JWH-098

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JWH-098
JWH-098 structure.png
Systematic (IUPAC) name
4-methoxynaphthalen-1-yl-(1-pentyl-2-methylindol-3-yl)methanone
Clinical data
Legal status
  • UK: Class B
Identifiers
CAS number 316189-74-9
ATC code ?
PubChem CID 45272116
ChemSpider 24628229
Chemical data
Formula C26H27NO2 
Mol. mass 385.497 g/mol
 YesY (what is this?)  (verify)

JWH-098 is a synthetic cannabinoid receptor agonist from the naphthoylindole family. It is the indole 2-methyl derivative of a closely related compound JWH-081, but has markedly different affinity for the CB1 and CB2 receptors. While JWH-081 is around 10x selective for CB1 over CB2, in JWH-098 this is reversed, and it is around 4 times weaker than JWH-081 at CB1 while being six times more potent at CB2, giving it a slight selectivity for CB2 overall. This makes JWH-098 a good example of how methylation of the indole 2-position in the naphthoylindole series tends to increase CB2 affinity, but often at the expense of CB1 binding.[1] JWH-098 is illegal in Russia,[2] Sweden,[3] and the UK,[4] although it is unclear whether it has any history of human use.

See also[edit]

References[edit]

  1. ^ Huffman JW, et al. Structure–activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB1 and CB2 receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB2 receptor agonists. Bioorganic and Medicinal Chemistry. 2005; 13:89-112. PMID 15582455
  2. ^ "Постановление от 31 декабря 2009 г. № 1186 О внесении изменений в некоторые постановления Правительства Российской Федерации по вопросам, связанным с оборотом наркотических средств". Government.ru. Retrieved 2010-09-09. 
  3. ^ Svensk författningssamling
  4. ^ The Misuse of Drugs Act 1971 (Amendment) Order 2009