39626-31-8

Usage

Uses

Used in Organic Synthesis:
(Z)-ethyl 2-benzoyl-3-phenylacrylate is used as a key intermediate for the creation of various biologically active molecules, contributing to the advancement of pharmaceutical research and development.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (Z)-ethyl 2-benzoyl-3-phenylacrylate is utilized as a building block for the synthesis of novel drugs, potentially leading to the discovery of new treatments for various medical conditions.
Used in the Production of Fine Chemicals:
(Z)-ethyl 2-benzoyl-3-phenylacrylate is also employed in the manufacturing process of fine chemicals, which are essential in various industries, including pharmaceuticals, agriculture, and materials science.
Used as an Anti-Inflammatory Agent:
(Z)-ethyl 2-benzoyl-3-phenylacrylate has demonstrated potential as an anti-inflammatory agent and is being studied for its possible application in topical formulations to treat skin diseases.
Safety Precautions:
It is crucial to handle (Z)-ethyl 2-benzoyl-3-phenylacrylate with care, as it may pose risks if ingested, inhaled, or comes into contact with the skin. To ensure safety, (Z)-ethyl 2-benzoyl-3-phenylacrylate should be stored in a cool, dry place, away from direct sunlight.

Upstream product

• 110-89-4 piperidine 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 100-52-7 benzaldehyde 
• 64-17-5 ethanol 
• 766-92-7 [(methylthio)methyl]-benzene 
• 831-91-4 Benzyl phenyl sulfide 
• 538-74-9 dibenzyl sulfide 
• 98-86-2 acetophenone 
• 98-88-4 benzoyl chloride 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 64967-44-8 (Z)-ethyl 3-acetyloxy-3-phenyl-2-propenoate 
• 3376-25-8 (Z)-N-benzylidenecyclohexanamine oxide 
• 3376-23-6 C-phenyl-N-methylnitrone 
• 148345-11-3 2-cyclohexyl-4-ethoxycarbonyl-3,5-diphenyl-4-isoxazoline 

Downstream Products

• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 93-89-0 benzoic acid ethyl ester 
• 10387-94-7 2,6-diphenyl-5,6-dihydropyrimidin-4(3H)-one 
• 98185-64-9 2,4-dibenzoyl-3-phenyl-glutaric acid diethyl ester 
• 95956-92-6 2-hydroxy-6-methyl-2,4-diphenyl-1,2,3,4-tetrahydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 108262-40-4 3-Ethoxycarbonyl-2,4-diphenyl-4-oxobutanenitrile 
• 139884-14-3 2,4-Diphenyl-6-piperidin-1-yl-4H-pyran-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester 
• 16618-72-7 3-phenyl-1-indanone 
• 60999-96-4 2-benzoyl-3,3-diphenyl-propionic acid ethyl ester 
• 124-38-9 carbon dioxide 
• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 108262-48-2 Ethyl 3,5-Diphenyl-N-(p-methylbenzylidene)-2-aminofuran-4-carboxylate 
• 1129303-30-5 C₁₈H₁₈O₃ 

Relevant academic research and scientific papers

Allosteric Inhibition of the Tumor-Promoting Interaction between Exon 2–Depleted Splice Variant of Aminoacyl–Transfer RNA Synthetase-Interacting Multifunctional Protein 2 and Heat Shock Protein 70

Although protein-protein interactions (PPIs) have emerged as an attractive therapeutic target space, the identification of chemicals that effectively inhibit PPIs remains challenging. Here, we identified through library screening a chemical probe (compound 1) that can inhibit the tumor-promoting interaction between the oncogenic factor exon 2–depleted splice variant of aminoacyl–transfer RNA synthetase-interacting multifunctional protein 2 (AIMP2-DX2) and heat shock protein 70 (HSP70). We found that compound 1 binds to the N-terminal subdomain of glutathione S-transferase (GST-N) of AIMP2-DX2, causing a direct steric clash with HSP70 and an intramolecular interaction between the N-terminal flexible region and the GST-N of AIMP2-DX2, which induces masking of the HSP70 binding region during molecular dynamics and mutation studies. Compound 1 thus interferes with the AIMP2-DX2 and HSP70 interaction and suppresses the growth of cancer cells that express high levels of AIMP2-DX2 in vitro and in preliminary in vivo experiment. This work provides an example showing that allosteric conformational changes induced by chemicals can be a way to control pathologic PPIs. SIGNIFICANCE STATEMENT Compound 1 is a promising protein-protein interaction inhibitor between AIMP2-DX2 and HSP70 for cancer therapy by the mechanism with allosteric modulation as well as competitive binding. It seems to induce allosteric conformational change of AIMP2-DX2 proteins and direct binding clash between AIMP2-DX2 and HSP70. The compound reduced the level of AIMP2-DX2 in ubiquitin-dependent manner via suppression of binding between AIMP2-DX2 and HSP70 and suppressed the growth of cancer cells highly expressing AIMP2-DX2 in vitro and in preliminary in vivo experiment.

Substituent-Controlled Divergent Cascade Cycloaddition Reactions of Chalcones and Arylalkynols: Access to Spiroketals and Oxa-Bridged Fused Heterocycles

Herein, we report substituent-controlled divergent cascade cycloaddition reactions of chalcones and arylalkynols in the presence of PtI2. Depending on the substituent on the chalcone, either spiroketals or oxa-bridged fused heterocycles could be obtained in the ranges of 86–97% and 87–95% yields under identical reaction conditions. Control experiments were carried out to elucidate the origin of the high chemoselectivity. These provide a method for the synthesis of a diverse array of structurally complex oxygen-containing heterocycles. (Figure presented.).

The Employment of Sodium Hydride as a Michael Donor in Palladium-catalyzed Reductions of α, β-Unsaturated Carbonyl Compounds

Sodium hydride was employed as a Michael donor under the catalysis of PdCl2 for 1,4-conjugate reductions of α, β-unsaturated carbonyl compounds, which features operational simplicity, mild conditions and high atom-economy. The merits of NaH as a reductant were demonstrated by the one-pot or cascade reactions for the syntheses of complex molecules. (Figure presented.).

Enzyme Promiscuity as a Remedy for the Common Problems with Knoevenagel Condensation

A new protocol based on lipase-catalyzed tandem reaction toward α,β-enones/enoesters is presented. For the synthesis of the desired products the tandem process based on enzyme-catalyzed hydrolysis and Knoevenagel reaction starting from enol acetates and aldehyde is developed. The relevant impact of the reaction conditions including organic solvent, enzyme type, and temperature on the course of the reaction was revealed. It was shown that controllable release of the active methylene compound from the corresponding enol carboxylate ensured by enzymatic reaction diminishes significantly the formation of the unwanted co-products. Furthermore, this protocol was extended by including a second tandem chemoenzymatic transformation engaging various aldehyde precursors. After a careful optimization of the reaction conditions, the target products were obtained with yields up to 86 % and with excellent E/Z-selectivity.

CBr4 as a Halogen Bond Donor Catalyst for the Selective Activation of Benzaldehydes to Synthesize α,β-Unsaturated Ketones

CBr4 has been employed as a halogen bond donor catalyst for the selective activation of aldehyde, to achieve an efficient solvent- and metal-free CC bond forming reaction in the presence of strong acid sensitive groups such as methoxy, cyanide, ester, and ketal for the synthesis of α,β-unsaturated ketones. This unique capability of CBr4 to act as a halogen bond donor has been explored and established using UV-vis as well as IR spectroscopy. Moreover, this unprecedented methodology enables the synthesis of the pharmaceutically important molecule licochalcone A.

A Novel Synthesis of Some 1,4-Phenylene-bis-heterocyclic Derivatives and of Some Pyran, Pyrano[2,3-c]pyrazole, and Pyrano[2,3-d]pyrimidine Derivatives [1]

p-Diacetyl benzene 1 undergoes bromination to afford p-bromoacetyl phenacyl bromide 2. Compound 2 reacts with twofold excess of malononitrile to afford 2-{2-[4-(3,3-Dicyanopropionyl)-phenyl]-2-oxo-ethyl}-malononitrile 3. Compound 3 could be cyclized to af

Indium(III)-catalyzed knoevenagel condensation of aldehydes and activated methylenes using acetic anhydride as a promoter

The combination of a catalytic amount of InCl3 and acetic anhydride remarkably promotes the Knoevenagel condensation of a variety of aldehydes and activated methylene compounds. This catalytic system accommodates aromatic aldehydes containing a variety of electron-donating and -withdrawing groups, heteroaromatic aldehydes, conjugate aldehydes, and aliphatic aldehydes. Central to successfully driving the condensation series is the formation of a geminal diacetate intermediate, which was generated in situ from an aldehyde and an acid anhydride with the assistance of an indium catalyst.

A facile one-pot stereoselective synthesis of (Z)-α-Acyl- αβ-Unsaturated esters from alkynyl esters and aryl acyl chlorides

(Z)-α-Acyl-αβ-Unsaturated esters can be stereoselectively synthesised in one pot under mild conditions and in good yields by the palladium-catalysed hydrostannylation of alkynyl esters in benzene, followed by the Stille crosscoupling with aryl acyl chlorides using CuI as co-catalyst.

Synthesis of β-and β,β-substituted Morita-Baylis-Hillman adducts using a two-step protocol

The synthesis of a large number of β-and β,β-substituted keto esters was successful by the use of the Knoevenagel condensation reaction. The stereoselectivity of these reactions was improved by alteration of various substituent groups. Although there were

Nickel-iminophosphine-catalyzed [4+2] cycloaddition of enones with allenes: Synthesis of highly substituted dihydropyrans

Enones were found to react with allenes intermolecularly in the presence of a catalytic amount of a nickel-iminophosphine complex to provide dihydropyrans via oxidative cyclization of an enone and Ni(0).