86839-10-3

Upstream product

• 874-60-2 4-methyl-benzoyl chloride 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 

Downstream Products

• 86839-14-7 p-Toluylsaeure-(α-hydroxy-α-phenyl-o-toluidid) 
• 65817-55-2 2-(4-methylphenyl)-3-phenylindole 
• 345935-68-4 4-phenyl-2-(p-tolyl)-4H-3,1-benzoxazine 
• 86839-38-5 2-Ethoxy-1-methyl-4-phenyl-2-p-tolyl-1,2-dihydro-4H-3,1-benzoxazin 
• 86839-46-5 r-2-Ethoxy-t-3-hydroxy-1-methyl-3-phenyl-2-p-tolylindolin 
• 1349134-29-7 C₂₇H₂₁NO₂ 
• 1349134-32-2 C₂₈H₂₃NO₂ 
• 1349134-27-5 C₂₈H₂₃NO₃ 
• 1343483-67-9 C₂₂H₁₉NO₃ 
• 1343483-61-3 C₂₃H₁₉NO₄ 

Relevant academic research and scientific papers

Chiral Phosphoric Acid Catalyzed Kinetic Resolution of 2-Amido Benzyl Alcohols: Asymmetric Synthesis of 4H-3,1-Benzoxazines

An efficient method for the asymmetric synthesis of 4H-3,1-benzoxazines was developed by kinetic resolution of 2-amido benzyl alcohols using chiral phosphoric acid catalyzed intramolecular cyclizations. A broad range of benzyl alcohols (both secondary and tertiary alcohols) were kinetically resolved with high selectivities, with an s factor of up to 94. Mechanistic studies were performed to elucidate the mechanism of these reactions, wherein the amide moieties reacted as the electrophiles. Gram-scale reaction and facile transformations of the chiral products demonstrate the potential of this method in asymmetric synthesis of biologically active chiral heterocycles.

COX-1/COX-2 inhibitors based on the methanone moiety

This paper focuses on the synthesis and the in vitro testing of dual COX-1/COX-2 inhibitors. Starting from structures of non-steroidal anti-inflammatory drugs (NSAIDs) the diaryl methanone element was chosen as a lead. Modifications were carried out on this scaffold to obtain potent inhibitors of the COX enzymes. The N-(2-aroylphenyl)sulphonamides and -amides were studied in detail, and to consolidate the data evaluated the corresponding 3- and 4-regioisomers were also investigated. The potency and the enzyme selectivity were varied by structural modifications of the lead.