Chemistry:JWH-200
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| Other names | WIN 55,225 |
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| Formula | C25H24N2O2 |
| Molar mass | 384.479 g·mol−1 |
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JWH-200 (WIN 55,225[1]) is an analgesic chemical from the aminoalkylindole family that acts as a cannabinoid receptor agonist. Its binding affinity, Ki at the CB1 receptor is 42 nM, around the same as that of THC,[2] but its analgesic potency in vivo was higher than that of other analogues with stronger CB1 binding affinity in vitro,[3] around 3 times that of THC but with less sedative effect,[4] most likely reflecting favourable pharmacokinetic characteristics. It was discovered in 1991 by Sterling Drug as a potential analgesic following the earlier identification of related compounds such as pravadoline and WIN 55,212-2.[5]
Legal status
Australia
JWH-200 is considered a Schedule 9 prohibited substance in Australia under the Poisons Standard (October 2015).[6] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.[6]
Canada
In July 2015, JWH-200 became a controlled substance in Canada.[7]
United States
The US DEA temporarily declared JWH-200 a schedule I controlled substance on 1 March 2011 through 76 FR 11075, and permanently instated the same schedule on 9 July 2012 in the Section 1152 of the Food and Drug Administration Safety and Innovation Act.[8]
See also
References
- ↑ "Synthesis, pharmacology, and molecular modeling of novel 4-alkyloxy indole derivatives related to cannabimimetic aminoalkyl indoles (AAIs)". Bioorganic & Medicinal Chemistry 5 (8): 1591–600. August 1997. doi:10.1016/S0968-0896(97)00111-9. PMID 9313864.
- ↑ "Recent developments in the medicinal chemistry of cannabimimetic indoles, pyrroles and indenes". Current Medicinal Chemistry 12 (12): 1395–411. 2005. doi:10.2174/0929867054020864. PMID 15974991.
- ↑ "Antinociceptive (aminoalkyl)indoles". Journal of Medicinal Chemistry 34 (3): 1099–110. March 1991. doi:10.1021/jm00107a034. PMID 1900533.
- ↑ "Aminoalkylindole analogs: cannabimimetic activity of a class of compounds structurally distinct from delta 9-tetrahydrocannabinol". The Journal of Pharmacology and Experimental Therapeutics 263 (3): 1118–26. December 1992. PMID 1335057.
- ↑ "Aminoalkylindole analogs: cannabimimetic activity of a class of compounds structurally distinct from delta 9-tetrahydrocannabinol". The Journal of Pharmacology and Experimental Therapeutics 263 (3): 1118–26. December 1992. PMID 1335057.
- ↑ 6.0 6.1 "Poisons Standard". October 2015. https://www.comlaw.gov.au/Details/F2015L01534.
- ↑ "Order Amending Schedule II to the Controlled Drugs and Substances Act (Synthetic Cannabinoids)". Government of Canada. 29 July 2015. http://www.gazette.gc.ca/rp-pr/p2/2015/2015-07-29/html/sor-dors192-eng.php.
- ↑ "Schedules of Controlled Substances: Temporary Placement of Four Synthetic Cannabinoids Into Schedule I". DEA Office of Diversion Control. http://www.deadiversion.usdoj.gov/fed_regs/rules/2014/fr0110_10.htm.
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