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Merck

136123

Sigma-Aldrich

trans-Chalkon

97%

Synonym(e):

Benzylidenacetophenon

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About This Item

Lineare Formel:
C6H5CH=CHCOC6H5
CAS-Nummer:
Molekulargewicht:
208.26
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

97%

Form

solid

bp

208 °C/25 mmHg (lit.)

mp (Schmelzpunkt)

55-57 °C (lit.)

Funktionelle Gruppe

ketone
phenyl

SMILES String

[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+

InChIKey

DQFBYFPFKXHELB-VAWYXSNFSA-N

Angaben zum Gen

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

Allgemeine Beschreibung

Open chain flavonoid that may prevent lung and forestomach cancer.

Anwendung

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).

Biochem./physiol. Wirkung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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In order to develop relatively small molecules as antimycobacterial agents, twenty-five chalcones were synthesized, their activity was evaluated, and quantitative structure-activity relationship (QSAR) was developed. The synthesis was based on the Claisen-Schimdt scheme and the resultant compounds were tested for
Franco Chimenti et al.
Journal of medicinal chemistry, 52(9), 2818-2824 (2009-04-22)
A large series of substituted chalcones have been synthesized and tested in vitro for their ability to inhibit human monoamine oxidases A and B (hMAO-A and hMAO-B). While all the compounds showed hMAO-B selective activity in the micro- and nanomolar
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)
Yi-Kun Chiang et al.
Journal of medicinal chemistry, 52(14), 4221-4233 (2009-06-11)
A pharmacophore model, Hypo1, was built on the basis of 21 training-set indole compounds with varying levels of antiproliferative activity. Hypo1 possessed important chemical features required for the inhibitors and demonstrated good predictive ability for biological activity, with high correlation
Wattenberg L.W., et al.
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