Development of fluorinated CB(2) receptor agonists for PET studies.
Basic Information
ID: ALA3091446
Journal: Bioorg Med Chem
Title: Development of fluorinated CB(2) receptor agonists for PET studies.
Authors: Lueg C, Schepmann D, Günther R, Brust P, Wünsch B.
Abstract: A convergent strategy was followed to modify systematically carbazole based CB(2) receptor ligands. The length of the N-(fluoroalkyl) group (n in 7), the length of the alkanamide (m in 7) and the substitution pattern of the phenyl moiety (X and Y in 7) were varied systematically. The highest CB(2) affinity was found for the 2-fluoroethyl substituted carbazole derivative 20a (Ki=5.8nM) containing the propionamide and the 2-bromo-4-fluorophenyl moiety. According to docking studies 20a fits nicely into the binding pocket of the CB(2) receptor, but elongation of the fluoroethyl side chain leads to a different binding mode of the ligands. The high CB(2) affinity together with the high selectivity over the CB(2) subtype qualifies the fluoroethyl derivative 20a to be developed as a PET tracer.
CiteXplore: 24139843
DOI: 10.1016/j.bmc.2013.09.040
Patent ID: ┄