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Sigma-Aldrich

1,3-Diphenyl-2-propenone

≥98.0% (GC)

Synonym(s):

Benzalacetophenone, Chalcone

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About This Item

Linear Formula:
C6H5CH=CHCOC6H5
CAS Number:
94-41-7
Molecular Weight:
208.26
Beilstein/REAXYS Number:
1210466
EC Number:
202-330-2
MDL number:
MFCD00003082
UNSPSC Code:
12352100
PubChem Substance ID:
57646947
NACRES:
NA.22

assay

≥98.0% (GC)

solubility

dioxane: soluble 1 g/10 mL, clear, colorless

SMILES string

O=C(\C=C\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

rat ... Ar(24208)

Application

1,3-Diphenyl-2-propenone was used in the preparation of pharmacologically-interesting heterocyclic systems like pyrazolines and pyrimidines.

Biochem/physiol Actions

1,3-Diphenyl-2-propenone (chalcone) inhibits the proliferation of human breast cancer cell lines, MCF-7 and MDA-MB-231 by inducing apoptosis and blocking cell cycle progression in the G2/M phase. It is an inhibitor of Plasmodium falciparum cyclin-dependent protein kinases.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y L Hsu et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 44(5), 704-713 (2005-11-26)
Chalcones are discussed to represent cancer preventive food components in a human diet that is rich in fruits and vegetables. In this study, we examined chalcone (1,3-diphenyl-2-propenone) for its effect on proliferation in human breast cancer cell lines, MCF-7 and
Zi-Ming Feng et al.
Journal of natural products, 76(2), 270-274 (2013-02-08)
Hydroxysafflor yellow A (HSYA), a representative component of Carthamus tinctorius, has attracted much attention because of its remarkable cardiovascular activities. Its structure was originally reported in 1993 and has been widely cited to date. In our experiments, its solution structure
Ahmed Kamal et al.
Expert opinion on drug discovery, 8(3), 289-304 (2013-01-16)
Imidazothiazole derivatives have long been therapeutically used for the treatment of various diseases. In recent years, the imidazothiazole and chalcone moieties have emerged as important pharmacophores in the development of antitumor agents. Imidazothiazole-chalcone conjugates can be accessed by covalently binding
Liang-Zhong Lv et al.
International journal of nanomedicine, 7, 4099-4107 (2012-08-14)
Hydroxysafflor yellow A (HSYA), the main active ingredient of the safflower plant (Carthamus tinctorius L.), is a hydrophilic drug with low oral bioavailability. Water-in-oil-in-water (w/o/w) double emulsions may enhance the oral absorption of HSYA. In this study, we prepared a
Kewal Kumar et al.
Dalton transactions (Cambridge, England : 2003), 42(5), 1492-1500 (2012-10-31)
A diverse range of triazoles were prepared following well established, Cu-mediated azide-alkyne cycloaddition reactions with the aim of probing the anti-tubercular structure-activity relationships (SAR) within the β-lactam-ferrocene-triazole conjugate family. The anti-tubercular evaluation studies of the synthesized conjugates revealed that none
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