54643-79-7Relevant academic research and scientific papers
Synthesis and biological evaluation of 4-phenylquinazoline-2-carboxamides designed as a novel class of potent ligands of the translocator protein
Castellano, Sabrina,Taliani, Sabrina,Milite, Ciro,Pugliesi, Isabella,Da Pozzo, Eleonora,Rizzetto, Elisa,Bendinelli, Sara,Costa, Barbara,Cosconati, Sandro,Greco, Giovanni,Novellino, Ettore,Sbardella, Gianluca,Stefancich, Giorgio,Martini, Claudia,Da Settimo, Federico
, p. 4506 - 4510 (2012/09/08)
A series of novel 4-phenylquinazoline-2-carboxamides (1-58) were designed as aza-isosters of PK11195, the well-known 18 kDa translocator protein (TSPO) reference ligand, and synthesized by means of a very simple and efficient procedure. A number of these derivatives bind to the TSPO with Ki values in the nanomolar/subnanomolar range, show selectivity toward the central benzodiazepine receptor (BzR) and exhibit structure-affinity relationships consistent with a previously published pharmacophore/topological model of ligand-TSPO interaction.
Reactions of hydroxyglycines. New synthetic routes to 4-phenylquinazoline derivatives
Hoefnagel,Van Koningsveld,Van Meurs,Peters,Sinnema,Van Bekkum
, p. 6899 - 6912 (2007/10/02)
Reaction of hydroxyglycine with 2-aminobenzophenones gives 1,2-dihydro-4-phenyl-quinazoline-2-carboxylic acids in high yields and under mild conditions. These can be smoothly converted into the corresponding 3,4-dihydro isomers and into quinazoline derivatives via rearrangement and oxidation by air, respectively. The X-ray crystallographic structure of 6-chloro-1,2-dihydro-1-methyl-4-phenylquinazoline-2-carboxylic acid shows the carboxylate group at C(2) and the methyl group at N(1) to be in axial positions.
