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136123

Sigma-Aldrich

trans-Chalcone

97%

Synonyme(s) :

Benzylideneacetophenone

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About This Item

Formule linéaire :
C6H5CH=CHCOC6H5
Numéro CAS:
614-47-1
Poids moléculaire :
208.26
Numéro CE :
210-383-8
Numéro MDL:
MFCD00003082
Code UNSPSC :
12352100
ID de substance PubChem :
24848257
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Point d'ébullition

208 °C/25 mmHg (lit.)

Pf

55-57 °C (lit.)

Chaîne SMILES 

[H]\C(=C(\[H])C(=O)c1ccccc1)c2ccccc2

InChI

1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+

Clé InChI

DQFBYFPFKXHELB-VAWYXSNFSA-N

Informations sur le gène

human ... IL1B(3553)
rat ... Ar(24208)

Catégories apparentées

Description générale

trans-Chalcone is an open chain flavonoid that may prevent lung and forestomach cancer.

Application

trans-Chalcone was used in the synthesis of cis and trans diphenyl cyclopropane. It was also used in screening of surface adsorbed species of isobutybenzene and 4-isobutylacetophenone on bulk fosfotungstic Wells-Dawson acid (H6P2W18O62.xH2O).

Actions biochimiques/physiologiques

trans-Chalcone exhibits antifungal activity against Trichophyton rubrum. It is inhibitor of fatty acid synthase and α-amylase. It induces programmed cell death due to reduced mitochondrial transmembrane potential in Arabidopsis thaliana roots.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H319,H335

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Sigma-Aldrich

CDS003892

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Sigma-Aldrich

117374

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Acetophenone analytical standard

Supelco

42163

Acetophenone

Sylvie Ducki et al.
Bioorganic & medicinal chemistry, 17(22), 7698-7710 (2009-10-20)
The alpha-methyl chalcone SD400 is a potent inhibitor of tubulin assembly and possesses potent anticancer activity. Various chalcone analogues were synthesized and evaluated for their cell growth inhibitory properties against the K562 human chronic myelogenous leukemia cell line (SD400, IC(50)
Wattenberg L.W., et al.
Cancer Letters, 15, 165-165 (1994)
Daniela Batovska et al.
European journal of medicinal chemistry, 44(5), 2211-2218 (2008-07-01)
A large series of chalcones were synthesized and studied against Staphylococcus aureus and Escherichia coli. Chalcones were either unsubstituted in ring A or possessed 4'-chloro or 3',4',5'-trimethoxy groups. Their other ring B was variously substituted. It was found that the
Saeed Attar et al.
Bioorganic & medicinal chemistry, 19(6), 2055-2073 (2011-02-26)
A series of 30 organic chlacones and 33 ferrocenyl (Fc) chalcones were synthesized and characterized by melting point, elemental analysis, spectroscopy ((1)H NMR and FTIR) and, in two cases, by X-ray crystallography. The biological activity of each compound (10(-4)M in
Asha Budakoti et al.
European journal of medicinal chemistry, 44(3), 1317-1325 (2008-04-02)
In an effort to develop potent antiamoebic agents, we have synthesized chalcones (1-8), amino-5-substituted-(3-phenyl(2-pyrazolinyl))methane-1-thione derivatives (1a-8a) and 2-(5-substituted-3-phenyl-2-pyrazolinyl)-1,3-thiazolino[5,4-b]quinoxaline derivatives (1b-8b) and evaluated for their in vitro antiamoebic activity against HM1:IMSS strain of E. histolytica. All the compounds were characterized by
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