962-10-7

Basic information

• Product Name: 1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one
• Synonyms: 1-(4-Ethoxyphenyl)-3-phenylprop-2-en-1-one; 2-propen-1-one, 1-(4-ethoxyphenyl)-3-phenyl-
• CAS NO: 962-10-7
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.3077
• Mol File: 962-10-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 409.4°C at 760 mmHg
• Flash Point: 182.2°C
• Density: 1.095g/cm³
• Vapor Pressure: 6.5E-07mmHg at 25°C
• Refractive Index: 1.596
• CAS DataBase Reference: 1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one(962-10-7)
• EPA Substance Registry System: 1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one(962-10-7)

Safety Data

• Hazardous Substances Data: 962-10-7(Hazardous Substances Data)

Usage

Description

1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one, a chemical compound with the molecular formula C15H14O2, is a yellow solid characterized by a molecular weight of 226.27 g/mol. It is known for its role in the synthesis of pharmaceuticals and organic compounds, as well as its utility as a reagent in organic chemical reactions. 1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one has also garnered interest due to its potential biological activities, which include anti-inflammatory and anti-cancer properties.

Uses

Used in Pharmaceutical Synthesis:
1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one is used as a key intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique chemical structure allows it to be a versatile building block in the creation of a wide range of medicinal compounds.
Used in Organic Chemical Reactions:
As a reagent, 1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one is employed in organic chemical reactions to facilitate the formation of new compounds. Its participation in these reactions is valuable for the development of novel organic substances with potential applications in various fields.
Used in the Production of Other Compounds:
1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one serves as a fundamental building block for the production of a variety of other compounds, contributing to the diversification of chemical products available for different industries.
Used in Biological Research:
1-(4-ethoxyphenyl)-3-phenylprop-2-en-1-one is used in biological research as a subject of study for its potential anti-inflammatory and anti-cancer properties. The exploration of these properties could lead to the discovery of new therapeutic approaches for treating inflammation and cancer.

Upstream product

• 140-10-3 (E)-3-phenylacrylic acid 
• 70080-55-6 (4-ethoxy-phenyl)-glyoxylic acid 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 699-08-1 1-ethoxy-4-iodobenzene 
• 100-52-7 benzaldehyde 
• 1676-63-7 4'-ethoxyacetophenone 
• 99-93-4 4-Hydroxyacetophenone 
• 103-73-1 Phenetole 

Downstream Products

• 79182-00-6 3-(4-ethoxyphenyl)-5-phenylisoxazole 
• 94910-09-5 3-Morpholino-3-phenyl-1-<4-ethoxy-phenyl>-propan-1-on 

Relevant articles and documents

Molecular docking of 4-ehoxychalcones on oxidoreductase/pirin inhibitors and cytotoxic evaluation on breast/skin cancer cell lines

Background: The role of α, β unsaturated propenone derivatives, has attracted the chemists for its biological importance. An attempt is made to reveal the interaction between breast and skin cancer cell lines with the help of molecular docking studies. Ob

Synthesis and structure-activity relationships of chalcone derivatives as inhibitors of ovarian cancer cell growth

Background: Ovarian cancer remains a disease with a poor five year survival rate. As such, novel therapies are needed. Natural chalcones as well as their synthetic derivatives have shown biological activity in a number of areas including the inhibition of cancer cell growth. Objective: To synthesize a library of chalcone derivatives, including novel structures, and determiner the inhibition of ovarian cancer cell growth and Structure-activity-relationships. Methods: The Claisen-Schmidt condensation reaction between substituted acetophenones and aromatic aldehydes was used to produce a series of novel chalcones in moderate to excellent yields and good purity. Cellular proliferation of CA-OV3 cells was measured with a MTS assay. Results: Out of the thirty-four synthesized compounds, eight are new derivatives. The synthesized compounds were characterized by 1H NMR, 13C NMR, and HRMS. Biological evaluation of these β-phenylacrylophenone derivatives in CA-OV3 cells showed interesting antiproliferative activities providing initial structure – activity information. Conclusion: Fourteen of the thirty-four tested compounds showed significant activity, with several showing near complete inhibition of growth at 100 μM. The structure-activity relationships suggest that modification to the A ring is widely tolerated and that electron-donating modifications to the B ring are beneficial to activity. Electron-withdrawing modifications to the B ring did not show inhibition of cell growth.

Ferrocenyl chalcones versus organic chalcones: A comparative study of their nematocidal activity

A series of 30 organic chlacones and 33 ferrocenyl (Fc) chalcones were synthesized and characterized by melting point, elemental analysis, spectroscopy (1H NMR and FTIR) and, in two cases, by X-ray crystallography. The biological activity of each compound (10-4 M in DMSO) against the model nematode Caenorhabditis elegans was examined in terms of % mortality (percent nematodes that died) and % fecundity (percent nematodes that reproduced) and compared to that obtained for the control medium (1% DMSO) over a 14-day period. Detailed conformational analyses for two Fc-chalcones (studied also by X-ray crystallography) were performed via molecular modeling studies. In general, the organic chalcones were found to be less polar than their Fc analogs. Some structure-activity relationships (SARs) were determined: (a) The nematocidal activities of the organic chalcones in this series were found to be much greater than those of their ferrocenyl analogs. (b) The position of the carbonyl group played a central role in the biological activity of both classes of chalcones studied. (c) For both classes of chalcones, lipophilicity of a compound seemed to play a significant role in its nematocidal activity. (d) The planarity of a ferrocenyl-chlacone seems to play a role in its activity.