O-1812
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| Identifiers | |
|---|---|
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| CAS Number |
342882-77-3  |
| PubChem (CID) | 9823107 |
| IUPHAR/BPS | 732 |
| ChemSpider |
7998855 |
| Chemical and physical data | |
| Formula | C26H42N2O2 |
| Molar mass | 414.622 g/mol |
| 3D model (Jmol) | Interactive image |
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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
- ↑ Di Marzo V, et al. (February 2001). "Highly selective CB1 cannabinoid receptor ligands and novel CB1/VR1 vanilloid receptor "hybrid" ligands". Biochemical and Biophysical Research Communications. 281 (2): 444–51. doi:10.1006/bbrc.2001.4354. PMID 11181068.
- ↑ Baskfield CY, Martin BR, Wiley JL (April 2004). "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. doi:10.1124/jpet.103.055376. PMID 14718593.
- ↑ Wiley JL, et al. (August 2004). "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. doi:10.1037/1064-1297.12.3.173. PMID 15301634.
- ↑ Wiley JL, Smith FL, Razdan RK, Dewey WL (March 2005). "Task specificity of cross-tolerance between Δ9-tetrahydrocannabinol and anandamide analogs in mice". European Journal of Pharmacology. 510 (1-2): 59–68. doi:10.1016/j.ejphar.2005.01.006. PMID 15740725.
- ↑ Breivogel CS, et al. (July 2008). "Sensitivity to Δ9-tetrahydrocannabinol is selectively enhanced in β-arrestin2 -/- mice". Behavioural Pharmacology. 19 (4): 298–307. doi:10.1097/FBP.0b013e328308f1e6. PMC 2751575
. PMID 18622177.
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