O-689

Base Information

• Chemical Name: O-689
• CAS No.: 166100-39-6
• Molecular Formula: C23H38FNO
• Molecular Weight: 363.55
• Mol file: 166100-39-6.mol

Synonyms:(+/-)-N-(2-FLUOROETHYL)-2-METHYL-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE;O-689;(+/-)-2-METHYLARACHIDONOYL-2-FLUOROETHYLAMIDE;(+/-)-2-METHYLARACHIDONYL-2-FLUOROETHYLAMIDE;2-METHYL-2-FLUORO AEA;F-2-ME-AN;FLUOROMETHANANDAMIDE;(+/-)-2-METHYLARACHIDONOLY-2*-FLUOROETHYLAMIDE

Chemical Property of O-689

Chemical Property:

• Boiling Point: 503.6 °C at 760 mmHg
• PKA: 14.98±0.46(Predicted)
• Flash Point: 258.4 °C
• PSA: 29.10000
• Density: 0.921g/cm³
• LogP: 6.85470
• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

(±)-2-Methylarachidonoyl-2′-fluoroethylamide ≥95%, ethanol solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R11-36/37/38:
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 7-16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: (±)-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. 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.