Synthesis and pharmacological evaluation of a new 2-azabicyclo[3.3.0]octane derivative

• Main Authors: Peçanha Emerson P., Fraga Carlos A. M., Barreiro Eliezer J., Braga Maria F. M., Pereira Edna F. R., Albuquerque Edson X.
• Format: Article
• Language: English
• Published: Sociedade Brasileira de Química 2001-01-01
• Series: Journal of the Brazilian Chemical Society
• Subjects: 2-azabicyclo[3.3.0]octane derivatives; diastereoselective reductive-amination/cyclization one-pot process; nebracetam analog
• Online Access: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532001000300013
• ISSN: 0103-5053

As part of a research program aiming at the design, synthesis and pharmacological evaluation of a novel lead-candidates of neuroactive compounds, we describe herein the synthesis and the central profile of a new nebracetam analog having a 2-aza-bicyclo[3.3.0]octane system. The new derivative, designed on the basis of the conformational restriction concept, was synthesized in good yields exploring a diastereoselective reductive-amination and cyclization one-pot sequence. The pharmacological profile of this new compound, investigated by using path-clamp techniques on neurons of the CNS, indicated no effects on these cells.