Skip to main content
Log in

Identification and quantitation of cannabimimetic compound JWH-250 as an adulterant in products obtained via the Internet

  • Short Communication
  • Published:
Forensic Toxicology Aims and scope Submit manuscript

Abstract

During our careful survey of unregulated drugs in Tokyo, a new compound was disclosed as an adulterant in herbal and powder products. This compound was found to have a molecular weight of 335 by liquid chromatography-mass spectrometry and gas chromatography-mass spectrometry, and the accurate mass measurement suggested an elementary composition of C22H26NO2. Using these mass data together with those obtained by nuclear magnetic resonance analysis, the compound was identified as 1-pentyl-3-(2-methoxyphenylacetyl)indole (JWH-250), which had been reported by Huffman and coworkers in 2005. This compound was classified as a phenylacetylindole and a cannabinoid receptor agonist. For quantitation of the compound in herbal and powder products, each product was extracted with methanol under ultrasonication to prepare the solution for analysis by liquid chromatography with ultraviolet detection. The contents of JWH-250 in five products ranged from 77.4 to 165 mg per pack.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3

References

  1. Uchiyama N, Kikura-Hanajiri R, Kawahara N, Haishima Y, Goda Y (2009) Identification of a cannabinoid analog as a new type of designer drug in a herbal product. Chem Pharm Bull 57:439–441

    Article  CAS  PubMed  Google Scholar 

  2. Uchiyama N, Kikura-Hanajiri R, Kawahara N, Goda Y (2009) Identification of a cannabimimetic indole as a designer drug in a herbal product. Forensic Toxicol 27:61–66

    Article  CAS  Google Scholar 

  3. Kikura-Hanajiri R, Kawamura M, Maruyama T, Kitajima M, Takayama M, Goda Y (2009) Simultaneous analysis of mitragynine, 7-hydroxymitragynine, and other alkaloids in the psychotropic plant “kratom” (Mitragyna speciosa) by LC-ESI-MS. Forensic Toxicol 27:67–74

    Article  CAS  Google Scholar 

  4. Huffman J, Szklennik P, Almond A, Bushell K, Selley D, He H, Cassidy M, Wiley J, Martin B (2005) 1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles. Bioorg Med Chem Lett 15:4110–4113

    Article  CAS  PubMed  Google Scholar 

  5. EMCDDA (2009) Thematic papers: understanding the “Spice” phenomenon. http://www.emcdda.europa.eu/attachements.cfm/att_80086_EN_Spice%20Thematic%20paper%20-%20final%20version.pdf. Accessed June 2010

  6. Manera C, Tuccinardi T, Martinelli A (2008) Indoles and related compounds as cannabinoid ligands. Med Chem 8:370–387

    CAS  Google Scholar 

  7. ACMD (2009) ACMD report on the major cannabinoid agonists: consideration of the major cannabinoid agonist. http://www.homeoffice.gov.uk/publications/drugs/acmd1/acmd-report-agonists?view=Binary. Accessed June 2010

  8. Piggee C (2009) Investigating a not-so-natural high. Anal Chem 81:3205–3207

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Jun’ichi Nakajima.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Nakajima, J., Takahashi, M., Seto, T. et al. Identification and quantitation of cannabimimetic compound JWH-250 as an adulterant in products obtained via the Internet. Forensic Toxicol 29, 51–55 (2011). https://doi.org/10.1007/s11419-010-0101-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11419-010-0101-2

Keywords

Navigation