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JWH-051
| 240px | |
| Systematic (IUPAC) name | |
|---|---|
| ((6aR,10aR)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-9-yl)methanol | |
| Clinical data | |
| Identifiers | |
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| PubChem | CID 9799540 |
| ChemSpider | 7975305 7px |
| Chemical data | |
| Formula | C25H38O2 |
| 370.567 g/mol | |
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| 14px (what is this?) (verify) | |
JWH-051 is an analgesic drug which is a cannabinoid agonist. Its chemical structure is closely related to that of the potent cannabinoid agonist HU-210, with the only difference being the removal of the hydroxyl group at position 1 of the aromatic ring. It was discovered and named after Dr. John W. Huffman.
JWH-051 retains high affinity for the CB1 receptor, but is a much stronger agonist for CB2, with a Ki value of 14nM at CB2 vs 19nM at CB1.[1] It was one of the first CB2-selective ligands developed, although its selectivity for CB2 is modest compared to newer compounds such as HU-308.
It has similar effects to other cannabinoid agonists such as sedation and analgesia, but with a relatively strong antiinflammatory effect due to its strong activity at CB2.[2][3][4]
References
- ^ Huffman, JW; Yu, S; Showalter, V; Abood, ME; Wiley, JL; Compton, DR; Martin, BR; Bramblett, RD; Reggio, PH (1996). "Synthesis and pharmacology of a very potent cannabinoid lacking a phenolic hydroxyl with high affinity for the CB2 receptor". Journal of Medical Chemistry 39 (20): 3875–7. PMID 8831752. doi:10.1021/jm960394y.
- ^ Huffman, JW (2000). "The search for selective ligands for the CB2 receptor". Current pharmaceutical design 6 (13): 1323–37. PMID 10903395. doi:10.2174/1381612003399347.
- ^ Klein, TW; Newton, C; Friedman, H (1998). "Cannabinoid receptors and the cytokine network". Advances in experimental medicine and biology. Advances in Experimental Medicine and Biology 437: 215–22. ISBN 978-0-306-45838-5. PMID 9666274. doi:10.1007/978-1-4615-5347-2_24.
- ^ Griffin, G; Fernando, SR; Ross, RA; McKay, NG; Ashford, ML; Shire, D; Huffman, JW; Yu, S et al. (1997). "Evidence for the presence of CB2-like cannabinoid receptors on peripheral nerve terminals". European Journal of Pharmacology 339 (1): 53–61. PMID 9450616. doi:10.1016/S0014-2999(97)01336-8.
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