13658-95-2Relevant academic research and scientific papers
Discovery of a novel series of quinolone α7 nicotinic acetylcholine receptor agonists
McDonald, Ivar M.,Mate, Robert A.,Zusi, F. Christopher,Huang, Hong,Post-Munson, Debra J.,Ferrante, Meredith A.,Gallagher, Lizbeth,Bertekap Jr., Robert L.,Knox, Ronald J.,Robertson, Barbara J.,Harden, David G.,Morgan, Daniel G.,Lodge, Nicholas J.,Dworetzky, Steven I.,Olson, Richard E.,MacOr, John E.
, p. 1684 - 1688 (2013/04/10)
High throughput screening led to the identification of a novel series of quinolone α7 nicotinic acetylcholine receptor (nAChR) agonists. Optimization of an HTS hit (1) led to 4-phenyl-1-(quinuclidin-3-ylmethyl) quinolin-2(1H)-one, which was found to be potent and selective. Poor brain penetrance in this series was attributed to transporter-mediated efflux, which was in turn due to high pKa. A novel 4-fluoroquinuclidine significantly lowered the pKa of the quinuclidine moiety, reducing efflux as measured by a Caco-2 assay.
1-Aryl-3-alkyl-1,4,5,6-tetrahydropyrimidinium salts. Part 2. Reactions with nucleophiles
Garcia, Maria B.,Zani, Mariana,Perillo, Isabel A.,Orelli, Liliana R.
, p. 2557 - 2572 (2007/10/03)
The reactivity of 1-aryl-3-alkyl-1,4,5,6-tetrahydropyrimidinium salts (1) towards nucleophiles was studied. Hydrolysis of salts (1) afforded initially compounds (2, kinetic products) through the corresponding amidinium hydroxides (4). The regioselectivity
