(S)-(+)-Linoleyl-2'-Hydroxy-1'-Propylamide

N-Acyl ethanolamines (NAEs) have diverse biological actions that are strongly affected by the associated acyl group. Linoleoyl ethanolamide (LOEA) has potential signaling roles in aging and neurological functioning.^1,2 LOEA has a weak affinity for cannabinoid (CB) receptors (K_i = 10, 25 μM for CB₁, CB₂, respectively) and inhibits voltage-gated K⁺ channels.^3,4 LOEA also inhibits fatty acid amide drolase (FAAH; K_i = 9 μM) and is drolyzed by FAAH.^5,6 (S)-(+)-Linoleyl-2'-droxy-1'-propylamide is a homolog of LOEA, characterized by the addition of an (S)-β-metl group at the terminal ethanolamine carbon. A similar modification of arachidonoyl ethanolamide to produce S-2 methanandamide imparts higher affinity for the CB receptor.⁷ The psiological actions of this compound have not been evaluated.