JWH-398

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JWH-398
JWH-398.svg
Systematic (IUPAC) name
1-pentyl-3-(4-chloro-1-naphthoyl)indole
Clinical data
Legal status
  • Illegal in Latvia[1]
Identifiers
CAS Number 1292765-18-4 YesY
ChemSpider 28647395
Chemical data
Formula C24H22ClNO
Molecular mass 375.890 g/mol
  • c14ccccc1n(CCCCC)cc4C(=O)c(cc3)c2ccccc2c3Cl
  • 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
  • Key:IUWBHGFOHXVVKV-UHFFFAOYSA-N
  (verify)

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 2.3nM and 2.8nM at CB2.[2] It 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, Dr. John W. Huffman.[4]

See also

References

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  1. ↑ [1]
  2. ↑ Huffman JW (2009) Cannabimimetic indoles, pyrroles, and indenes: structure-activity relationships and receptor interactions. Cited in: The cannabinoid receptors, Reggio PH (Ed), Humana Press. ISBN 978-1-58829-712-9 doi:10.1007/978-1-59745-503-9
  3. ↑ Understanding the ‘Spice’ phenomenon. EMCDDA, Lisbon, November 2009
  4. ↑ John W. Huffman, et al. STRUCTURE-ACTIVITY RELATIONSHIPS AT THE CB1 AND CB2 RECEPTORS FOR 1-ALKYL-3-(1-NAPHTHOYL-4 AND 8-HALOGEN SUBSTITUTED) INDOLES (2009) 19th Annual Symposium on the Cannabinoids, Burlington, Vermont, International Cannabinoid Research Society, Page 2.
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