Please use this identifier to cite or link to this item:
|Title:||Synthesis and biological evaluation of New N-alkyl 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamides as cannabinoid receptor ligands||Authors:||Romano, Silvestri
GIUSEPPE LA, Regina
MAURO ANTONIO MARIA, Carai
MARCO GIULIO, Rozio
VINCENZO DI, Marzo
|Keywords:||Cannabinoid; Human recombinant CB receptor type 1; Pyrrole bioisoteres; Structure-activity relationships; Pharmacological studies||Issue Date:||2010||Project:||None||Journal:||EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY||Abstract:||
A series of N-alkyl 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamides were synthesized as new ligands of the human recombinant receptor hCB1. n-Alkyl carboxamides brought out different SARs from the branched subgroup. Unsubstituted pyrrole derivatives bearing a tert-alkyl chain at the 3-carboxamide nitrogen showed greater hCB1 receptor affinity than the corresponding unbranched compounds. In particular, the tert-butyl group as a chain terminal moiety strongly improved hCB1 receptor affinity (compound 24: Ki=45.6 nM; 29: Ki=37.5 nM). Acute administration of either compound 12 or 29 resulted in a specific, dose-dependent reduction in food intake in rats. Such results provide an useful basis for the design of new CB1 ligands.
|Appears in Collections:||Publications|
Show full item record
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.