Catalog Number: 1782
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), in water-soluble emulsion (for details see TocrisolveTM 100, Cat. No. 1684). Displays agonist activity at vanilloid receptors. (R)-(+)-Methanandamide also available as pure oil dissolved in ethanol (Cat. No. 1121).
Technical Data
  • M.Wt:
    361.57
  • Formula:
    C23H39NO2
  • Storage:
    Store at +4°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 (in Tocrisolve™ 100) include:

3 Citations: Showing 1 - 3
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  1. Identification of a pharmacological target for genioglossus reactivation throughout sleep.
    Authors: Grace Et al.
    Int J Neuropsychopharmacol 2014;37:41
  2. 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.
    J Neuroimmune Pharmacol 2014;17:1943
  3. 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

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