JWH-373

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JWH-373
JWH-373.svg
Legal status
Legal status
Identifiers
  • [5-(2-butylphenyl)-1-pentylpyrrol-3-yl]-naphthalen-1-ylmethanone
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC30H33NO
Molar mass423.600 g·mol−1
3D model (JSmol)
  • O=C(C=1C=C(C=2C=CC(=CC2)CCCC)N(C1)CCCCC)C3=CC=CC=4C=CC=CC43
  • InChI=1S/C30H33NO/c1-3-5-11-20-31-22-25(21-29(31)27-18-10-8-15-24(27)13-6-4-2)30(32)28-19-12-16-23-14-7-9-17-26(23)28/h7-10,12,14-19,21-22H,3-6,11,13,20H2,1-2H3 checkY
  • Key:LDGBUSJKRUNXPK-UHFFFAOYSA-N checkY

JWH-373 ([5-(2-butylphenyl)-1-pentylpyrrol-3-yl]-naphthalen-1-ylmethanone) is a synthetic cannabinoid from the naphthoylpyrrole family which acts as an agonist of the CB1 (Ki = 60 ± 3nM) and CB2 (Ki = 69 ± 2nM) receptors, with a slight selectivity for the former. JWH-373 was first synthesized in 2006 by John W. Huffman and colleagues to examine the nature of ligand binding to the CB1 receptor.[1]

Legality[edit]

In the United States JWH-373 is not federally scheduled, although some states have passed legislation banning the sale, possession, and manufacture of JWH-373.[2][3][4][5]

In Canada, JWH-373 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under the Controlled Drugs and Substances Act.

In the United Kingdom, JWH-373 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under the Misuse 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. 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.