16619-29-7

Basic information

• Product Name: 3-(3-methylphenyl)-1-phenyl-prop-2-en-1-one
• Synonyms: 3-(3-methylphenyl)-1-phenyl-prop-2-en-1-one;(2E)-3-(3-Methylphenyl)-1-phenylprop-2-en-1-one
• CAS NO: 16619-29-7
• Molecular Formula: C₁₆H₁₄O
• Molecular Weight: 222.29
• Mol File: 16619-29-7.mol
• Article Data: 51

Chemical Properties

• Melting Point: 66 °C
• Boiling Point: 361.8°Cat760mmHg
• Flash Point: 156.8°C
• Appearance: /
• Density: 1.078g/cm³
• Vapor Pressure: 2.02E-05mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 3-(3-methylphenyl)-1-phenyl-prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-methylphenyl)-1-phenyl-prop-2-en-1-one(16619-29-7)
• EPA Substance Registry System: 3-(3-methylphenyl)-1-phenyl-prop-2-en-1-one(16619-29-7)

Safety Data

• Hazardous Substances Data: 16619-29-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H14O/c1-13-6-5-7-14(12-13)10-11-16(17)15-8-3-2-4-9-15/h2-12H,1H3

Upstream product

• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 620-23-5 m-tolyl aldehyde 
• 883972-65-4 C₁₆H₁₄O 
• 766-82-5 1-ethynyl-3-methyl-benzene 
• 100-52-7 benzaldehyde 
• 98-85-1 1-Phenylethanol 
• 587-03-1 3-methylbenzyl alcohol 
• 536-74-3 phenylacetylene 
• 625-95-6 3-Iodotoluene 
• 936-59-4 3-chloropropiophenone 
• 3029-79-6 (E)-3-methylcinnamic acid 
• 611-73-4 Benzoylformic acid 
• 583-06-2 3-benzoylacrylic acid 
• 17933-03-8 m-tolylboronic acid 

Downstream Products

• 857982-14-0 2,3-dibromo-1-phenyl-3-m-tolyl-propan-1-one 
• 897401-93-3 (E)-1-phenyl-3-(m-tolyl)prop-2-en-1-ol 
• 1228882-14-1 5-(3′-methylphenyl)-3-phenylisoxazole 
• 1254200-27-5 (R)-dimethyl 2-(3-oxo-3-phenyl-1-m-tolylpropyl)malonate 
• 1195977-37-7 4-phenyl-6-(m-tolyl)pyrimidin-2-amine 
• 1186044-30-3 diisopropyl 2-(1-(3-methylphenyl)-3-oxo-3-phenylpropyl)malonate 
• 1156004-79-3 diethyl (S)-3-oxo-3-phenyl-1-m-tolylpropylphosphonate 
• 76983-11-4 3-cyano-6-phenyl-4-(3'-tolyl)-2(1H)-pyridone 

Relevant articles and documents

Selective C-C bonds formation, N-alkylation and benzo[d]imidazoles synthesis by a recyclable zinc composite

Earth abundant metals are much less expensive, promising, valuable metals and could be served as catalysts for the borrowing hydrogen reaction, dehydrogenation and heterocycles synthesis, instead of noble metals. The uniformly dispersed zinc composites were designed, synthesized and carefully characterized by means of XPS, EDS, TEM and XRD. The resulting zinc composite showed good catalytic activity for the N-alkylation of amines with amines, ketones with alcohols in water under base-free conditions, while unsaturated carbonyl compounds could also be synthesized by tuning the reaction conditions. Importantly, it was the first time to realize the synthesis of 2-aryl-1H-benzo[d]imidazole derivatives by using this zinc composite under green conditions. Meanwhile, this zinc catalyst could be easily recovered and reused for at least five times.

Green method for high-selectivity synthesis of chalcone compounds

Under the condition of air, the water-soluble inorganic weak base is used as a catalyst to catalyze the hydrogen transfer reaction of the propargyl alcohol compound, so that the green synthesis of the high-trans selective chalcone compound is realized. Reaction temperature: 80 - 120 °C and reaction time 12 - 48 hours. To the technical scheme, any transition metal catalyst and ligand do not need to be used, inert gas protection is not needed, no other byproducts are generated, the atom economy 100%, green and environment friendliness are avoided, and the product is a high-selectivity (E)-type product. The reaction conditions are relatively low in requirement. Compared with the prior art, the alkali catalyst is obvious in advantages, and has a certain application prospect in the fields of organic synthesis, biochemistry, medicine and the like.

Inhibition of Caco-2 and MCF-7 cancer cells using chalcones: synthesis, biological evaluation and computational study

Cancer is the second death cause worldwide, with breast and colon cancer among the most prevalent types. Traditional treatment strategies have several side effects that inspire the development of novel anticancer agents derived from natural sources, like chalcone derivatives. For this investigation, twenty-three chalcones (4a-w) were synthesized and evaluated as antiproliferative agents against MCF-7 and Caco-2 cells, finding three and two compounds with similar or higher antiproliferative activity than daunorubicin, while only two chalcones showed better selectivity indexes than daunorubicin on MCF-7. From these results, we developed good-performance QSAR models (r > 0.850, q2>0.650), finding several structural features that could modify chalcone activity and selectivity. According to these models, chalcones 4w and 4t have high potency and selectivity against Caco-2 and MCF-7, respectively, which make them attractive candidates for hit-to-lead development of ROS-independent pro apoptotic agents.