C
Boiling point:: 419.6±45.0 °C(Predicted)
Density: 1.191±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2) (1:4): 0.2 mg/ml
form: powder to crystal
pka: 7.72±0.15(Predicted)
color: Light orange to Yellow to Green
BRN: 2049150
InChI: InChI=1S/C15H12O2/c16-14-9-7-13(8-10-14)15(17)11-6-12-4-2-1-3-5-12/h1-11,16H
InChIKey: UAHGNXFYLAJDIN-IZZDOVSWSA-N
SMILES: C(C1=CC=C(O)C=C1)(=O)C=CC1=CC=CC=C1
LogP: 3.650 (est)
CAS DataBase Reference: 2657-25-2(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 37/39-26-37
HS Code: 29145090

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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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: CDS003892
Product name: 4′-hydroxychalcone
Purity: Aldrich<SUP>CPR</SUP>
Packaging: 250 mg
Price: $87.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: CDS003892
Product name: 4′-hydroxychalcone
Purity: AldrichCPR
Packaging: 250MG
Price: $84.9
Updated: 2024/03/01

TCI Chemical

Product number: H0945
Product name: 4'-Hydroxychalcone
Purity: >95.0%(GC)
Packaging: 5g
Price: $22
Updated: 2025/07/31

Cayman Chemical

Product number: 22898
Product name: 4'-hydroxy Chalcone
Purity: ≥98%
Packaging: 5g
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 22898
Product name: 4'-hydroxy Chalcone
Purity: ≥98%
Packaging: 10g
Price: $78
Updated: 2024/03/01

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4'-HYDROXYCHALCONE Chemical Properties,Usage,Production

Description

4''-hydroxy Chalcone is a chalcone metabolite with diverse biological activities. It is formed when chalcone is metabolized by the cytochrome (CYP) P450 isoform CYP1A1 or CYP2C6. 4''-hydroxy Chalcone is estrogenic in MCF-7 cells and is cytotoxic at concentrations higher than 100 nM. It inhibits TNF-α-induced NF-κB signaling and the trypsin-, chymotrypsin-, and caspase-like proteolytic activities of the 26S proteasome in K562 cells in a dose-dependent manner. 4''-hydroxy Chalcone reduces growth of K562, U937, and Jurkat cancer cell lines in a dose-dependent manner without effecting viability of peripheral blood mononuclear cells (PBMCs). It also inhibits glutathione reductase (GSH-RD; IC₅₀ = 47.3 μM) in vitro in a reversible and non-competitive manner.

Chemical Properties

yellow-cream powder

Uses

antineoplastic,

Uses

4''-Hydroxychalcone is a chalone derivative that exhibits moderate to good antiviral activity against tobacco mosaic virus (TMV).

Definition

ChEBI: A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 4'.

Synthesis

100-52-7

99-93-4

2657-25-2

To the reaction vials were added p-hydroxyacetophenone (1 mmol) and benzaldehyde (2 mmol in Table 2; 1 mmol in Table 3), as well as the Mo10V2/SiO2 catalyst (loading of 40 wt%, of which Mo10V2 accounted for 19-32.5 wt%, and ICP analysis showed that the Mo content was slightly lower than stoichiometrically expected at the time of preparation, specifically 0.06 g, or (0.010 mol/mol Mo10V2 relative to the substrate ketone). The mixture was stirred and reacted at 50 °C for an appropriate time. The reaction process was monitored by thin layer chromatography (TLC) using hexane/ethyl acetate (10:4, v/v) as eluent. After completion of the reaction, ether (2 × 10 mL) was added to the reaction mixture and the catalyst was isolated by filtration. The catalyst was washed and dried for reuse. The filtrate was concentrated under reduced pressure to remove the solvent and separated by column chromatography to obtain pure 1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one.

in vivo

4'-Hydroxychalcone has hepatoprotective activity against Acetaminophen induced hepatotoxicity in mice^[2].

Animal Model:	Male albino mice(5-30 g)^[2]
Dosage:	25 mg/kg, 50 mg/kg, 100 mg/kg
Administration:	Oral administration, 12h intervals, 4 doses
Result:	Significantly reduced the mortality rate induced by Acetaminophen (1 g/kg).

References

[1] Journal of the American Chemical Society, 2018, vol. 140, # 3, p. 1011 - 1018
[2] Monatshefte fur Chemie, 2013, vol. 144, # 3, p. 361 - 367
[3] Journal of the Chilean Chemical Society, 2013, vol. 58, # 3, p. 1926 - 1929
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 8, p. 682 - 687
[5] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 4, p. 578 - 587

4'-HYDROXYCHALCONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4'-HYDROXYCHALCONE manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 4'-HYDROXYCHALCONE 2657-25-2
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-27

Career Henan Chemical Co

Product: 4'-HYDROXYCHALCONE 2657-25-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 95%
Supply Ability: 500KG
Release date: 2018-08-19

2657-25-2, 4'-HYDROXYCHALCONERelated Search:

Apigenin 7-HYDROXYFLAVONE Hesperidin methylchalcone AVICULARIN MORIN Rutin 2',4-DIHYDROXY-4',6'-DIMETHOXYCHALCONE Myricetin HOMOBUTEIN Quercetin Chrysin Galangin 4'-METHOXYCHALCONE 4'-HYDROXYCHALCONE 7,8-Dihydroxyflavone Diosmin Isoliquiritigenin 4-BUTYL-4'-HYDROXYCHALCONE

2-Benzal-4'-hydroxyacetophenone 2-Benzylidene-4'-hydroxyacetophenone

1-(4-Hydroxyphenyl)-3-phenyl-2-propen-1-one

1-(p-Hydroxyphenyl)-3-phenyl-2-propene-1-one

4'-Hydroxychalcone,97%

4'-Hydroxychalcone 98%

HYDROXYCHALCONE, 4-(RG)

4'-Hydroxychalcone98%

HYDROXYCHALCONE, 4'-

BENZYLIDENE-(4-HYDROXYACETOPHENONE)

BENZYLIDENE-4'-HYDROXYACETOPHENONE

2-BENZAL-4'-HYDROXYACETOPHENONE

2-BENZYLIDENE-4'-HYDROXYACETOPHENONE

(E)-1-(4-hydroxyphenyl)-3-phenyl-2-propen-1-one

(E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one

1-(4-Hydroxyphenyl)-3-phenylprop-2-en-1-one, 4-Cinnamoylphenol

4'-Hydroxychalcone&gt

2-Propen-1-one, 1-(4-hydroxyphenyl)-3-phenyl-

4'-Hydroxychalcone, ≥ 95.0%

4'-Hydroxychalcone

4’-Hydroxychalcone-97%

4''-Hydroxychalcone, 10 mM in DMSO

2657-25-2

C15H12O2

Flavonoids

Chalcones

Biochemistry

Flavonoids