An analog of AEA in which the alcohol of the ethanolamide group has been replaced with a fluorine atom

(±)-2-Methyl Arachidonoyl-2′-Fluoroethylamide – 10 mg

Brand:
Cayman
CAS:
166100-39-6
Storage:
-20
UN-No:
De Minimis - 1170 / 3

(±)-2-Methyl arachidonoyl-2′-fluoroethylamide (2-Methyl-2′-fluoro AEA) is an analog of anandamide (AEA) in which the alcohol of the ethanolamide group has been removed and replaced with a fluorine atom. This substitution confers considerably increased binding affinity for the CB1 receptor (Ki = 5.7 nM in rat brain). It also confers additional selectivity, in that binding to CB2 is decreased relative to AEA.{7422} 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. 2-Methyl-2′-fluoro AEA is further modified by the addition of an α-methyl group at the C-2 position of arachidonic acid. This substitution confers enhanced metabolic stability. 2-Methyl-2′-fluoro AEA can fully substitute for Δ9-THC in animal self-administration tests, whereas AEA and 2-fluoro AEA cannot.{8152}  

 

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SKU: 90055 - 10 mg Category:

Description

An analog of AEA in which the alcohol of the ethanolamide group has been replaced with a fluorine atom, which increases the binding affinity and selectivity for the CB1 receptor (Ki = 5.7 nM in rat brain); in vivo activity is enhanced much less than the binding affinity, because the analog is rapidly hydrolyzed by AEA; the addition of an α-methyl group at the C-2 position of arachidonic acid confers enhanced metabolic stability; can fully substitute for Δ9-THC in animal self-administration tests, whereas AEA and 2-fluoro AEA cannot

Formal name: (±)-N-(2-fluoroethyl)-2-methyl-5Z,8Z,11Z,14Z-eicosatetraenamide

Synonyms:  2-methyl-2′-fluoro AEA|2-Methyl-2′-fluoro Anandamide|O-689

Molecular weight: 363.6

CAS: 166100-39-6

Purity: ≥95%

Formulation: A solution in ethanol

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