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JWH-364

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
JWH-364
Legal status
Legal status
Identifiers
  • [5-(4-Ethylphenyl)-1-pentyl-1H-pyrrol-3-yl](1-naphthyl)methanone
CAS Number
PubChemCID
ChemSpider
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC28H29NO
Molar mass395.546 g·mol−1
3D model (JSmol)
  • CCCCCN1C=C(C=C1C2=CC=C(C=C2)CC)C(=O)C3=CC=CC4=CC=CC=C43
  • InChI=1S/C28H29NO/c1-3-5-8-18-29-20-24(19-27(29)23-16-14-21(4-2)15-17-23)28(30)26-13-9-11-22-10-6-7-12-25(22)26/h6-7,9-17,19-20H,3-5,8,18H2,1-2H3 checkY
  • Key:VJWBAPGRMUZBEH-UHFFFAOYSA-N checkY

JWH-364 ([5-(4-Ethylphenyl)-1-pentyl-1H-pyrrol-3-yl](1-naphthyl)methanone) is asynthetic cannabinoid from the naphthoylpyrrole family which acts as an agonist of theCB1 (Ki = 34 ± 3nM) andCB2 (Ki = 29 ± 1nM) receptors, with a slight selectivity for the latter. JWH-364 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-364 is not federally scheduled, although some states have passed legislation banning the sale, possession, and manufacture of JWH-364.[2][3][4][5]

In Canada, JWH-364 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under theControlled Drugs and Substances Act.

In the United Kingdom, JWH-364 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under theMisuse of Drugs Act 1971.

See also

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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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