Catalog Number: 1319
Alternate Names: Arachidonyl-2'-chloroethylamide
Chemical Name: N-(2-Chloroethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
Biological Activity
Potent and highly selective CB1 receptor agonist (Ki = 1.4 nM). Displays >1400-fold selectivity over CB2 receptors. Active in vivo.
Technical Data
  • M.Wt:
    365.99
  • Formula:
    C22H36ClNO
  • Solubility:
    Soluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 5mg/ml)
  • Storage:
    Store at -20°C
  • CAS No:
    220556-69-4
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Background References
  1. Pharmacology of cannabinoid receptor ligands.
    Pertwee
    Curr.Med.Chem., 1999;6:635
  2. Synthesis and characterization of potent and selective agonists of the neuronal cannabinoid receptor (CB1).
    Hillard et al.
    J.Pharmacol.Exp.Ther., 1999;289:1427
  3. Cannabinoid CB1 receptor agonists produce cerebellar dysfunction in mice.
    Patel et al.
    J.Pharmacol.Exp.Ther., 2001;297:629
Citations:

The citations listed below are publications that use Tocris products. Selected citations for ACEA include:

29 Citations: Showing 1 - 10
Filter your results:

  1. Bidirectional allosteric interactions between cannabinoid receptor 1 (CB1) and dopaminereceptor 2 long (D2L) heterotetramers.
    Authors: Bagher
    Eur J Pharmacol 2017;813:66
  2. A long-term treatment with arachidonyl-2''chloroethylamide combined with valproate increases neurogenesis in a mouse pilocarpine model of epilepsy.
    Authors: Andres-Mach
    Int J Mol Sci 2017;18(5):?E900
  3. Cannabinoid receptor 1 contributes to sprouted innervation in endometrial ectopic growth through mitogen-activated protein kinase activation.
    Authors: Han
    Brain Res 2017;1663:132
  4. Cannabinoid receptor subtype 2 (CB2R) agonist, GW405833 reduces agonist-induced Ca2+ oscillations in mouse pancreatic acinar cells
    Authors: Huang Et al.
    Scientific Reports 2016;6:29757
  5. The Orphan Nuclear Receptor ERR? Regulates Hepatic CB1 Receptor-Mediated Fibroblast Growth Factor 21 Gene Expression
    Authors: Jung Et al.
    PLoS One 2016;11:e0159425
  6. Pharmacological activation of CB2 receptors counteracts the deleterious effect of ethanol on cell proliferation in the main neurogenic zones of the adult rat brain.
    Authors: Rivera Et al.
    Front Cell Neurosci 2015;9:379
  7. Regional effects of endocannabinoid, BDNF and FGF receptor signalling on neuroblast motility and guidance along the rostral migratory stream.
    Authors: Zhou Et al.
    Br J Pharmacol 2015;64:32
  8. Hypothalamic POMC neurons promote cannabinoid-induced feeding.
    Authors: Koch Et al.
    Mol Cell Neurosci 2015;519:45
  9. Ligand-based virtual screening identifies a family of selective cannabinoid receptor 2 agonists.
    Authors: Gianella-Borradori Et al.
    Bioorg Med Chem 2015;23:241
  10. Inhibition of COX-2-mediated eicosanoid production plays a major role in the anti-inflammatory effects of the endocannabinoid N-docosahexaenoylethanolamine (DHEA) in macrophages.
    Authors: Meijerink Et al.
    J Neuroimmune Pharmacol 2015;172:24
  11. △(9)-Tetrahydrocannabinol treatment during human monocyte differentiation reduces macrophage susceptibility to HIV-1 infection.
    Authors: Williams Et al.
    J Neuroendocrinol 2014;9:369
  12. CB1 augments mGluR5 function in medial prefrontal cortical neurons to inhibit amygdala hyperactivity in an arthritis pain model.
    Authors: Ji and Neugebauer
    Eur J Neurosci 2014;39:455
  13. The calcium-sensitive σ-1 receptor prevents cannabinoids from provoking glutamate NMDA receptor hypofunction: implications in antinociception and psychotic diseases.
    Authors: Sánchez-Blázquez Et al.
    Nature 2014;17:1943
  14. Expression and functional relevance of cannabinoid receptor 1 in Hodgkin lymphoma.
    Authors: Benz Et al.
    PLoS One 2013;8:e81675
  15. CB1 cannabinoid receptors couple to focal adhesion kinase to control insulin release.
    Authors: Malenczyk Et al.
    J Biol Chem 2013;288:32685
  16. Opposing roles for cannabinoid receptor type-1 (CB1) and transient receptor potential vanilloid type-1 channel (TRPV1) on the modulation of panic-like responses in rats.
    Authors: Casarotto Et al.
    Int J Neuropsychopharmacol 2012;37:478
  17. Tonic and transient endocannabinoid regulation of AMPAergic miniature postsynaptic currents and homeostatic plasticity in embryonic motor networks.
    Authors: Gonzalez-Islas Et al.
    J Cell Biol 2012;32:13597
  18. Photoperiodic changes in endocannabinoid levels and energetic responses to altered signalling at CB1 receptors in Siberian hamsters.
    Authors: Ho Et al.
    J Neurosci 2012;24:1030
  19. Desensitization of transient receptor potential ankyrin 1 (TRPA1) by the TRP vanilloid 1-selective cannabinoid arachidonoyl-2 chloroethanolamine.
    Authors: Ruparel Et al.
    Mol Cancer 2011;80:117
  20. Development and characterization of immobilized cannabinoid receptor (CB1/CB2) open tubular column for on-line screening.
    Authors: Moaddel Et al.
    Anal Biochem 2011;412:85
  21. Epistatic and functional interactions of catechol-o-methyltransferase (COMT) and AKT1 on neuregulin1-ErbB signaling in cell models.
    Authors: Sei Et al.
    PLoS One 2010;5:e10789
  22. Cannabinoid inhibition of macrophage migration to the trans-activating (Tat) protein of HIV-1 is linked to the CB(2) cannabinoid receptor.
    Authors: Raborn and Cabral
    J Pharmacol Exp Ther 2010;333:319
  23. Small intestinal cannabinoid receptor changes following a single colonic insult with oil of mustard in mice.
    Authors: Kimball Et al.
    Front Pharmacol 2010;1:132
  24. Gz mediates the long-lasting desensitization of brain CB1 receptors and is essential for cross-tolerance with morphine.
    Authors: Garzón Et al.
    Mol Pain 2009;5:11
  25. Effect of the CB(1) receptor antagonists rimonabant and AM251 on the firing rate of dorsal raphe nucleus neurons in rat brain slices.
    Authors: Mendiguren and Pineda
    Br J Pharmacol 2009;158:1579
  26. Endogenous cannabinoids induce fever through the activation of CB1 receptors.
    Authors: Fraga Et al.
    Neuropsychopharmacology 2009;157:1494
  27. The cannabinoid delta-9-tetrahydrocannabinol mediates inhibition of macrophage chemotaxis to RANTES/CCL5: linkage to the CB2 receptor.
    Authors: Raborn Et al.
    J Neuroimmune Pharmacol 2008;3:117
  28. Effects of cannabinoid receptor-2 activation on accelerated gastrointestinal transit in lipopolysaccharide-treated rats.
    Authors: Mathison Et al.
    Br J Pharmacol 2004;142:1247
  29. The FGF receptor uses the endocannabinoid signaling system to couple to an axonal growth response.
    Authors: Williams Et al.
    Mol Pharmacol 2003;160:481
Expand to show all 29 Citations

Have you used ACEA?

Submit a review and receive a $25US/€18/£15/$25CAN amazon gift card if you include an image - $10US/€7/£6/$10CAN Amazon card for reviews without an image. Limited to verified customers in USA, Canada and Europe.

Tocris Bioscience is the leading supplier of novel and exclusive tools for life science research with over 30 years' experience in the industry. Tocris is a Bio-Techne brand.

Order Details

Note:

Contact Information

Calculators

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

R&D Systems Guarantee

or select another batch: 

Feedback

Customer Information