1191446-36-2Relevant academic research and scientific papers
Synthesis and anticonvulsant activity of novel 2,6-diketopiperazine derivatives. Part 2: Perhydropyrido[1,2-a]pyrazines
Dawidowski, MacIej,Herold, Franciszek,Chodkowski, Andrzej,Kleps, Jerzy
scheme or table, p. 347 - 353 (2012/03/22)
A new series of chiral pyrido[1,2-a]pyrazine derivatives was synthesised and evaluated in in vivo animal models of epilepsy. A significant influence of the stereochemistry of the pyrido[1,2-a]pyrazine framework on the pharmacological activity was observed
The synthesis and conformational analysis of optical isomers of 4-phenyl-perhydropyrido[1,2-a]pyrazine-1,3-dione: an example of 'solid state-frozen' dynamics in nitrogen-bridged bicyclic 2,6-diketopiperazines
Dawidowski, Maciej,Herold, Franciszek,Wilczek, Marcin,Kleps, Jerzy,Wolska, Irena,Turlo, Jadwiga,Chodkowski, Andrzej,Widomski, Pawel,Bielejewska, Anna
experimental part, p. 1759 - 1766 (2009/12/28)
The synthesis, chemical properties, and conformational analysis of enantiopure (4R,9aS)-, (4S,9aR)-, (4S,9aS)-, and (4R,9aR)-4-phenyl-perhydropyrido[1,2-a]pyrazine-1,3-diones having potential biological activity are described. An interesting example of the coexistence of two invertomers of the (4R,9aR)-diastereomer in a single crystal unit cell is reported. The invertomers differ in the cis/trans-relationship between the fused rings and in the absolute configuration at the chiral nitrogen atom. The structure and equilibrium distributions of the respective conformers have been determined by NMR spectroscopy in both polar and non-polar solvents at various temperatures. The NMR spectra show that dynamic processes in the imide parts of the interconverting species are restrained by self-aggregation. The (4S,9aR)-diastereomer exists in a single conformation with insignificant dynamic effects.
