132777-92-5Relevant academic research and scientific papers
Electrochemically promoted Friedel-Crafts acylation of aromatic compounds
Karthik,Kulangiappar,Marken, Frank,Kulandainathan, M. Anbu
, p. 2625 - 2627 (2008/09/18)
Friedel-Crafts acylation is carried out with several aromatic substrates in the presence of an electrochemically active aluminium anode to minimize the inorganic reagents. Only a catalytic amount of AlCl3 (5 mol %) is required to enable the anodic polarization of the aluminium electrode to promote continuous acylation. This process typically gave products in good yields (70-96%).
α-Methylation at benzylic fragment of N-aryl-N′-benzyl ureas provides TRPV1 antagonists with better pharmacokinetic properties and higher efficacy in inflammatory pain model
Gomtsyan, Arthur,Bayburt, Erol K.,Keddy, Ryan,Turner, Sean C.,Jinkerson, Tammie K.,Didomenico, Stanley,Perner, Richard J.,Koenig, John R.,Drizin, Irene,McDonald, Heath A.,Surowy, Carol S.,Honore, Prisca,Mikusa, Joe,Marsh, Kennan C.,Wetter, Jill M.,Faltynek, Connie R.,Lee, Chih-Hung
, p. 3894 - 3899 (2008/02/09)
SAR studies for N-aryl-N′-benzyl urea class of TRPV1 antagonists have been extended to cover α-benzyl alkylation. Alkylated compounds showed weaker in vitro potencies in blocking capsaicin activation of TRPV1 receptor, but possessed improved pharmacokinetic properties. Further structural manipulations that included replacement of isoquinoline core with indazole and isolation of single enantiomer led to TRPV1 antagonists like (R)-16a with superior pharmacokinetic properties and greater potency in animal model of inflammatory pain.
