Chemistry:AM-411

From HandWiki
Short description: Chemical compound
AM-411
AM-411 Structure.svg
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC26H34O2
Molar mass378.556 g·mol−1
3D model (JSmol)
  (verify)

AM-411 (part of the AM cannabinoid series) is an analgesic drug that is a cannabinoid agonist. It is a derivative of Δ8-THC substituted with an adamantyl group at the 3-position, demonstrating that the binding pocket for the alkyl chain at this position can accommodate significant bulk.

AM-411 is a potent and fairly selective CB1 full agonist with a Ki of 6.80 nM, but is still also a moderately potent CB2 agonist with a Ki of 52.0 nM.[1] It produces similar effects to other cannabinoid agonists such as analgesia, sedation, and anxiolysis.[2][3]

See also

References

  1. "Adamantyl cannabinoids: a novel class of cannabinergic ligands". Journal of Medicinal Chemistry 48 (14): 4576–85. July 2005. doi:10.1021/jm058175c. PMID 15999995. 
  2. "(−)-Adamantyl-delta8-tetrahydrocannabinol (AM-411), a selective cannabinoid CB1 receptor agonist: effects on open-field behaviors and antagonism by SR-141716 in rats". Behavioural Pharmacology 15 (7): 517–21. November 2004. doi:10.1097/00008877-200411000-00008. PMID 15472574. 
  3. "Behavioral effects of the novel cannabinoid full agonist AM 411". Pharmacology, Biochemistry, and Behavior 81 (1): 78–88. May 2005. doi:10.1016/j.pbb.2005.02.005. PMID 15894067.