Synthesis and CB1 cannabinoid receptor affinity of 4-alkoxycarbonyl-1,5-diaryl-1,2,3-triazoles.
A series of 4-alkoxycarbonyl-1,5-diaryl-1,2,3-triazoles were synthesized regioselectively using click chemistry and evaluated at CB1 cannabinoid receptors. The n-propyl ester 11 (K(i)=4.6 nM) and phenyl ester 14 (K(i)=11 nM) exhibited the most potent affinity of the series.
Shu
Hong
H
Department of Chemistry, University of New Orleans, 2000 Lakeshore Drive, New Orleans, LA 70148, USA.
Izenwasser
Sari
S
Wade
Dean
D
Stevens
Edwin D
ED
Trudell
Mark L
ML
D002490:Central Nervous System / Q000378:metabolism; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D004952:Esters; D005786:Gene Expression Regulation; D006801:Humans; D007700:Kinetics; D008024:Ligands; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D011485:Protein Binding; D011720:Pyrazoles / Q000737:chemistry; D043884:Receptor, Cannabinoid, CB1 / Q000378:metabolism*; D014230:Triazoles / Q000037:antagonists & inhibitors* / Q000138:chemical synthesis*
D004952:Esters; D008024:Ligands; D011720:Pyrazoles; D043884:Receptor, Cannabinoid, CB1; D014230:Triazoles