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| IUPAC_name = (5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone |
| IUPAC_name = (5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone |
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| image = JWH-369.svg |
| image = JWH-369.svg |
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'''JWH-369''' ('''(5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone''') is a [[synthetic cannabinoid]] from the naphthoylpyrrole family which acts as a potent agonist of the [[Cannabinoid receptor 1|CB<sub>1</sub>]] (K<sub>i</sub> = 7.9 ± 0.4nM) and [[Cannabinoid receptor 2|CB<sub>2</sub>]] (K<sub>i</sub> = 5.2 ± 0.3nM) receptors, with a slight selectivity for the latter. JWH-369 was first synthesized in 2006 by [[John W. Huffman]] and |
'''JWH-369''' ('''(5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone''') is a [[synthetic cannabinoid]] from the naphthoylpyrrole family which acts as a potent agonist of the [[Cannabinoid receptor 1|CB<sub>1</sub>]] (K<sub>i</sub> = 7.9 ± 0.4nM) and [[Cannabinoid receptor 2|CB<sub>2</sub>]] (K<sub>i</sub> = 5.2 ± 0.3nM) receptors, with a slight selectivity for the latter. JWH-369 was first synthesized in 2006 by [[John W. Huffman]] and colleagues to examine the nature of ligand binding to the [[Cannabinoid receptor 1|CB<sub>1</sub> receptor]].<ref>{{cite journal | vauthors = Huffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR | title = 1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: new high affinity ligands for the cannabinoid CB1 and CB2 receptors | journal = Bioorganic & Medicinal Chemistry Letters | volume = 16 | issue = 20 | pages = 5432–5 | date = October 2006 | pmid = 16889960 | doi = 10.1016/j.bmcl.2006.07.051 }}</ref> |
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==Legality== |
==Legality== |
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In the United States JWH-369 is not federally scheduled, although some states have passed legislation banning the sale, |
In the United States JWH-369 is not federally scheduled, although some states have passed legislation banning the sale, possession, and manufacture of JWH-369.<ref>{{UnitedStatesCode2|21|812|Schedules of controlled substances}}</ref><ref>{{cite web |title=The 2020 Florida Statutes |url=http://www.leg.state.fl.us/Statutes/index.cfm?App_mode=Display_Statute&URL=0800-0899/0893/Sections/0893.03.html |website=www.leg.state.fl.us |access-date=20 August 2021}}</ref><ref>{{cite web |title=Arizona Revised Statutes Title 13. Criminal Code § 13-3401 |url=https://www.azleg.gov/ars/13/03401.htm |website=www.azleg.gov |access-date=20 August 2021}}</ref><ref>{{cite web |title=California Code, Health and Safety Code - HSC § 11357.5 |url=https://codes.findlaw.com/ca/health-and-safety-code/hsc-sect-11357-5.html |website=Findlaw}}</ref> |
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In Canada, JWH-369 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under the [[Controlled Drugs and Substances Act]]. |
In Canada, JWH-369 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under the [[Controlled Drugs and Substances Act]]. |
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[[Category:Designer drugs]] |
[[Category:Designer drugs]] |
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[[Category:Pyrroles]] |
[[Category:Pyrroles]] |
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{{Cannabinoid-stub}} |
{{Cannabinoid-stub}} |
Revision as of 17:07, 20 August 2021
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Formula | C26H24ClNO |
Molar mass | 401.93 g·mol−1 |
3D model (JSmol) | |
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JWH-369 ((5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone) is a synthetic cannabinoid from the naphthoylpyrrole family which acts as a potent agonist of the CB1 (Ki = 7.9 ± 0.4nM) and CB2 (Ki = 5.2 ± 0.3nM) receptors, with a slight selectivity for the latter. JWH-369 was first synthesized in 2006 by John W. Huffman and colleagues to examine the nature of ligand binding to the CB1 receptor.[1]
Legality
In the United States JWH-369 is not federally scheduled, although some states have passed legislation banning the sale, possession, and manufacture of JWH-369.[2][3][4][5]
In Canada, JWH-369 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under the Controlled Drugs and Substances Act.
In the United Kingdom, JWH-369 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under the Misuse of Drugs Act 1971.
References
- ^ Huffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR (October 2006). "1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: new high affinity ligands for the cannabinoid CB1 and CB2 receptors". Bioorganic & Medicinal Chemistry Letters. 16 (20): 5432–5. doi:10.1016/j.bmcl.2006.07.051. PMID 16889960.
- ^ : Schedules of controlled substances
- ^ "The 2020 Florida Statutes". www.leg.state.fl.us. Retrieved 20 August 2021.
- ^ "Arizona Revised Statutes Title 13. Criminal Code § 13-3401". www.azleg.gov. Retrieved 20 August 2021.
- ^ "California Code, Health and Safety Code - HSC § 11357.5". Findlaw.