Chemistry:O-1812

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Short description: Chemical compound
O-1812
O-1812 structure.png
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
Chemical and physical data
FormulaC26H42N2O2
Molar mass414.634 g·mol−1
3D model (JSmol)
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O-1812 is an eicosanoid derivative related to anandamide that acts as a potent and highly selective agonist for the cannabinoid receptor CB1, with a Ki of 3.4 nM at CB1 and 3870 nM at CB2.[1] Unlike most related compounds, O-1812 is metabolically stable against rapid breakdown by enzymes, and produces a cannabinoid-like discriminative effect in rats, which is similar but not identical to that produced by cannabinoid drugs of other chemical classes.[2][3][4][5]

See also

References

  1. "Highly selective CB1 cannabinoid receptor ligands and novel CB1/VR1 vanilloid receptor "hybrid" ligands". Biochemical and Biophysical Research Communications 281 (2): 444–51. February 2001. doi:10.1006/bbrc.2001.4354. PMID 11181068. 
  2. "Differential effects of Δ9-tetrahydrocannabinol and methanandamide in CB1 knockout and wild-type mice". The Journal of Pharmacology and Experimental Therapeutics 309 (1): 86–91. April 2004. doi:10.1124/jpet.103.055376. PMID 14718593. 
  3. "A comparison of the discriminative stimulus effects of Δ9-tetrahydrocannabinol and O-1812, a potent and metabolically stable anandamide analog, in rats". Experimental and Clinical Psychopharmacology 12 (3): 173–9. August 2004. doi:10.1037/1064-1297.12.3.173. PMID 15301634. 
  4. "Task specificity of cross-tolerance between Δ9-tetrahydrocannabinol and anandamide analogs in mice". European Journal of Pharmacology 510 (1–2): 59–68. March 2005. doi:10.1016/j.ejphar.2005.01.006. PMID 15740725. 
  5. "Sensitivity to Δ9-tetrahydrocannabinol is selectively enhanced in β-arrestin2 -/- mice". Behavioural Pharmacology 19 (4): 298–307. July 2008. doi:10.1097/FBP.0b013e328308f1e6. PMID 18622177.