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JWH-366

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
JWH-366
Legal status
Legal status
Identifiers
  • naphthalen-1-yl-(1-pentyl-5-pyridin-3-ylpyrrol-3-yl)methanone
CAS Number
PubChemCID
ChemSpider
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC25H24N2O
Molar mass368.480 g·mol−1
3D model (JSmol)
  • CCCCCN1C=C(C=C1C2=CN=CC=C2)C(=O)C3=CC=CC4=CC=CC=C43
  • InChI=1S/C25H24N2O/c1-2-3-6-15-27-18-21(16-24(27)20-11-8-14-26-17-20)25(28)23-13-7-10-19-9-4-5-12-22(19)23/h4-5,7-14,16-18H,2-3,6,15H2,1H3 checkY
  • Key:MPQYTRCOFXNOTB-UHFFFAOYSA-N checkY

JWH-366 (naphthalen-1-yl-(1-pentyl-5-pyridin-3-ylpyrrol-3-yl)methanone) is asynthetic cannabinoid from the naphthoylpyrrole family which acts as an agonist of theCB1 (Ki = 191 ± 12nM) andCB2 (Ki = 24 ± 1nM) receptors, with a strong (~8x) selectivity for the CB2 receptor over the CB1 receptor. JWH-366 was first synthesized in 2006 byJohn W. Huffman and colleagues to examine the nature of ligand binding to theCB1 receptor.[1]

Legality

[edit]

In the United States JWH-366 is not federally scheduled, although some states have passed legislation banning the sale, possession, and manufacture of JWH-366.[2][3][4][5]

In Canada, JWH-366 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under theControlled Drugs and Substances Act.

In the United Kingdom, JWH-366 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under theMisuse of Drugs Act 1971.

See also

[edit]

References

[edit]
  1. ^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.
  2. ^21 U.S.C. § 812:Schedules of controlled substances
  3. ^"The 2020 Florida Statutes".www.leg.state.fl.us. Retrieved20 August 2021.
  4. ^"Arizona Revised Statutes Title 13. Criminal Code § 13-3401".www.azleg.gov. Retrieved20 August 2021.
  5. ^"California Code, Health and Safety Code - HSC § 11357.5".Findlaw.
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