Chemistry:JWH-210
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| Formula | C26H27NO |
| Molar mass | 369.508 g·mol−1 |
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JWH-210 is an analgesic chemical from the naphthoylindole family, which acts as a potent cannabinoid agonist at both the CB1 and CB2 receptors, with Ki values of 0.46 nM at CB1 and 0.69 nM at CB2. It is one of the most potent 4-substituted naphthoyl derivatives in the naphthoylindole series, having a higher binding affinity (i.e. lower Ki) at CB1 than both its 4-methyl and 4-n-propyl homologues JWH-122 (CB1 Ki 0.69 nM) and JWH-182 (CB1 Ki 0.65 nM) respectively, and than the 4-methoxy compound JWH-081 (CB1 Ki 1.2 nM).[2] It was discovered by and named after John W. Huffman.
JWH-210 may be neurotoxic to animals when administered in high doses.[3]
Legal status
In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-210 are Schedule I Controlled Substances.[4]
JWH-210 and JWH-122 were banned in Sweden on 1 October 2010 as hazardous goods harmful to health, after being identified as ingredients in "herbal" synthetic cannabis products.[5][6] The substances JWH-210, JWH-122 and JWH-203 were classified as illegal drugs by the Swedish government as of 1 September 2011.[7]
As of October 2015 JWH-210 is a controlled substance in China.[8]
See also
References
- ↑ "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.
- ↑ "Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB(1) and CB(2) receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB(2) receptor agonists". Bioorganic & Medicinal Chemistry 13 (1): 89–112. January 2005. doi:10.1016/j.bmc.2004.09.050. PMID 15582455.
- ↑ "Neurotoxicity of Synthetic Cannabinoids JWH-081 and JWH-210". Biomolecules & Therapeutics 23 (6): 597–603. November 2015. doi:10.4062/biomolther.2015.057. PMID 26535086.
- ↑ : Schedules of controlled substances
- ↑ Swedish Code of Statutes Regulation (2010:1086).
- ↑ "Swedish Code of Statutes Regulation (2010:1086). (pdf)". http://www.lagboken.se/files/SFS/2010/101086.PDF.
- ↑ LVFS 2011:8
- ↑ "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.
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