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11970

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:
Molecular Weight:
208.26
Beilstein:
1210466
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98.0% (GC)

solubility

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

functional group

ketone
phenyl

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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Conventional and Microwave assisted Synthesis of 1, 3- Diphenyl -2- Propenone derivatives and Cytotoxic, Anti bacterial activites.
Ahmad MR and Bano N.
International Journal of ChemTech Research, 3(3), 1470-1478 (2011)
Yau-Hung Chen et al.
Molecules (Basel, Switzerland), 18(2), 2052-2060 (2013-02-07)
The aim of this study was to investigate novel chalcones with potent anti-inflammatory activities in vivo. Chalcone and two chalcone analogues (compound 5 and 9) were evaluated using a caudal fin-wounded transgenic zebrafish line "Tg(mpx:gfp)" to visualize the effect of
Lijuan Song et al.
Fitoterapia, 84, 107-114 (2012-11-20)
Hydroxysafflor yellow A (HSYA) is an active ingredient obtained from the flower of Carthamus tinctorius L. The present study investigated the effects of HSYA on lipopolysaccharide (LPS)-induced inflammatory signal transduction in human alveolar epithelial A549 cells. A549 cells stimulated with
Zijing Li et al.
Journal of medicinal chemistry, 56(2), 471-482 (2012-12-18)
Rhenium and technetium-99m cyclopentadienyl tricarbonyl complexes mimicking the chalcone structure were prepared. These complexes were proved to have affinity to β-amyloid (Aβ) in fluorescent staining on brain sections of Alzheimer's Disease (AD) patient and binding assay using Aβ(1-42) aggregates, with
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

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