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1214-47-7

1214-47-7 Structure

1214-47-7 Structure
IdentificationMore
[Name]

2'-HYDROXYCHALCONE
[CAS]

1214-47-7
[Synonyms]

1-(2-HYDROXYPHENYL)-3-PHENYL-2-PROPEN-1-ONE
1-(2-HYDROXYPHENYL)-3-PHENYL-2-PROPENONE
1-(2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE
2-BENZAL-2'-HYDROXYACETOPHENONE
2-BENZYLIDENE-2'-HYDROXYACETOPHENONE
2-HYDROXYBENZALACETOPHENONE
2'-HYDROXYCHALCONE
BENZYLIDENE-(2-HYDROXYACETOPHENONE)
BENZYLIDENE-2'-HYDROXYACETOPHENONE
(E)-1-(2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE
HYDROXYCHALCONE, 2'-
O-CINNAMOYLPHENOL
1-(2-hydroxyphenyl)-3-phenyl-2-propen-1-on
2’-hydroxy-3-phenyl-acrylophenon
Phenylvinylo-hydroxyphenylketone
Benzylidene(2-hydroxyacetophenone)~1-(2-Hydroxyphenyl)-3-phenyl-2-propen-1-one
2'-HYDROXYCHALCONE 98%
2-HYDROXYCHALCONE(2'-HYDROXYISOMER)
2μ-Hydroxychalcone, 2-Hydroxybenzalacetophenone
2-Hydroxyphenylstyryl ketone
[EINECS(EC#)]

214-928-0
[Molecular Formula]

C15H12O2
[MDL Number]

MFCD00016441
[Molecular Weight]

224.25
[MOL File]

1214-47-7.mol
Chemical PropertiesBack Directory
[Melting point ]

86-88 °C(lit.)
[Boiling point ]

396.6±42.0 °C(Predicted)
[density ]

1.191±0.06 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

Store below +30°C.
[form ]

Solid
[pka]

7.77±0.30(Predicted)
[color ]

Light yellow to yellow
[BRN ]

976324
[InChI]

InChI=1S/C15H12O2/c16-14-9-5-4-8-13(14)15(17)11-10-12-6-2-1-3-7-12/h1-11,16H
[InChIKey]

AETKQQBRKSELEL-UHFFFAOYSA-N
[SMILES]

C(C1=CC=CC=C1O)(=O)C=CC1=CC=CC=C1
[LogP]

4.000 (est)
[CAS DataBase Reference]

1214-47-7(CAS DataBase Reference)
[EPA Substance Registry System]

2-Propen-1-one, 1-(2-hydroxyphenyl)-3-phenyl- (1214-47-7)
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
[RTECS ]

UD5579400
[F ]

8
[Autoignition Temperature]

280 °C
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29145090
[Toxicity]

mammal (species unspecified),LD50,unreported,620mg/kg (620mg/kg),Pharmaceutical Chemistry Journal Vol. 20, Pg. 406, 1986.
Hazard InformationBack Directory
[Chemical Properties]

Yellow needle-like crystals (ethanol). Melting point 88-89°C.
[Uses]

2'-Hydroxychalcone can be used as intermediates in drug synthesis, such as the preparation of flavonol compounds. Flavonols are widely distributed in nature as secondary metabolites in living organisms, and they have a wide variety of physiological activities, mainly in the cardiovascular system, antiviral, anti-inflammatory and antitumor effects.
[Definition]

ChEBI: 2'-hydroxychalcone is a member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 2'. It has a role as an anti-inflammatory agent. It is a member of phenols and a member of chalcones. It derives from a trans-chalcone.
[Preparation]

Synthesis of 2'-hydroxychalcone: add 30 ml of 20% (V/V) ethanol and (11.06 mmol) sodium hydroxide in a 50 mL single mouth flask, stir for 0.5 h at room temperature and then add substituted 2-Hydroxyacetophenone (1.66 mmol) and benzaldehyde (1.66 mmol), stir for 18 h at room temperature, TLC monitoring until the new point produces raw material point no longer changes, stop the reaction Then the reaction was poured into water, stirred while adjusting the pH value to acidic with 6 mol/L hydrochloric acid, the reaction was filtered, the filter cake was obtained, rinsed twice with pure water, and 2'-hydroxychalcone was obtained by silica gel column chromatography [V(petroleum ether):V(ethyl acetate) = 5:1] in 85% yield.
[in vivo]

2'-Hydroxychalcone (20-60 mg/kg; ip; every 2 days; 3 weeks) could exhibit an antitumor effect in vivo without causing significant toxicity to essential organs[1].

Animal Model:Five-week-old Balb/C female mice injected with CMT-1211 cells[1]
Dosage:20 mg/kg, 40 mg/kg, 60 mg/kg
Administration:Intraperitoneal injection; every 2 days; 3 weeks
Result:Suppressed tumor growth and metastasis in vivo.
Spectrum DetailBack Directory
[Spectrum Detail]

2'-Hydroxychalcone(1214-47-7)MS
2'-Hydroxychalcone(1214-47-7)1HNMR
2'-Hydroxychalcone(1214-47-7)IR1
2'-Hydroxychalcone(1214-47-7)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2'-Hydroxychalcone, 98+%(1214-47-7)
[Sigma Aldrich]

1214-47-7(sigmaaldrich)
[TCI AMERICA]

2'-Hydroxychalcone,>98.0%(LC)(1214-47-7)
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