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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
Pricing and availability is not currently available.

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[1].

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[2]. It is an inhibitor of Plasmodium falciparum cyclin-dependent protein kinases[3].

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)
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
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
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

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