6552-68-7

Basic information

• Product Name: 3-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)PROP-2-EN-1-ONE
• Synonyms: 4-CHLORO-4'-METHOXYCHALCONE;3-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)-2-PROPEN-1-ONE;3-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)PROP-2-EN-1-ONE;1-(4-Chlorophenyl)-3-(4-methoxyphenyl)-2-propen-1-one;4-Chloro-4'-methoxybenzalacetophenone;NSC 55908;(2E)-3-(4-chlorophenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
• CAS NO: 6552-68-7
• Molecular Formula: C₁₆H₁₃ClO₂
• Molecular Weight: 272.73
• Mol File: 6552-68-7.mol
• Article Data: 90

Chemical Properties

• Melting Point: 130-131 °C
• Boiling Point: 430.1°C at 760 mmHg
• Flash Point: 173.7°C
• Appearance: /
• Density: 1.207g/cm³
• Vapor Pressure: 1.33E-07mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 3-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)PROP-2-EN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)PROP-2-EN-1-ONE(6552-68-7)
• EPA Substance Registry System: 3-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)PROP-2-EN-1-ONE(6552-68-7)

Safety Data

• Hazardous Substances Data: 6552-68-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H13ClO2/c1-19-15-9-5-13(6-10-15)16(18)11-4-12-2-7-14(17)8-3-12/h2-11H,1H3

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 109-77-3 malononitrile 
• 51410-44-7 1-(4-methoxylphenyl)-2-propen-1-ol 
• 1679-18-1 4-Chlorophenylboronic acid 
• 3319-15-1 rac-1-(4-methoxyphenyl)-ethanol 
• 873-76-7 para-Chlorobenzyl alcohol 
• 35086-79-4 cinnamoyl chloride 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 1073-67-2 4-vinylbenzyl chloride 
• 696-62-8 para-iodoanisole 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 100-66-3 methoxybenzene 

Downstream Products

• 108325-98-0 3-(4-methoxybenzoyl)-4-(4-chlorophenyl)-4,5-dihydropyrazole 
• 64686-07-3 3-(4-Chloro-phenyl)-3-methoxy-2-(4-methoxy-phenyl)-propionic acid methyl ester 
• 74007-57-1 2-(4-Chloro-phenyl)-3,3-dimethoxy-1-(4-methoxy-phenyl)-propan-1-one 
• 123033-08-9 [(1R,2R,3S)-2-Benzoyl-3-(4-chloro-phenyl)-cyclopropyl]-(4-methoxy-phenyl)-methanone 
• 123033-08-9 [(1R,2S,3S)-2-Benzoyl-3-(4-chloro-phenyl)-cyclopropyl]-(4-methoxy-phenyl)-methanone 
• 123032-89-3 [(1R,2S,3R)-2-(4-Chloro-phenyl)-3-(4-methyl-benzoyl)-cyclopropyl]-(4-methoxy-phenyl)-methanone 
• 123032-89-3 [(1R,2S,3S)-2-(4-Chloro-phenyl)-3-(4-methyl-benzoyl)-cyclopropyl]-(4-methoxy-phenyl)-methanone 
• 123032-86-0 [(1R,2R,3R)-2-(4-Chloro-benzoyl)-3-(4-chloro-phenyl)-cyclopropyl]-(4-methoxy-phenyl)-methanone 
• 123032-86-0 [(1R,2S,3R)-2-(4-Chloro-benzoyl)-3-(4-chloro-phenyl)-cyclopropyl]-(4-methoxy-phenyl)-methanone 
• 75573-13-6 4-(4-Chloro-phenyl)-2-(4-methoxy-phenyl)-6-p-tolyl-pyridine 
• 123032-88-2 [(1R,3R)-2-(4-Chloro-phenyl)-3-(4-methoxy-benzoyl)-cyclopropyl]-(4-methoxy-phenyl)-methanone 
• 123121-64-2 [(1R,2S,3S)-2-(4-Chloro-phenyl)-3-(4-methoxy-benzoyl)-cyclopropyl]-(4-methoxy-phenyl)-methanone 
• 1749-03-7 N-(4-chlorobenzylidene)-4-methoxyaniline 
• 111302-55-7 3-(4-chlorophenyl)-1-(4-methoxyphenyl) propan-1-one 

Relevant articles and documents

Synthesis of lithium/cesium-Zagronas from zagrosian natural asphalt and study of their activity as novel, green, heterogeneous and homogeneous nanocatalysts in the Claisen–Schmidt and Knoevenagel condensations

A novel, heterogeneous and homogeneous basic nanocatalysts were synthesized by grafting of lithium and cesium on zagrosian natural asphalt sulfonate (Li/Cs-Zagronas). The activity of these catalysts was examined in the Claisen–Schmidt and Knoevenagel condensations under mild reaction conditions. Li/Cs-Zagronas were characterized by FT-IR spectroscopy, scanning electron microscopy, X-ray diffraction, energy-dispersive spectroscopy, inductively coupled plasma and thermogravimetric analysis techniques. These nanocatalysts were removed by simple filtration and reused several times without any deterioration of activity.

Synthesis, characterization, molecular docking and in vitro anticancer activity of 3-(4-methoxyphenyl)-5-substituted phenyl-2-pyrazoline-1-carbothioamide

In the present study, eight numbers of new 3-(4-methoxy phenyl)-5-substituted phenyl-2-pyrazoline-1-carbothioamide (5a-h) have been synthesized from 1-(4-methoxy phenyl)-3-(substituted phenyl)-prop-2-en-1-one (3a-h) and structurally characterized by using FT-IR,1H NMR,13C NMR, Mass and Elemental analysis. The synthesized molecules were biologically eval-uated for their in vitro anticancer activity against human breast adenocar-cinoma (MCF-7), liver cancer (Hep-G2) and leukaemia cancer (K-562) cell line using Sulforhodamine B (SRB) bioassay technique. From the all synthesized compounds 5a, 5c, 5d, and 5e exhibited potent anticancer activity (GI50= 50=44.5μg/ml) and Adriamycin (ADR) (GI50= 10μg/ml) on MCF-7 cell lines. Besides this, all the synthesized compounds have exhibited moderate activity against human liver cancer (Hep-G2) and leukaemia cancer (K-562) cell lines. In addition, molecular docking studies were also explored in order to study the probable binding specificity into the active site of Epidermal Growth Factor Receptor tyrosine kinase (EGFR) (PDB ID: 1M17) using Molegro Virtual Docker Evaluation 2013 6.0.1 (MVD). Based on the molecular docking result, it was found that compound 5a exhibited the best interaction with the above target (i.e., EGFR) by interacting with specific amino acid residues such as: Thr 766, Gin 767, Thr 830, Cys 575, Ala 719 and Met 769.

Method using Ti (III) complex catalytic alkyne selective hydrogenation reduction to prepare chalcone compounds

The invention discloses a method for preparing chalcone compounds through selective hydrogenation of Ti (III) complexes to prepare chalcone compounds, wherein zinc powder is used as a catalyst, zinc powder is a reducing agent, triethylamine hydrochloride is a proton source, and an alkyne and triethylamine hydrochloride are subjected to radical selective addition reaction under the protection of inert gas to generate chalcone compounds. The reaction condition is mild, the operation is simple, the reaction time is short, the reaction product is single, the atom economy is high, and only the product needs to be separated by simple column chromatography after the reaction is finished. The chalcone compound has wide biological activity and medicinal value.