JWH-196

JWH-196
Legal status
Legal status
Identifiers
  • 2-Methyl-3-(1-naphthalenylmethyl)-1-pentyl-1H-Indole
CAS Number
ChemSpider
UNII
Chemical and physical data
FormulaC25H27N
Molar mass341.498 g·mol−1
3D model (JSmol)
  • CCCCCn1c(c(c2c1cccc2)Cc3cccc4c3cccc4)C
  • InChI=1S/C25H27N/c1-3-4-9-17-26-19(2)24(23-15-7-8-16-25(23)26)18-21-13-10-12-20-11-5-6-14-22(20)21/h5-8,10-16H,3-4,9,17-18H2,1-2H3
  • Key:LDTJKFUAZQDSQS-UHFFFAOYSA-N

JWH-196 is a synthetic cannabinoid receptor ligand from the naphthylmethylindole family. It is the indole 2-methyl derivative of related compound JWH-175, and the carbonyl reduced analog of JWH-007. The binding affinity of JWH-196 for the CB1 receptor is reported as Ki = 151 ± 18 nM.[1]

In the United States, all CB1 receptor agonists of the 3-(1-naphthylmethane)indole class such as JWH-196 are Schedule I Controlled Substances.[2]

  1. ^ Huffman JW, Mabon R, Wu MJ, Lu J, Hart R, Hurst DP, Reggio PH, Wiley JL, Martin BR (2003). "3-Indolyl-1-naphthylmethanes: new cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB1 cannabinoid receptor". Bioorg. Med. Chem. 11 (4): 539–549. doi:10.1016/s0968-0896(02)00451-0. PMID 12538019. S2CID 29107765.
  2. ^ 21 U.S.C. § 812: Schedules of controlled substances