JWH-365

JWH-365
Legal status
Legal status
Identifiers
  • (5-(2-Ethylphenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC28H29NO
Molar mass395.546 g·mol−1
3D model (JSmol)
  • CCCCCN1C=C(C=C1C2=CC=CC=C2CC)C(=O)C3=CC=CC4=CC=CC=C43
  • InChI=1S/C28H29NO/c1-3-5-10-18-29-20-23(19-27(29)25-16-9-6-12-21(25)4-2)28(30)26-17-11-14-22-13-7-8-15-24(22)26/h6-9,11-17,19-20H,3-5,10,18H2,1-2H3 checkY
  • Key:SNWJCZXZSGPAJM-UHFFFAOYSA-N checkY

JWH-365 ((5-(2-Ethylphenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone) is a synthetic cannabinoid from the naphthoylpyrrole family which acts as an agonist of the CB1 (Ki = 17 ± 1nM) and CB2 (Ki = 3.4 ± 0.2nM) receptors, with a strong (~5x) selectivity for the CB2 receptor over the CB1 receptor. JWH-365 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-365 is not federally scheduled, although some states have passed legislation banning the sale, possession, and manufacture of JWH-365.[2][3][4][5]

In Canada, JWH-365 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under the Controlled Drugs and Substances Act.

In the United Kingdom, JWH-365 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under the Misuse of Drugs Act 1971.

See also

References

  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. Retrieved 20 August 2021.
  4. ^ "Arizona Revised Statutes Title 13. Criminal Code § 13-3401". www.azleg.gov. Retrieved 20 August 2021.
  5. ^ "California Code, Health and Safety Code - HSC § 11357.5". Findlaw.


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