1533-04-6

Usage

Uses

Used in Pharmaceutical Industry:
2-PHENYL-3'-TRIFLUOROMETHYLACETOPHENONE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to be incorporated into complex molecular structures, contributing to the development of new drugs with specific therapeutic properties.
Used in Fragrance Industry:
This acetophenone is used as a building block in the creation of fragrances, where its unique chemical structure can contribute to the formation of novel scents and enhance the overall composition of perfumes and other scented products.
Used in Agrochemical Industry:
2-PHENYL-3'-TRIFLUOROMETHYLACETOPHENONE is utilized in the synthesis of agrochemicals, where its reactivity and functional groups can be leveraged to develop new compounds with applications in pest control, crop protection, and other agricultural areas.
Used in Organic Chemistry Research:
As a research tool, 2-PHENYL-3'-TRIFLUOROMETHYLACETOPHENONE is employed in the study of organic chemistry to explore its reactivity, investigate its potential in forming new chemical bonds, and understand its role in various chemical reactions.
Used in Drug Development:
In the field of drug development, 2-PHENYL-3'-TRIFLUOROMETHYLACETOPHENONE serves as a valuable building block for the creation of new pharmaceutical agents, where its unique structure can be manipulated to target specific biological pathways and diseases.

InChI:InChI=1/C15H11F3O/c16-15(17,18)13-8-4-7-12(10-13)14(19)9-11-5-2-1-3-6-11/h1-8,10H,9H2

Upstream product

• 100-39-0 benzyl bromide 
• 2251-65-2 3-(Trifluoromethyl)benzoyl chloride 
• 100-52-7 benzaldehyde 
• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 454-87-5 3-(trifluoromethyl)benzenediazonium tetrafluoroborate 
• 108-86-1 bromobenzene 
• 349-76-8 3'-(trifluoromethyl)acetophenone 
• 126309-76-0 1-(2-phenylethynyl)-3-(trifluoromethyl)benzene 
• 103-82-2 phenylacetic acid 
• 2557-13-3 3-trifluoromethylbenzoic acid methyl ester 
• 454-92-2 3-(trifluoromethyl)benzoic acid 
• 62673-31-8 benzyl(bromo)zinc 
• 368-77-4 3-trifluoromethylbenzonitrile 
• 6921-34-2 benzylmagnesium chloride 

Downstream Products

• 132227-16-8 1,3-dihydro-3-hydroxy-3-<2-(3-trifluoromethylphenyl)-2'-oxoethyl>indol-2(H)-one 
• 40103-85-3 1-(3-(trifluoromethyl)phenyl)-2-phenylethane-1,2-dione 
• 132227-13-5 1,3-dihydro-3-<2-(3-trifluoromethylphenyl)-2-(1-phenyl-3-oxopyrazol-3-ylimino)ethylidene>indol-2(H)-one 
• 132227-14-6 2-phenyl-5-(3-trifluoromethylphenyl)-11H-pyrazolo<3',4':2,3>azepino-<4,5-b>indol-1(2H)-one 
• 132227-11-3 1,3-dihydro-3-<2-(3-trifluoromethylphenyl)-2-oxoethylidene>indol-2(H)-one 

Relevant academic research and scientific papers

Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents

We describe the use of phenyl trimethylammonium iodide (PhMe3NI) as an alternative methylating agent for introducing a CH3group in α-position to a carbonyl group. Compared to conventional methylating agents, quaternary ammonium salts have the advantages of being nonvolatile, noncancerogenic, and easy-to-handle solids. This regioselective method is characterized by ease of operational setup, use of anisole as green solvent, and yields up to 85%.

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

Ring size and nothing else matters: unusual regioselectivity of alkyne hydration by NHC gold(i) complexes

We have investigated the role of ring sizes and substituents in NHC ligands in some (NHC)Au(i) complexes in the hydration of internal alkynes. Despite the fact that using (NHC)Au(i) complexes in the hydration of diarylacetylenes leads to Markovnikov-type products, the precise tuning of ligands allows changing the regioselectivity in arylalkylacetylene hydration to the anti-Markovnikov-type.

Oxaprozin Analogues as Selective RXR Agonists with Superior Properties and Pharmacokinetics

The retinoid X receptors (RXR) are ligand-activated transcription factors involved in multiple regulatory networks as universal heterodimer partners for nuclear receptors. Despite their high therapeutic potential in many pathologies, targeting of RXR has only been exploited in cancer treatment as the currently available RXR agonists suffer from exceptional lipophilicity, poor pharmacokinetics (PK), and adverse effects. Aiming to overcome the limitations and to provide improved RXR ligands, we developed a new potent RXR ligand chemotype based on the nonsteroidal anti-inflammatory drug oxaprozin. Systematic structure-activity relationship analysis enabled structural optimization toward low nanomolar potency similar to the well-established rexinoids. Cocrystal structures of the most active derivatives demonstrated orthosteric binding, and in vivo profiling revealed superior PK properties compared to current RXR agonists. The optimized compounds were highly selective for RXR activation and induced RXR-regulated gene expression in native cellular and in vivo settings suggesting them as excellent chemical tools to further explore the therapeutic potential of RXR.

Catalytic decarboxylative cross-ketonisation of aryl- and alkylcarboxylic acids using iron catalysts

In the presence of catalytic amounts of magnetite nanopowder, mixtures of aromatic and aliphatic carboxylic acids are converted selectively into the corresponding aryl alkyl ketones. As by-products, only carbon dioxide and water are released. This catalytic cross-ketonisation allows the regioselective acylation of aromatic systems and, thus, represents a sustainable alternative to Friedel-Crafts acylations.

Catalytic Decarboxylative Cross-Ketonisation of Aryl- and Alkylcarboxylic Acids using Magnetite Nanoparticles

In the presence of catalytic amounts of magnetite nanopowder, mixtures of aromatic and aliphatic carboxylic acids are converted selectively into the corresponding aryl alkyl ketones. As by-products, only carbon dioxide and water are released. This catalytic cross-ketonisation allows the regioselective acylation of aromatic systems and, thus, represents a sustainable alternative to Friedel-Crafts acylations.

Structure-activity relationship (SAR) investigations of substituted imidazole analogs as TRPV1 antagonists

A novel series of 4,5-biarylimidazoles as TRPV1 antagonists were designed based on the previously reported 4,6-disubstituted benzimidazole series. The analogs were evaluated for their ability to block capsaicin- or acid-induced calcium influx in TRPV1-expressing CHO cells. These studies led to the identification of a highly potent and orally bioavailable TRPV1 antagonist, imidazole 33.