See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

Arachidonoyl-2'-Fluoroethylamide

Cayman Chemical Item Number 90054

2'-fluoro Anandamide; 2'-fluoro AEA (CAS 166100-37-4)

Arachidonoyl-2'-Fluoroethylamide (CAS 166100-37-4)

See more

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. 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.

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 5353-5361 (1998).

Synonyms
  • 2'-fluoro Anandamide
  • 2'-fluoro AEA
Formal Name N-​(2-​fluoroethyl)-​5Z,​8Z,​11Z,​14Z-​eicosatetraenamide
CAS Number 166100-37-4
Molecular Formula C22H36FNO
Formula Weight 349.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
CCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N(CCF)​[H]​)​=O

Background Reading

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 5353-5361 (1998).

Arachidonoyl-2'-Fluoroethylamide is available in the following screening library:

Size Global Purchasing
5 mg See a distributor in your region for pricing
10 mg See a distributor in your region for pricing
50 mg See a distributor in your region for pricing
100 mg See a distributor in your region for pricing

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

1-Linoleoyl Glycerol
5(Z),8(Z),11(Z)-Eicosatrienoic Acid Ethanolamide
Arachidonoyl 2'-Chloroethylamide
Arachidonoyl Cyclopropylamide
Arachidonoyl Ethanolamide
Arvanil
Dihomo-γ-Linolenoyl Ethanolamide
Docosatetraenoyl Ethanolamide
Linoleoyl Ethanolamide
N-Arachidonoyl-3-hydroxy-γ-Aminobutyric Acid
Oleoyl Ethanolamide
oxy-Arachidonoyl Ethanolamide
Palmitoyl Ethanolamide
R-1 Methanandamide
R-2 Methanandamide
S-1 Methanandamide
S-2 Methanandamide
Stearoyl Ethanolamide
α-Linolenoyl Ethanolamide Exclusive
Show all 19 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?