134271-76-4

Basic information

• Product Name: 2-Propen-1-one, 3-(3-nitrophenyl)-1-(4-nitrophenyl)-, (2E)-
• CAS NO: 134271-76-4
• Molecular Formula: C15H10N2O5
• Molecular Weight: 298.255
• Mol File: 134271-76-4.mol

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 3-(3-nitrophenyl)-1-(4-nitrophenyl)-, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 3-(3-nitrophenyl)-1-(4-nitrophenyl)-, (2E)-(134271-76-4)
• EPA Substance Registry System: 2-Propen-1-one, 3-(3-nitrophenyl)-1-(4-nitrophenyl)-, (2E)-(134271-76-4)

Safety Data

• Hazardous Substances Data: 134271-76-4(Hazardous Substances Data)

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 100-19-6 (4-nitrophenyl)ethanone 
• 72425-89-9 (E)-4-[3-nitrobenzylideneamino]-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one 

Downstream Products

• 134271-81-1 3,4'-diaminodihydrochalcone 
• 134271-86-6 di-3,4'-(3-chloropropylamido)-dihydrochalcone 
• 13561-70-1 4-Nitro-1-(4-nitro-phenyl)-3-(3-nitro-phenyl)-pentan-1-on 
• 13561-69-8 4-Nitro-1-(4-nitro-phenyl)-3-(3-nitro-phenyl)-butan-1-on 
• 13620-61-6 4-Methyl-4-nitro-1-(4-nitro-phenyl)-3-(3-nitro-phenyl)-pentan-1-on 
• 13561-71-2 4-Nitro-1-(4-nitro-phenyl)-3-(3-nitro-phenyl)-hexan-1-on 
• 1106994-62-0 C₂₂H₁₄N₄O₄ 
• 189368-80-7 C₁₅H₁₂N₄O₄ 
• 189368-81-8 C₁₇H₁₄N₄O₅ 
• 189368-82-9 C₂₂H₁₆N₄O₅ 

Relevant articles and documents

Application of natural phosphate modified with sodium nitrate in the synthesis of chalcones: A soft and clean method

The solid obtained by impregnation of natural phosphate (NP) with a solution of sodium nitrate, followed by calcination at 900°C, is a strongly basic catalyst that is easily prepared from cheap precursors. The catalytic activity of this solid in the Claisen-Schmidt condensation was studied and high yields were obtained with small amounts of catalyst. The reaction rate depends on the substitution in both benzaldehyde and acetophenone derivatives. The effect of the solvent, as well as the addition of water and ammonium salt, was investigated as well. The catalyst can be easily recovered and efficiently reused.

Calcined sodium nitrate/natural phosphate: An extremely active catalyst for the easy synthesis of chalcones in heterogeneous media

The modification of natural phosphate (NP) with sodium nitrate by calcination produces an extremely efficient basic catalyst for the Claisen-Schmidt condensation. A large variety of chalcones is easily obtained in high yield at room temperature using only a catalytic amount of NaNO3/NP.

Synthesis and biological activity of new chalcone scaffolds as prospective antimicrobial agents

Chalcones are open-chain flavonoids which contains two aromatic rings are joined by 3-carbons α-, β-unsaturated carbonyl chain. The, β-unsaturated ketonic group which is liable for the antimicrobial activity of the chalcone is additionally of vast use in

Imidazole-triazine type compound and preparation method and application thereof

The invention provides an imidazole-triazine type compound which is shown as the formula 3 in the description and a preparation method and application thereof. The method comprises the steps that a triazine compound and an alpha,beta-unsaturated ketone type compound are mixed and added into a solvent, under the existence of a metal copper catalyst and an oxidizing material, the mixed solution is stirred and reacts 5-20 hours under the temperature of 60-150 DEG C, after the reaction is finished, the reacted solution is subjected to post processing, and the imidazole-triazine type compound which is shown as the formula 3 is obtained; the metal copper catalyst is halogenide of the copper or a copper salt; the oxidizing material is a halogen elementary substance. The imidazole-triazine type compound can be applied to prepare antibacterial drugs or antibacterial agents, and the preferred antibacterial drugs are the drugs which inhibit activity of escherichia coli.

Rational design, synthesis and in vitro evaluation of allylidene hydrazinecarboximidamide derivatives as BACE-1 inhibitors

BACE-1 (β-secretase) is considered to be one of the promising targets for treatment of Alzheimer's disease as it catalyzes the rate limiting step of Aβ-42 production. Herein, we report a novel class of allylidene hydrazinecarboximidamide derivatives as moderately potent BACE-1 inhibitors, having aminoguanidine substitution on allyl linker with two aromatic groups on either side. A library of derivatives was designed based on the docking studies, synthesized and evaluated for BACE-1 inhibition in vitro. The designed ligands displayed interactions with the catalytic aspartate dyad through guanidinium functionality. Further, the aromatic rings placed on either side of the linker occupied S1 and S3 active site regions contributing to the activity. These ligands were also predicted to follow Lipinski rule and cross blood brain barrier. Compound 2.21, having high docking score, was found to be most active with IC50 of 6.423 μM indicating good correlation with docking prediction.

2-Oxindole Acts as a Synthon of 2-Aminobenzoyl Anion in the K2CO3-Catalyzed Reaction with Enones: Preparation of 1,4-Diketones Bearing an Amino Group and Their Further Transformations

A convenient approach for the synthesis of 1,4-diketones bearing an amino group has been developed through the K2CO3-catalyzed reaction of 2-oxindoles with enones with the assistance of atmospheric O2 via sequential Michael addition-oxidation-ring-cleavage process. The further intramolecular reaction leads to the formation of benzoazepinone, quinoline, and 3-oxindole derivatives.

Effects of structural and electronic characteristics of chalcones on the activation of peroxisome proliferator-activated receptor gamma

Chalcones share some structural similarities with GW-1929, a highly-selective and potent agonist for peroxisome proliferator-activated receptor-gamma (PPARγ). In this study, we tested 53 structurally diverse chalcones to identify characteristics essential for PPARγ activation in a GAL4-based transactivation assay. This screen identified several novel chalcone agonists of PPARγ. Our results indicate that chalcones with an electron rich group or sterically large groups such as naphthyl on the carbonyl side tend to activate PPARγ. The absence of any strict structural or electronic requirements suggests that the flexibility of the PPARγ ligand binding pocket may allow binding of diverse chalcones with some preference for a slightly larger electron-rich group on the carbonyl side. We predict that further structure-activity relationship studies on chalcones with naphthalene or electron-rich groups near the carbonyl moiety will lead to the development of more potent PPARγ agonists.

Synthesis, characterization and fluorescence studies of 3,5-diaryl substituted 2-pyrazolines

A series of 2-pyrazolines have been synthesized from α, β unsaturated ketones and hydrazine hydrate with acetic/formic acid in ethanol/DMSO. The structures of 2-pyrazolines have been established by spectroscopic techniques i.e. UV, IR, 1H NMR, 13C NMR and micro element analysis. Fluorescence spectra were recorded in the solution at fixed concentration and same excitation wavelength at 290 nm. The absorption band positions of all the compounds broadly lie between 280 and 336 nm and fluorescence band positions in the range between 300 and 370 nm, the near ultraviolet region.

Efficient synthesis of chalcone derivatives catalyzed by re-usable hydroxyapatite

Hydroxyapatite was found to be a very efficient heterogeneous catalyst for the preparation of chalcone derivatives via Claisen-Schmidt condensation using microwave irradiation. The impact of water on the catalyst reactivity was studied and was thought to act as co-catalyst due to the high activation observed in its presence. To investigate the origin of this activation, different organic solvents of similar or higher microwave absorbance as/to water were also tested, and it was confirmed that water is acting as co-catalyst when combined with hydroxyapatite, making the process highly efficient. The catalyst was easily recovered and efficiently re-used.

Synthesis and antimicrobial activity of some pyrazoline derivatives

The objective of present study is to synthesize and screening of antimicrobial activity of some derivatives of pyrazoline. 1H-[4-nitro phenyl-5-(substituted phenyl)]pyrazoline has been used as a precursor to synthesize some biologically active heterocycles. Reaction of 1-(4-nitrophenyl)-3-(substituted phenyl) prop-2-en-1-one with hydrazine hydrate gave 1H-(3-nitrophenyl-5-(substituted phenyl) pyrazoline which on reaction with benzoyl chloride in pyridine gave 1-benzoyl-(4-nitrophenyl)-5-(substituted phenyl) prazoline and on reaction with acetic acid yields 1-acetyl-(4- nitrophenyl)-5-(substituted phenyl) pyrazoline derivatives. Several derivatives have been synthesized and screened for their antimicrobial efficacy against Bacillus subtilis, Escherichia coli, Staphylococcus aureus and Klebsiella pneumoniae. Antifungal activity against, Aspergillus flavus, Fusarium oxisporum, Aspergillus niger and Trichoderma viridae.