1030328-96-1Relevant articles and documents
Synthesis of new trisubstituted 4-aminopiperidines as PAF-receptor antagonists
Benmehdi, Houcine,Lamouri, Aazdine,Serradji, Nawal,Pallois, Frederique,Heymans, Francoise
, p. 299 - 307 (2008)
Two novel classes of 4-aminopiperidines substituted in the 3-position by groups bearing either a carbamate or a ureido function have been synthesized from ethyl 4-oxo-3-piperidinecarboxylate and 3,3′-iminobis(propanenitrile) , respectively. The key step in this synthesis, the reduction of the piperidinic β-enamino ester or nitrile, occurred readily. In contrast to published works, the free primary amines could be isolated from the corresponding β-amino ester or nitrile. Regioselective amidification of the amino group offered two pairs of diastereoisomers which were successfully separated and identified. Measurement of PAF-receptor antagonist activity gave interesting results with an IC50 close to the micromolar. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.