Chemistry:JWH-019
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| Formula | C25H25NO |
| Molar mass | 355.481 g·mol−1 |
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JWH-019 is an analgesic chemical from the naphthoylindole family that acts as a cannabinoid agonist at both the CB1 and CB2 receptors. It is the N-hexyl homolog of the more common synthetic cannabinoid compound JWH-018. Unlike the butyl homolog JWH-073, which is several times weaker than JWH-018, the hexyl homolog is only slightly less potent, although extending the chain one carbon longer to the heptyl homolog JWH-020 results in dramatic loss of activity. These results show that the optimum side chain length for CB1 binding in the naphthoylindole series is the five-carbon pentyl chain, shorter than in the classical cannabinoids where a seven-carbon heptyl chain produces the most potent compounds. This difference is thought to reflect a slightly different binding conformation adopted by the naphthoylindole compounds as compared to the classical cannabinoids, and may be useful in characterizing the active site of the CB1 and CB2 receptors.[2][3][4]
Legal status
China
As of October 2015 JWH-019 is a controlled substance in China.[5]
Poland
In Poland, JWH-019 is I-N (Poland).[1]
Sweden
JWH-019 is illegal in Sweden.
United Kingdom
JWH-019 is Class B in the United Kingdom.
United States
JWH-019 is a Schedule I controlled substance, controlled federally in the United States.[6]
See also
References
- ↑ 1.0 1.1 "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )". Internetowy System Aktów Prawnych. http://isap.sejm.gov.pl/DetailsServlet?id=WDU20111050614.
- ↑ "Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB(1) and CB(2) receptor binding". Drug and Alcohol Dependence 60 (2): 133–40. August 2000. doi:10.1016/S0376-8716(99)00152-0. PMID 10940540.
- ↑ "Targeting the cannabinoid CB2 receptor: modelling and structural determinants of CB2 selective ligands". British Journal of Pharmacology 153 (2): 335–46. January 2008. doi:10.1038/sj.bjp.0707567. PMID 17982473.
- ↑ "Cannabinoid CB1 and CB2 receptor ligand specificity and the development of CB2-selective agonists". Current Medicinal Chemistry 15 (14): 1428–43. 2008. doi:10.2174/092986708784567716. PMID 18537620.
- ↑ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. http://www.sfda.gov.cn/WS01/CL0056/130753.html.
- ↑ Controlled Substances listed by the DEA
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