ACEA

Catalog # Availability Size / Price Qty
1319/5
1319/25
ACEA | CAS No. 220556-69-4 | Cannabinoid R1/CB1 Agonists
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Description: Potent and highly selective CB1 agonist
Alternative Names: Arachidonyl-2'-chloroethylamide

Chemical Name: N-(2-Chloroethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide

Purity: ≥98%

Product Details
Citations (36)
Supplemental Products
Reviews

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)
Purity:
≥98%
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.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

  1. Pharmacology of cannabinoid receptor ligands.
    Pertwee
    Curr.Med.Chem., 1999;6:635
  2. Cannabinoid CB1 receptor agonists produce cerebellar dysfunction in mice.
    Patel et al.
    J.Pharmacol.Exp.Ther., 2001;297:629
  3. Synthesis and characterization of potent and selective agonists of the neuronal cannabinoid receptor (CB1).
    Hillard et al.
    J.Pharmacol.Exp.Ther., 1999;289:1427

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Citations for ACEA

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

36 Citations: Showing 1 - 10

  1. Dual mechanism of TRKB activation by anandamide through CB1 and TRPV1 receptors.
    Authors: Diniz Et al.
    PeerJ  2019;7:e6493
  2. On the influence of cannabinoids on cell morphology and motility of glioblastoma cells.
    Authors: Hohmann Et al.
    PLoS One  2019;14:e0212037
  3. Adipocyte OGT governs diet-induced hyperphagia and obesity.
    Authors: Li Et al.
    Nat Commun  2018;9:5103
  4. TrpV1 receptor activation rescues neuronal function and network gamma oscillations from Aβ-induced impairment in mouse hippocampus in vitro.
    Authors: Balleza-Tapia Et al.
    Elife  2018;7
  5. Bidirectional allosteric interactions between cannabinoid receptor 1 (CB1) and DAreceptor 2 long (D2L) heterotetramers.
    Authors: Bagher
    Eur J Pharmacol  2017;813:66
  6. A long-term treatment with arachidonyl-2''chloroethylamide combined with valproate increases neurogenesis in a mouse PilC model of epilepsy.
    Authors: Andres-Mach
    Int J Mol Sci  2017;18(5):E900
  7. Cannabinoid receptor 1 contributes to sprouted innervation in endometrial ectopic growth through mitogen-activated protein kinase activation.
    Authors: Han
    Brain Res  2017;1663:132
  8. Orphan nuclear receptor ERRγ is a key regulator of human fibrinogen gene expression.
    Authors: Zhang
    PLoS One  2017;12(7):e0182141
  9. 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
  10. 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
  11. 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
  12. 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
  13. Hypothalamic POMC neurons promote cannabinoid-induced feeding.
    Authors: Koch Et al.
    Mol Cell Neurosci  2015;519:45
  14. Ligand-based virtual screening identifies a family of selective cannabinoid receptor 2 agonists.
    Authors: Gianella-Borradori Et al.
    Bioorg Med Chem  2015;23:241
  15. 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
  16. △(9)-Tetrahydrocannabinol treatment during human monocyte differentiation reduces macrophage susceptibility to HIV-1 infection.
    Authors: Williams Et al.
    J Neuroendocrinol  2014;9:369
  17. 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
  18. 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
  19. Expression and functional relevance of cannabinoid receptor 1 in Hodgkin lymphoma.
    Authors: Benz Et al.
    PLoS One  2013;8:e81675
  20. CB1 cannabinoid receptors couple to focal adhesion kinase to control Ins release.
    Authors: Malenczyk Et al.
    J Biol Chem  2013;288:32685
  21. 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
  22. 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
  23. 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
  24. 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
  25. 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
  26. 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
  27. 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
  28. Cannabinoid CB1 receptor facilitation of substance P release in the rat spinal cord, measured as neurokinin 1 receptor internalization.
    Authors: Zhang Et al.
    Eur J Neurosci  2010;31:225
  29. 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
  30. Gz mediates the long-lasting desensitization of brain CB1 receptors and is essential for cross-tolerance with mor.
    Authors: Garzón Et al.
    Mol Pain  2009;5:11
  31. Effect of the CB(1) receptor antagonists rimon. 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
  32. Endogenous cannabinoids induce fever through the activation of CB1 receptors.
    Authors: Fraga Et al.
    Neuropsychopharmacology  2009;157:1494
  33. 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
  34. Effects of cannabinoid receptor-2 activation on accelerated gastrointestinal transit in lipopolysaccharide-treated rats.
    Authors: Mathison Et al.
    Br J Pharmacol  2004;142:1247
  35. The FGF receptor uses the endocannabinoid signaling system to couple to an axonal growth response.
    Authors: Williams Et al.
    Mol Pharmacol  2003;160:481
  36. Endocannabinoids protect the rat isolated heart against ischaemia.
    Authors: Lépicier Et al.
    Br J Pharmacol  2003;139:805

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