[1-(6-hydroxyhexyl)indol-3-yl]-naphthalen-1-ylmethanone

Cannabimimetic indoles, including certain JWH compounds, have been identified in herbal blends. JWH 018, a potent agonist of both the central cannabinoid (CB₁) receptor and peripheral cannabinoid (CB₂) receptor, has been found in many herbal blends and has been regulated in the United States and other countries. Studies indicate that JWH 018 is rapidly metabolized by the liver and that certain metabolites can be identified in the urine.^1,2,3 JWH 019 is nearly identical to JWH 018 in structure and activity at both CB receptors.⁴ JWH 019 N-(6-hydroxyhexyl) metabolite is an expected metabolite of JWH 019, detectable both in serum and urine. Its biological activities have not been evaluated.

JWH-019 (Indole-d5) 6-Hydroxyhexyl is labelled JWH-019 6-Hydroxyhexyl (J211475), a urinary metabolite of JWH-019 (H296800) which acts as an N-1 alkyl indole cannabinoid receptor agonist.

1. Teske, J., Weller, J.P., Fieguth, A., et al. Sensitive and rapid quantification of the cannabinoid receptor agonist naphthalen-1-yl-(1-pentylindol-3-yl)methanone (JWH-018) in human serum by liquid chromatography-tandem mass spectrometry J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 878(27),2659-2663(2010).
2. Sobolevsky, T., Prasolov, I., and Rodchenkov, G. Detection of JWH-018 metabolites in smoking mixture post-administration urine Forensic Sci. Int. 200(1-3),141-147(2010).
3. Wintermeyer, A., Mller, I., Thevis, M., et al. In vitro phase I metabolism of the synthetic cannabimimetic JWH-018 Anal. Bioanal. Chem. 398(5),2141-2153(2010).
4. Aung, M.M., Griffin, G., Huffman, J.W., et al. Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB₁ and CB₂ receptor binding Drug Alcohol Depend. 60(2),133-140(2000).