JWH-149

In today's world, JWH-149 is a topic that has gained great relevance and has aroused widespread interest in society. Whether due to its impact on people's daily lives, its relevance in the professional field or its influence on technological development, JWH-149 has become a recurring topic of conversation in different areas. In this article, we will thoroughly explore the most relevant aspects of JWH-149 and analyze its importance in the current context. Additionally, we will examine its evolution over time and its possible impact in the future.
JWH-149
Legal status
Legal status
Identifiers
  • (4-Methyl-1-naphthalenyl)(2-methyl-1-pentyl-1H-indol-3-yl)methanone
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC26H27NO
Molar mass369.508 g·mol−1
3D model (JSmol)
  • c4cccc1c4c(ccc1C)C(=O)c3c2ccccc2n(c3C)CCCCC
  • InChI=1S/C26H27NO/c1-4-5-10-17-27-19(3)25(23-13-8-9-14-24(23)27)26(28)22-16-15-18(2)20-11-6-7-12-21(20)22/h6-9,11-16H,4-5,10,17H2,1-3H3
  • Key:JTJAMXUOXJGSCW-UHFFFAOYSA-N

JWH-149 is a synthetic cannabimimetic that was discovered by John W. Huffman. It is the N-pentyl analog of JWH-148. It is a potent but only moderately selective ligand for the CB2 receptor, with a binding affinity of Ki = 0.73 ± 0.03 nM at this subtype, and more than six times selectivity over the CB1 subtype.

In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-149 are Schedule I Controlled Substances.

See also

References

  1. ^ Huffman JW, Zengin G, Wu MJ, Lu J, Hynd G, Bushell K, et al. (January 2005). "Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB(1) and CB(2) receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB(2) receptor agonists". Bioorganic & Medicinal Chemistry. 13 (1): 89–112. doi:10.1016/j.bmc.2004.09.050. PMID 15582455.
  2. ^ 21 U.S.C. § 812: Schedules of controlled substances
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