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136123

trans-Chalcone

Name: <I>trans</I>-Chalcone
Brand: ALDRICH

97%

Synonym(s):

Benzylideneacetophenone

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About This Item

Linear Formula:

C₆H₅CH=CHCOC₆H₅

CAS Number:

614-47-1

Molecular Weight:

208.26

NACRES:

NA.22

PubChem Substance ID:

24848257

UNSPSC Code:

12352100

EC Number:

210-383-8

MDL number:

MFCD00003082

Assay:

97%

Form:

solid

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Properties

Quality Level

100

assay

97%

form

solid

bp

208 °C/25 mmHg (lit.)

mp

55-57 °C (lit.)

functional group

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+

InChI key

DQFBYFPFKXHELB-VAWYXSNFSA-N

Gene Information

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

Description

General description

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).

Biochem/physiol Actions

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.

pictograms

GHS07

signalword

Warning

hcodes

H302,H319,H335

pcodes

P261 - P264 - P270 - P271 - P301 + P312 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Chalcones: a valid scaffold for monoamine oxidases inhibitors.

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

Synthesis, antimycobacterial activity evaluation, and QSAR studies of chalcone derivatives.

P M Sivakumar et al.

Bioorganic & medicinal chemistry letters, 17(6), 1695-1700 (2007-02-06)

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

Synthesis of new 2-(5-substituted-3-phenyl-2-pyrazolinyl)-1,3-thiazolino[5,4-b]quinoxaline derivatives and evaluation of their antiamoebic activity.

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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Global Trade Item Number

SKU	GTIN
136123-5G	04061838731159
136123-100G	04061838731142