Catalog Number: 1121
Chemical Name: (R)-N-(2-Hydroxy-1-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
Biological Activity
Stable anandamide analog that is a selective agonist for the CB1 receptor (Ki values are 20 and 815 nM for CB1 and CB2 receptors respectively). Also displays agonist activity at vanilloid receptors.

Water Soluble Emulsion also available.

Technical Data
  • M.Wt:
    361.57
  • Formula:
    C23H39NO2
  • Solubility:
    Soluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 5mg/ml)
  • Purity:
    >98%
  • Storage:
    Desiccate at -20°C
  • CAS No:
    157182-49-5
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.
Additional Information
Other Product-Specific Information:
Background References
  1. (R)-Methanandamide: a chiral novel anandamide possessing higher potency and metabolic stability.
    Abadji et al.
    J.Med.Chem., 1994;37:1889
  2. A detailed characterization of the effects of four cannabinoid agonists on operant lever pressing.
    Carriero et al.
    Psychopharmacology (Berl.), 1998;137:147
  3. Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand.
    Khanolkar et al.
    J.Med.Chem., 1996;39:4515
  4. Vanilloid receptors on sensory nerves mediate the vasodilator action of anandamide.
    Zygmunt et al.
    Nature, 1999;400:452
Citations:

The citations listed below are publications that use Tocris products. Selected citations for (R)-(+)-Methanandamide include:

6 Citations: Showing 1 - 6
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  1. Identification of a pharmacological target for genioglossus reactivation throughout sleep.
    Authors: Grace Et al.
    Nat Chem Biol 2014;37:41
  2. Neonatal DSP-4 treatment modifies antinociceptive effects of the CB1 receptor agonist methanandamide in adult rats.
    Authors: Korossy-Mruk Et al.
    Neurotox Res 2013;23:39
  3. Cannabinoid regulation of nitric oxide synthase I (nNOS) in neuronal cells.
    Authors: Carney Et al.
    J Neuroimmune Pharmacol 2009;4:338
  4. 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
  5. Blockade of THC-seeking behavior and relapse in monkeys by the cannabinoid CB(1)-receptor antagonist rimonabant.
    Authors: Justinova Et al.
    Neuropsychopharmacology 2008;33:2870
  6. Differential effect of cannabinoid agonists and endocannabinoids on histamine release from distinct regions of the rat brain.
    Authors: Cenni Et al.
    Eur J Neurosci 2006;24:1633

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