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

N-Acyl ethanolamines 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.{19623,11177} LOEA has a weak affinity for cannabinoid (CB) receptors (Ki = 10, 25 ?M for CB1, CB2, respectively). {7422} Although hydrolized by fatty acid amide hydrolase (FAAH; Ki = 9 ?M) it also inhibits FAAH and inhibits voltage-gated K+ channels.{7422,7251,3922,13859} (R)-(+)-Linoleyl-1’-hydroxy-2’-propylamide is a homolog of LOEA, characterized by the addition of an (R)-a-methyl group at the methylene carbon adjacent to the amide nitrogen. A similar modification of arachidonoyl ethanolamide (Item No. 90050) to produce R-1 methanandamide (Item No. 90070) imparts higher affinity for the CB receptor as well as improved metabolic stability.{1092} The physiological actions of this compound have not been evaluated.