26708-48-5

Usage

Uses

Used in Pharmaceutical Industry:
Chalcone is used as an intermediate compound for the synthesis of various pharmaceuticals due to its potential anti-inflammatory, antioxidant, and anti-cancer properties. It plays a crucial role in the development of new drugs that can address a range of health conditions.
Used in Food Industry:
As a flavoring agent, chalcone is used in the food industry to enhance the taste and aroma of various products. Its natural origin and beneficial properties make it a preferred choice for the development of flavors that are both appealing and healthy.
Used in Electronic Industry:
Chalcone has potential applications in the development of new materials for electronic devices. Its unique properties can be harnessed to create innovative components that can improve the performance and efficiency of electronic products.
Used in Textile Industry:
In the textile industry, chalcone is used as a dye. Its vibrant color and ability to produce a range of hues make it a valuable resource for the creation of colorful and visually appealing fabrics.
Overall, (E)-1-(4-ethylphenyl)-3-phenylprop-2-en-1-one, or chalcone, is a versatile compound with a wide range of applications across different industries, from healthcare to consumer products, showcasing its significance in modern society.

Upstream product

• 100-42-5 styrene 
• 1585-07-5 1-bromo-4-ethylbenzene 
• 201230-82-2 carbon monoxide 
• 25309-64-2 4-ethyl-1-iodobenzene 
• 40307-11-7 1-ethyl-4-ethynylbenzene 
• 100-52-7 benzaldehyde 
• 478282-09-6 1-(4-ethylphenyl)-3-phenylprop-2-yn-1-ol 
• 536-74-3 phenylacetylene 
• 4748-78-1 4-ethylbenzylaldehyde 
• 937-30-4 4-ethylacetophenone 
• 100-51-6 benzyl alcohol 

Downstream Products

• 95437-37-9 1-(4-ethyl-phenyl)-3-anilino-3-phenyl-propan-1-one 
• 1334222-43-3 3-(4-ethylphenyl)-1-methyl-5-phenyl-4,5-dihydro-1H-pyrazole 
• 102692-47-7 4'-ethyl-cis-chalcone 
• 1221962-90-8 5-(4-ethylphenyl)-5-oxo-3-phenylpentanoic acid 
• 1221962-89-5 diethyl 2-(3-(4-ethylphenyl)-3-oxo-1-phenylpropyl)malonate 
• 101854-98-2 1-(4-Ethyl-phenyl)-3-methoxyamino-3-phenyl-propan-1-one 
• 1342310-57-9 4-(4-ethylphenyl)-6-phenyl-5,6-dihydropyrimidin-2(1H)-one 
• 1247902-11-9 3-cyano-2-(1H-indol-3-yl)-4-phenyl-6-(4-ethylphenyl)pyridine 
• 43008-74-8 1-(4-ethylphenyl)-3-phenylpropane-1-one 

Relevant academic research and scientific papers

Continuous-flow hydration-condensation reaction: Synthesis of αβ-unsaturated ketones from alkynes and aldehydes by using a heterogeneous solid acid catalyst

A simple, practical and efficient continuous-flow hydration-condensation protocol was developed for the synthesis of α,β-unsaturated ketones starting from alkynes and aldehydes by employing a heterogeneous catalyst in a flow microwave. The procedure presents a straightforward and convenient access to valuable differently substituted chalcones and can be applied on multigram scale.

Iridium and copper supported on silicon dioxide as chemoselective catalysts for dehydrogenation and borrowing hydrogen reactions

High active ligand usually plays an important role during catalysis and synthesis chemistry. A new and efficient benzotriazole-pyridinyl-silane ligand (BPS) was designed, and the corresponding iridium and copper catalysts were synthesized and thoroughly characterized by means of EDS, TEM, and XPS. The resulting iridium composite revealed excellent catalytic activity for the reaction of tert-butanesulfinamide with benzyl alcohols, while copper catalyst could realize the synthesis of unsaturated carbonyl compounds through the reaction of benzyl alcohols with ketones. This provided an efficient method for selective synthesis of unsaturated carbonyl compounds from benzyl alcohols and ketones in high yields with good recovery performance.

DBU-Catalyzed Rearrangement of Secondary Propargylic Alcohols: An Efficient and Cost-Effective Route to Chalcone Derivatives

A 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed rearrangement of diarylated secondary propargylic alcohols to give α,β-unsaturated carbonyl compounds has been developed. The typical 1,3-transposition of oxy functionality, characteristic of Mayer-Schuster rearrangements, is not observed in this case. A broad substrate scope, functional-group tolerance, operational simplicity, complete atom economy, and excellent yields are among the prominent features of the reaction. Additionally, the photophysical properties and crystal-structure-packing behavior of selected compounds were investigated and found to be of interest.

Method for ultraviolet illumination synthesis of chalcone compound

The present invention discloses a method for ultraviolet illumination synthesis of a chalcone compound. According to the method, g-C3N4 is adopted as a photocatalyst, a sodium salt adopted as an auxiliary catalyst is added or is not added, and one selected from benzaldehyde and a derivative thereof and one selected from acetophenone and a derivative thereof are adopted as reaction substrates under ultraviolet light irradiation to generate the chalcone compound. Compared to the traditional catalytic method, the method of the present invention has the following advantages that the solvent is not required, the reaction is rapid, the substrate has high universality, the conversion rate is high, the selectivity is good, and the like, wherein the conversion rates of acetophenone and the derivative are more than 90%, and the selectivity of chalcone is more than 95%.

A new solid acid catalyst FeCl3/bentonite for aldol condensation under solvent-free condition

For the first time, a new solid acid catalyst has been used for the synthesis of aryl chalcones under solvent free conditions. A simple method (solid dispersion method) has been adopted for the synthesis of FeCl3/bentonite. The prepared catalyst has been characterized by different characterization techniques. A series of E-1-(substituted phenyl)-3-(1-pyrenyl)-2-propen-1-ones have been synthesized using FeCl3/bentonite under microwave-assisted solvent-free conditions. The yields are in the range from 80 to 88%. All the synthesized chalcones have been characterized by their physical constants, analytical, IR, 1H and 13C NMR spectral data. This catalyst can be reused for further runs (after fifth cycle) without decrease in activity. This catalyst gives excellent yields and is inexpensive and easily recyclable for this reaction.

2-(3-oxo-1,3-diphenylpropyl)malonic acids as potent allosteric ligands of the PIF pocket of phosphoinositide-dependent kinase-1: Development and prodrug concept

The protein kinase C-related kinase 2 (PRK2)-interacting fragment (PIF) pocket of phosphoinositide-dependent kinase-1 (PDK1) was proposed as a novel target site for allosteric modulators. In the present work, we describe the design, synthesis, and structure-activity relationship of a series of 2-(3-oxo-1,3-diphenylpropyl)malonic acids as potent allosteric activators binding to the PIF pocket. Some congeners displayed AC50 values for PDK1 activation in the submicromolar range. The potency of the best compounds to stabilize PDK1 in a thermal stability shift assay was in the same order of magnitude as that of the PIF pocket binding peptide PIFtide, suggesting comparable binding affinities to the PIF pocket. The crystal structure of PDK1 in complex with compound 4h revealed that additional ionic interactions are mainly responsible for the increased potency compared to the monocarboxylate analogues. Notably, several compounds displayed high selectivity for PDK1. Employing a prodrug strategy, we were able to corroborate the novel mechanism of action in cells.

ALLOSTERIC PROTEIN KINASE MODULATORS

The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.

A straightforward synthesis of pyrazolines and pyrazoles: Palladium-catalyzed carbonylative vinylation-cyclocondensation reactions of aryl halides

A novel consecutive one-pot synthesis of pyrazolines and pyrazoles starting from simple aryl halides, styrenes, carbon monoxide, and hydrazines has been established. Palladium-catalyzed carbonylative vinylation of aryl halides gave the corresponding chalcones, which are trapped in situ by addition of hydrazines.

Facile synthesis and characterization of substituted pyrimidin-2(1H)-ones and their chalcone precursors

A new and efficient method has been developed for the quantitative transformation of chalcones to pyrimidine frame work vSa solid support catalysis, Silica supported sulphuric acid (SSA) efficiently catalyzed the reaction of α-β-unsaturated earbonyl, chalcones (140) with urea to afford substituted pyriniidin-2(1H)-ones (11-20) hi good to excellent yield. The interesting behaviour of SSA lies in the thct that it can be re-used after simple washing with chloroform thereby rendering this procedure more economical, The chemical structures were confirmed by analytical data as well as spectroscopic means.

Development of a general palladium-catalyzed carbonylative heck reaction of aryl halides

The first general palladium-catalyzed carbonylative vinylation of aryl halides with olefins in the presence of CO has been developed. Applying a catalyst system consisting of [(cinnamyl)PdCl]2 and bulky imidazolyl-phosphine ligand L1 allows for the efficient and selective synthesis of α,β-unsaturated ketones under mild reaction conditions. Starting from easily available aryl halides and olefins, versatile building blocks can be prepared in a straightforward manner. The generality and functional group tolerance of this novel protocol is demonstrated.