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Identification and characterization of a new designer drug thiothinone in seized products

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Abstract

In the last 10 years, the abuse of designer drugs has proliferated due to the ease of purchase on the Internet. Our research laboratory collaborates with the Financial Police (GdF) analyzing drugs of abuse on behalf of the Court (Procura della Repubblica––Tribunale di Busto Arsizio). Nine products sold on the Internet and suspected to contain illegal substances were brought to our laboratory after a seizure at the Malpensa Airport in Northern Italy. After first routine analyses carried out by thin-layer chromatography (TLC) and gas chromatography/flame ionization detection (GC/FID), we were able to exclude all “classical” drugs and common new psychoactive substances (NPSs). This prompted us to deeply analyze the unknown product to identify it by different analytical techniques. The structure of the unknown compound was elucidated by gas chromatography/mass spectrometry (GC/MS), liquid chromatography/mass spectrometry (LC/MS), accurate mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy. This characterization allowed us to identify the unknown substance as a new designer drug thiothinone, [2-(methylamino)-1-(2-thienyl)-1-propanone]. The X-ray powder diffraction (XRPD) pattern and the analytical data presented herein can provide valid support to forensic chemists who may encounter this “legal high” in caseworks. To our knowledge, this is the first scientific disclosure of thiothinone from dubious products.

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References

  1. Rech MA, Donahey E, Cappiello Dziedzic JM, Oh L, Greenhalgh E (2015) New drugs of abuse. Pharmacotherapy 35:189–197

    Article  PubMed  CAS  Google Scholar 

  2. Cottencin O, Rolland B, Karila L (2014) New designer drugs (synthetic cannabinoids and synthetic cathinones): review of literature. Curr Pharm Design 20:4106–4111

    Article  CAS  Google Scholar 

  3. Baumann MH, Solis E, Watterson LR, Marusich JA, Fantegrossi WE, Wiley JL (2014) Baths salts, spice, and related designer drugs: the science behind the headlines. J Neurosci 34:15150–15158

    Article  PubMed  PubMed Central  Google Scholar 

  4. Pourmand A, Armstrong P, Mazer-Amirshahi M, Shokoohi H (2014) The evolving high: new designer drugs of abuse. Hum Exp Toxicol 33:993–999

    Article  PubMed  CAS  Google Scholar 

  5. Mazzarino M, Orengia M, Botre F (2007) Application of fast gas chromatography/mass spectrometry for the rapid screening of synthetic anabolic steroids and other drugs in anti-doping analysis. Rapid Commun Mass Spectrom 21:4117–4124

    Article  PubMed  CAS  Google Scholar 

  6. Lopez-Avila V, Gao W, Urdahl R (2012) Mass spectral fragmentation of cathinones by high-resolution TOFMS using a soft ionization source. J Pharm Sci Innov 1:44–53

    CAS  Google Scholar 

  7. de Castro A, Lendoiro E, Fernandez-Vega H, Lopez-Rivadulla M, Cruz A, Steinmeyer S (2014) Liquid chromatography tandem mass spectrometry determination of selected synthetic cathinones and two piperazines in oral fluid. Cross reactivity study with an on-site immunoassay device. J Chromatogr A 1374:93–101

    Article  PubMed  Google Scholar 

  8. Westphal F, Junge T, Girreser U, Greibl W, Doering C (2012) Mass, NMR and IR spectroscopic characterization of pentedrone and pentylone and identification of their isocathinone by-products. Forensic Sci Int 217:157–167

    Article  PubMed  CAS  Google Scholar 

  9. Das R, Ali E, Abd Hamid SB (2014) Current applications of X-ray powder diffraction—a review. Rev Adv Mater Sci 38:95–109

    Google Scholar 

  10. Saha K, Partilla JS, Lehner KR, Seddik A, Stockner T, Holy M, Sandtner W, Ecker GF, Sitte HH, Baumann MH (2015) ‘Second-generation’ mephedrone analogs, 4-MEC and 4-MePPP, differentially affect monoamine transporter function. Neuropsychopharmacol 40:1321–1331

    Article  CAS  Google Scholar 

  11. Taschwer M, Hofer MG, Schmid MG (2014) Enantioseparation of benzofurys and other novel psychoactive compounds by CE and sulfobutylether β-cyclodextrin as chiral selector added to the BGE. Electrophoresis 35:2793–2799

    Article  PubMed  CAS  Google Scholar 

  12. Welter J, Meyer MR, Wolf E, Weinmann W, Kavanagh P, Maurer HH (2013) 2-Methiopropamine, a thiophene analogue of methamphetamine: studies on its metabolism and detectability in the rat and human using GC-MS and LC-(HR)-MS techniques. Anal Bioanal Chem 405:3125–3135

    Article  PubMed  CAS  Google Scholar 

  13. Casale JF, Hays PA (2011) Methiopropamine: an analytical profile. Microgram J 8:53–57

    CAS  Google Scholar 

  14. Bouso ED, Gardner EA, O’Brien JE, Talbot B, Kavanagh PV (2014) Characterization of the pyrolysis products of methiopropamine. Drug Test Anal 6:676–683

    Article  PubMed  CAS  Google Scholar 

  15. https://drugs-forum.com/forum/showthread.php?p=1359978#post1359978. Accessed Sep 2013

  16. Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (2013) Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products. Forensic Toxicol 31:223–240

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Dipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, via Mangiagalli 25, 20133, Milan, Italy

    Veniero Gambaro, Eleonora Casagni, Lucia Dell’Acqua, Gabriella Roda, Lucia Tamborini & Giacomo Luca Visconti

  2. Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133, Milan, Italy

    Francesco Demartin

Authors
  1. Veniero Gambaro
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  2. Eleonora Casagni
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  3. Lucia Dell’Acqua
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  4. Gabriella Roda
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  5. Lucia Tamborini
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  6. Giacomo Luca Visconti
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  7. Francesco Demartin
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Corresponding author

Correspondence to Gabriella Roda.

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

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Gambaro, V., Casagni, E., Dell’Acqua, L. et al. Identification and characterization of a new designer drug thiothinone in seized products. Forensic Toxicol 34, 174–178 (2016). https://doi.org/10.1007/s11419-015-0289-2

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  • DOI: https://doi.org/10.1007/s11419-015-0289-2

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