JWH-398

JWH-398 is an analgesic chemical from the naphthoylindole family, which acts as a cannabinoid agonist at both the CB1 and CB2 receptors. It has mild selectivity for CB1 with a Ki of 2.3 nM and 2.8 nM at CB2.[2] This synthetic chemical compound was identified by the EMCDDA as an ingredient in three separate "herbal incense" products purchased from online shops between February to June 2009.[3] It was discovered by, and named after, John W. Huffman.[4]

JWH-398
Legal status
Legal status
  • CA: Schedule II
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class B
  • US: Schedule I
  • Illegal in Latvia[1]
Identifiers
IUPAC name
  • 1-Pentyl-3-(4-chloro-1-naphthoyl)indole
CAS Number
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H22ClNO
Molar mass375.90 g·mol−1
3D model (JSmol)
SMILES
  • c14ccccc1n(CCCCC)cc4C(=O)c(cc3)c2ccccc2c3Cl
InChI
  • InChI=1S/C24H22ClNO/c1-2-3-8-15-26-16-21(19-11-6-7-12-23(19)26)24(27)20-13-14-22(25)18-10-5-4-9-17(18)20/h4-7,9-14,16H,2-3,8,15H2,1H3 N
  • Key:IUWBHGFOHXVVKV-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

In the United States, JWH-398 is a Schedule I controlled substance.[5]

See also

References
  1. Grozījumi Ministru kabineta 2005.gada 8.novembra noteikumos Nr.847 "Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem"
  2. Huffman JW (2009). Reggio PH (ed.). Cannabimimetic Indoles, Pyrroles, and Indenes: Structure–Activity Relationships and Receptor Interactions. The Cannabinoid Receptors. The Receptors. Humana Press. doi:10.1007/978-1-59745-503-9. ISBN 978-1-58829-712-9.
  3. "Understanding the 'Spice' phenomenon" (PDF). Lisbon: EMCDDA. November 2009.
  4. Huffman JW, et al. (2009). Structure-Activity Relationships at the cb1 and cb2 Receptors for 1-Alkyl-3-(1-Naphthoyl-4 and 8-Halogen Substituted) Indoles. 19th Annual Symposium on the Cannabinoids. Burlington, Vermont: International Cannabinoid Research Society. p. 2.
  5. Controlled Substances listed by the DEA
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