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About This Item
Linear Formula:
C6H5CH=CHCOC6H5
CAS Number:
Molecular Weight:
208.26
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-330-2
Beilstein/REAXYS Number:
1210466
MDL number:
Assay:
≥98.0% (GC)
InChI key
DQFBYFPFKXHELB-VAWYXSNFSA-N
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+
SMILES string
O=C(\C=C\c1ccccc1)c2ccccc2
assay
≥98.0% (GC)
solubility
dioxane: soluble 1 g/10 mL, clear, colorless
functional group
ketone, phenyl
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
WGK 3
ppe
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)
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
Jie Li et al.
Neuroscience letters, 535, 51-56 (2013-01-22)
Inflammation is a pivotal pathological progress in the development of ischemic stroke. Modulating inflammatory cytokines released by microglia is thought to be a potential strategy for the treatment of ischemic stroke. Hydroxy-safflor yellow A (HSYA), a chemical component of the
Selective inhibition of Pfmrk, a Plasmodium falciparum CDK, by antimalarial 1,3-diaryl-2-propenones.
Jeanne A Geyer et al.
Bioorganic & medicinal chemistry letters, 19(7), 1982-1985 (2009-03-03)
The cyclin dependent protein kinases, Pfmrk and PfPK5, most likely play an essential role in cell cycle control and differentiation in Plasmodium falciparum and are thus an attractive target for antimalarial drug development. Various 1,3-diaryl-2-propenones (chalcone derivatives) which selectivity inhibit
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