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Forensic Toxicology

, Volume 36, Issue 2, pp 506–513 | Cite as

Detection of pyrovalerone as a possible synthetic by-product of 4′-methyl-α-pyrrolidinohexanophenone and 4-methyl-α-ethylaminopentiophenone in illicit drug products

  • Takaomi Tagami
  • Takahiro Doi
  • Akihiro Takeda
  • Akiko Asada
  • Kyohei Kiyota
  • Yoshiyuki Sawabe
Short Communication

Abstract

Purpose

Impurity profiling is an important intelligence-gathering tool that can be used to link batches of drugs, and it provides valuable insights into manufacturing and supply trends in new psychoactive substances. In a routine analysis, we detected trace amounts of pyrovalerone in illicit drug products. In this study, we investigated the cause of pyrovalerone’s presence in the illicit drug products containing 4′-methyl-α-pyrrolidinohexanophenone (MPHP) or 4-methyl-α-ethylaminopentiophenone (4-methyl-α-EAPP).

Methods

We analyzed the compounds in illicit drug products and raw material using liquid chromatography–photodiode array detection, gas chromatography–mass spectrometry and liquid chromatography–mass spectrometry.

Results

We detected trace amounts of pyrovalerone in four illicit drug products containing MPHP or 4-methyl-α-EAPP. In every case, the amount of pyrovalerone in the illicit drug products was much lower than that of MPHP or 4-methyl-α-EAPP. We assumed that pyrovalerone was produced unintentionally. Structurally, pyrovalerone differs from MPHP with respect to the length of the alkyl side chain, and for 4-methyl-α-EAPP, the amine at the α-position is different (it bears an ethylamine instead of pyrrolidine). Pyrovalerone is thought to be produced in two different ways, as a synthetic by-product of both MPHP and 4-methyl-α-EAPP.

Conclusions

We assumed that pyrovalerone was derived from an impurity in a raw material or arose from contamination during the amination process. Impurity analysis, such as that described in this study, will aid in impurity profiling of cathinones.

Keywords

MPHP 4-Methyl-α-ethylaminopentiophenone Pyrovalerone By-product New psychoactive substances (NPS) 

Notes

Acknowledgements

This study was supported in part by JSPS KAKENHI Grant no. 15K08834.

Compliance with ethical standards

Conflict of interest

There are no financial or other relations that could lead to a conflict of interest.

Ethical approval

This article does not contain any studies with human participants or animals performed by any of the authors.

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Copyright information

© Japanese Association of Forensic Toxicology and Springer Japan KK, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Osaka Institute of Public HealthOsakaJapan

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