Chemistry:JWH-098
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| Formula | C26H27NO2 |
| Molar mass | 385.507 g·mol−1 |
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JWH-098 is a synthetic cannabinoid receptor agonist from the naphthoylindole family. It is the indole 2-methyl derivative of a closely related compound JWH-081, but has markedly different affinity for the CB1 and CB2 receptors. While JWH-081 is around tenfold selective for CB1 over CB2, in JWH-098 this is reversed, and it is around four times weaker than JWH-081 at CB1 while being six times more potent at CB2, giving it a slight selectivity for CB2 overall. This makes JWH-098 a good example of how methylation of the indole 2-position in the naphthoylindole series tends to increase CB2 affinity, but often at the expense of CB1 binding.[1]
Legal status
In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-098 are Schedule I Controlled Substances.[2]
JWH-098 is illegal in Russia,[3] Sweden,[4] and the UK,[5] although it is unclear whether it has any history of human use.
See also
References
- ↑ "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.
- ↑ : Schedules of controlled substances
- ↑ "Постановление от 31 декабря 2009 г. № 1186 О внесении изменений в некоторые постановления Правительства Российской Федерации по вопросам, связанным с оборотом наркотических средств". Government.ru. http://www.government.ru/gov/results/8945/.
- ↑ Svensk författningssamling
- ↑ The Misuse of Drugs Act 1971 (Amendment) Order 2009
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