1025054-90-3Relevant articles and documents
Development of 4-Heteroarylamino-1′-azaspiro[oxazole-5,3′-bicyclo[2.2.2]octanes] as α7 Nicotinic Receptor Agonists
Hill, Matthew D.,Fang, Haiquan,King, H. Dalton,Iwuagwu, Christiana I.,McDonald, Ivar M.,Cook, James,Zusi, F. Christopher,Mate, Robert A.,Knox, Ronald J.,Post-Munson, Debra,Easton, Amy,Miller, Regina,Lentz, Kimberley,Clarke, Wendy,Benitex, Yulia,Lodge, Nicholas,Zaczek, Robert,Denton, Rex,Morgan, Daniel,Bristow, Linda,Macor, John E.,Olson, Richard
supporting information, p. 133 - 137 (2017/12/12)
We describe the synthesis of quinuclidine-containing spiroimidates and their utility as α7 nicotinic acetylcholine receptor (nAChR) partial agonists. A convergent synthetic route allowed for rapid SAR investigation and provided a diverse set of fused 6,5-heteroaryl analogs. Two potent and selective α7 nAChR partial agonists, (1′S,3′R,4′S)-N-(7-bromopyrrolo[2,1-f ][1,2,4]triazin-4-yl)-4H-1′-azaspiro[oxazole-5,3′-bicyclo[2.2.2]octan]-2-amine (20) and (1′S,3′R,4′S)-N-(7-chloropyrrolo[2,1-f ][1,2,4]triazin-4-yl)-4H-1′-azaspiro[oxazole-5,3′-bicyclo[2.2.2]octan]-2-amine (21), were identified. Both agonists improved cognition in a preclinical rodent model of learning and memory. Additionally, 5-HT3A receptor SAR suggested the presence of a steric site that when engaged led to significant loss of affinity at that receptor.
Phenylethynyl-pyrrolo[1,2-a]pyrazine: A new potent and selective tool in the mGluR5 antagonists arena
Micheli, Fabrizio,Bertani, Barbara,Bozzoli, Andrea,Crippa, Luca,Cavanni, Paolo,Di Fabio, Romano,Donati, Daniele,Marzorati, Paola,Merlo, Giancarlo,Paio, Alfredo,Perugini, Lorenzo,Zarantonello, Paola
, p. 1804 - 1809 (2008/09/20)
The synthesis and the structure activity of a new series of pyrrolo[1,2-a]pyrazine is reported. These molecules are potent and selective non-competitive mGluR5 antagonists and may shed new light on the pattern of substitution tolerated by this receptor.