20668-00-2

Basic information

• Product Name: 2-Propen-1-one, 1-(3-nitrophenyl)-3-phenyl-, (2E)-
• CAS NO: 20668-00-2
• Molecular Formula: C15H11NO3
• Molecular Weight: 253.257
• Mol File: 20668-00-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 1-(3-nitrophenyl)-3-phenyl-, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 1-(3-nitrophenyl)-3-phenyl-, (2E)-(20668-00-2)
• EPA Substance Registry System: 2-Propen-1-one, 1-(3-nitrophenyl)-3-phenyl-, (2E)-(20668-00-2)

Safety Data

• Hazardous Substances Data: 20668-00-2(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 121-89-1 3-Nitroacetophenone 
• 581-55-5 benzylidene 1,1-diacetate 
• 66866-13-5 (m-nitrophenacyl)triphenylarsonium bromide 
• 13331-27-6 m-nitrobenzene boronic acid 
• 102-92-1 Cinnamoyl chloride 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 121-90-4 m-nitrobenzoic acid chloride 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 131497-22-8 4,3'-dinitro-trans-chalcone 
• 1024142-57-1 C₂₁H₁₉NO₅ 
• 122-78-1 phenylacetaldehyde 
• 121-92-6 3-nitrobenzoic acid 
• 7598-96-1 (3-Nitro-phenyl)-(4-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-methanone 

Relevant articles and documents

Promising Non-cytotoxic Monosubstituted Chalcones to Target Monoamine Oxidase-B

A library of monosubstituted chalcones (1-17) bearing electron-donating and electron-withdrawing groups on both aromatic rings were selected. The cell viability on human tumor cell lines was evaluated first. The compounds unable to induce detectable cytotoxicity (1, 13, and 14) were tested using the monoamine oxidase (MAO) activity assay. Interestingly, they inhibit MAO-B, acting as competitive inhibitors, with 13 and 14 showing the best profiles. In particular, 13 exhibited a potency higher than that of safinamide, taken as a reference. Docking studies and crystallographic analysis showed that in human MAO-B 13 binds with the halogen-substituted aromatic ring in the entrance cavity, similar to safinamide, whereas 14 is accommodated in the opposite way. The main conclusion of this cell biology, biochemistry, and structural study is to highlights 13 as a chalcone derivative that is worth consideration for the development of novel MAO-B-selective inhibitors for the treatment of neurodegenerative diseases.

Studies of NMR Chemical Shifts of Chalcone Derivatives of Five-membered Monoheterocycles and Determination of Aromaticity Indices

A series of the chalcone derivatives of the five-membered monoheterocyclic compounds, (E)-1-aryl-3-heteroarylpropen-1-ones, were prepared by aldol condensation of the corresponding aldehydes of thiophene, pyrrole, and furan with m- and p-substituted acetophenones. Similar condensation of the acetyl compounds of the heterocycles with m- and p-substituted benzaldehydes gave another series of the chalcone derivatives, (E)-1-heteroaryl-3-arylpropen-1-ones. The 13C chemical shift values (δC) of the chalcone derivatives were determined in order to find if they correlated with the Hammett σ values. A good correlation, especially for the β-C for both series, was found for the 13C chemical shift values (δC) of the chalcone derivatives with the Hammett σ values. The chemical shift values of the β-C of the heterocyclic compounds were plotted against those of the benzene derivatives. The resulting slopes were found to be close to the values of the aromaticity indices.

Evaluation of silica-H2SO4 as an efficient heterogeneous catalyst for the synthesis of chalcones

We report an efficient silica-H2SO4 mediated synthesis of a variety of chalcones that afforded the targeted compounds in very good yield compared to base catalyzed solvent free conditions as well as acid or base catalyzed refluxing conditions.