Synthesis and biological evaluation of new N-alkyl 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamides as cannabinoid receptor ligands.

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. After 10 mg/kg ip injection of 12, plasma and brain levels grew rapidly and exposure in the two compartments was very similar over time. Acute administration of compounds 12 and 29 resulted in comparable reduction in food intake in rats; however, 29 exhibited longer-lasting reducing effect.