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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Arachidonoyl 2'-Chloroethylamide

Cayman Chemical Item Number 91054

2'-chloro-AEA; ACEA (CAS 220556-69-4)

Arachidonoyl 2'-Chloroethylamide (CAS 220556-69-4)

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Description

Anandamide (AEA) was the first endogenous cannabinoid to be isolated and characterized as an agonist acting on the same receptors (CB1 and CB2) as tetrahydrocannabinol (THC).1,2 Arachidonoyl 2-chloroethylamide (ACEA) is a potent, stable, and selective agonist analog of AEA. ACEA has an Ki of 1.4 nM at the isolated rat CB1 receptor, and is 1,400 times more potent at the CB1 compared with the CB2 receptor.3 In whole animal experiments, ACEA induces hypothermia in mice with the same efficacy as AEA, in spite of its much higher affinity for the CB1 receptor. These data have been interpreted to indicate that ACEA may be a substrate for fatty acid amide hydrolase (FAAH), and thus only transiently available in whole animal experiments.3

1 Devane, W.A., Hanus, L., Breuer, A., et al. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258 1946-1949 (1992).

2 Felder, C.C., Briley, E.M., Axelrod, J., et al. Anandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction. Proc Natl Acad Sci USA 90 7656-7660 (1993).

3 Hillard, C.J., Manna, S., Greenberg, M.J., et al. Synthesis and characterization of potent and selective agonists of the neuronal cannabinoid receptor (CB1). J Pharmacol Exp Ther 289 1427-1433 (1999).

Synonyms
  • 2'-chloro-AEA
  • ACEA
Formal Name N-​(2-​chloroethyl)-​5Z,​8Z,​11Z,​14Z-​eicosatetraenamide
CAS Number 220556-69-4
Molecular Formula C22H36ClNO
Formula Weight 366.0
Formulation A solution in methyl acetate
Purity >96%
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​NCCCl

Background Reading

Devane, W.A., Hanus, L., Breuer, A., et al. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258 1946-1949 (1992).

Felder, C.C., Briley, E.M., Axelrod, J., et al. Anandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction. Proc Natl Acad Sci USA 90 7656-7660 (1993).

Hillard, C.J., Manna, S., Greenberg, M.J., et al. Synthesis and characterization of potent and selective agonists of the neuronal cannabinoid receptor (CB1). J Pharmacol Exp Ther 289 1427-1433 (1999).

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

Size Price Quantity Subtotal
5 mg $28.00 $0.00
10 mg $53.00 $0.00
25 mg $126.00 $0.00
50 mg $224.00 $0.00
Bulk Contact
Cart Total $0.00

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

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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