Identification | Back Directory | [Name]
2'-FLUORO AEA | [CAS]
166100-37-4 | [Synonyms]
AFEA 2'-FLUORO AEA AEA, 2'-FLUORO -fluoroethylamide Arachidonyl-2&rsquo 2'-FLUORO ANANDAMIDE Arachidonoyl-2&rsquo ANANDAMIDE, 2'-FLUORO FLUOROETHYLEICOSATETRAENAMIDE Arachidonyl-2-fluoroethylamide ARACHIDONOYL 2'-FLUOROETHYLAMIDE N-(2-FLUOROETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE 5,8,11,14-Eicosatetraenamide, N-(2-fluoroethyl)-, (5Z,8Z,11Z,14Z)- | [Molecular Formula]
C22H36FNO | [MDL Number]
MFCD02259376 | [MOL File]
166100-37-4.mol | [Molecular Weight]
349.53 |
Hazard Information | Back Directory | [Description]
Arachidonoyl-2'-fluoroethylamide (2-fluoro AEA) is an analog of anandamide in which the alcohol of the ethanolamide group has been removed and replaced with a fluorine atom. This substitution adds considerably increased binding affinity for the CB1 receptor (Kis = 26.7 and 908 nM for CB1 and CB2, respectively). It also contributes additional selectivity, in that binding to CB2 is decreased relative to AEA.1 However, the in vivo activity of 2-fluoro AEA is enhanced much less than the binding affinity, because the analog remains a good substrate for FAAH and is rapidly hydrolyzed by this enzyme. | [Uses]
Arachidonoyl-2'-fluoroethylamide is a CB1 receptor agonist and an analog of Anandamide (A637220), which is an endogenous cannabinoid and TRPV1 receptor agonist. | [References]
1. Lin, S., Khanolkar, A.D., Fan, P., et al. Novel analogues of arachidonylethanolamide (anandamide): Affinities for the CB1 and CB2 cannabinoid receptors and metabolic stability J. Med. Chem. 41(27),5353-5361(1998). |
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