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O-689

O-689 Structure
  • ₹19723.15
  • Product name: O-689
  • CAS: 166100-39-6
  • MF: C23H38FNO
  • MW: 363.55
  • EINECS:200-578-6
  • MDL Number:MFCD01862615
  • 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
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Brand

  • Sigma-Aldrich(India)

Package

  • 5MG
  • ManufacturerSigma-Aldrich(India)
  • Product numberM1438
  • Product description(±)-2-Methylarachidonoyl-2′-fluoroethylamide ≥95%, ethanol solution
  • Packaging5MG
  • Price₹19723.15
  • Updated2022-06-14
  • Buy
Manufacturer Product number Product description Packaging Price Updated Buy
Sigma-Aldrich(India) M1438 (±)-2-Methylarachidonoyl-2′-fluoroethylamide ≥95%, ethanol solution 5MG ₹19723.15 2022-06-14 Buy

Properties

Boiling point :503.6±50.0 °C(Predicted)
Density :0.921±0.06 g/cm3(Predicted)
Flash point :14 °C
storage temp. :−20°C
solubility :DMF: >10 mg/ml; DMSO: >30 mg/ml; Ethanol: >100 mg/ml; Ethanol:PBS (1:2): 8.5 mg/ml; PBS (pH 7.2): <100 μg/ml
pka :14.98±0.46(Predicted)
form :ethanol solution

Safety Information

Symbol(GHS): GHS hazard pictogramsGHS hazard pictograms
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger GHS hazard pictograms P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
Precautionary statements:
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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.

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