97634-00-9Relevant academic research and scientific papers
Metal-Free Synthesis of 2-Substituted Quinolines via High Chemoselective Domino Condensation/Aza-Prins Cyclization/Retro-Aldol between 2-Alkenylanilines with β-Ketoesters
Nan, Jiang,Chen, Pu,Zhang, Yuxin,Yin, Yun,Wang, Bo,Ma, Yangmin
, p. 14042 - 14054 (2020/11/13)
A highly chemoselective domino condensation/aza-Prins cyclization/retro-aldol between 2-alkenylanilines with β-dicarbonyl compounds under metal-free conditions was accomplished, giving a large category of valuable 2-substituted quinolines in good yields with excellent functional group toleration. This newly established process, adopting β-ketoesters as masked C1 synthons via C-C cleavage, could even be simplified into a three-component [3 + 2 + 1] domino version consisting of exceedingly low-priced commercial starting materials. The synthetic application of products was exemplified by several intriguing chemical operations.
Mapping and fitting the peripheral benzodiazepine receptor binding site by carboxamide derivatives. Comparison of different approaches to quantitative ligand-receptor interaction modeling
Anzini,Cappelli,Vomero,Seeber,Menziani,Langer,Hagen,Manzoni,Bourguignon
, p. 1134 - 1150 (2007/10/03)
The synthetic-computational approach to the study of the binding site of peripheral benzodiazepine receptor (PBR) ligands related to 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide (PK11195, 1) within their receptor (Cappelli et a
Design, Synthesis, and Pharmacological Activities of 2-Substituted 4-Phenylquinolines as Potential Antidepressant Drugs
Alhaider, Abdulqader A.,Abbdelkader, M. Atef,Lien, Eric J.
, p. 1394 - 1398 (2007/10/02)
This work represents the design, synthesis, and pharmacological testing of 4-phenylquinoline derivatives as potential antidepressants.Various modifications of substituents at the 2-position of the quinoline ring were tried, and two main series of derivatives were synthesized.In the first series, an open (dialkylamino)alkyl chain is linked to the 2-position of the quinoline ring by isosteres.The second approach involved the synthesis of a novel analogue of trazodone with a 4-phenylquinoline grouping replacing the chlorophenyl group of trazodone.The potential antidepressant activity of these new compounds has been demonstrated by their antagonism to the reserpine-induced hypothermia in mice.Both length of the side chain and isosteric displacements within the side chain affect the value of the ED50 obtained.Compounds having three atoms separating the terminal nitrogen from the quinoline ring were found to be more active than those with four atoms.The 2-thia derivatives were devoid of antidepressant activity.Replacement of the open side chain at the 2-position of the quinoline ring by piperazine or substituted piperazines resulted in new compounds that are slightly more potent than imipramine.
