16216-13-0

Basic information

• Product Name: 2'-METHYL-2-PHENYLACETOPHENONE
• Synonyms: 2'-METHYL-2-PHENYLACETOPHENONE
• CAS NO: 16216-13-0
• Molecular Formula: C₁₅H₁₄O
• Molecular Weight: 210.27
• Mol File: 16216-13-0.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 337.5°C at 760 mmHg
• Flash Point: 144.8°C
• Appearance: /
• Density: 1.062g/cm³
• Vapor Pressure: 0.000105mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: 2'-METHYL-2-PHENYLACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-METHYL-2-PHENYLACETOPHENONE(16216-13-0)
• EPA Substance Registry System: 2'-METHYL-2-PHENYLACETOPHENONE(16216-13-0)

Safety Data

• Hazardous Substances Data: 16216-13-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14O/c1-12-7-5-6-10-14(12)15(16)11-13-8-3-2-4-9-13/h2-10H,11H2,1H3

Upstream product

• 933-88-0 ortho-toluoyl chloride 
• 6921-34-2 benzylmagnesium chloride 
• 16419-60-6 2-Methylphenylboronic acid 
• 140-29-4 phenylacetonitrile 
• 527-85-5 o-Methylbenzamid 
• 87-24-1 ethyl 2-methylbenzoate 
• 529-19-1 2-Methylbenzonitrile 
• 460-19-5 ethanedinitrile 
• 118-90-1 ortho-methylbenzoic acid 
• 103-82-2 phenylacetic acid 
• 90564-68-4 1-(1-azidovinyl)-2-methylbenzene 
• 100-63-0 phenylhydrazine 
• 2093-46-1 2-methylphenyl diazonium tetrafluoroborate 
• 4747-15-3 1-(2-methoxyvinyl)benzene 

Downstream Products

• 36374-51-3 2-(Phenylacetyl)phenylessigsaeure 
• 1283118-43-3 4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-5-phenyl-6-o-tolyl-3,4-dihydropyrimidin-2(1H)-one 
• 74942-22-6 5-phenyl4-(o-tolyl)thiazole 
• 74942-21-5 2-amino-5-phenyl-4-(o-tolyl)thiazole 

Relevant articles and documents

-

-

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.

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.