{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,21]],"date-time":"2026-10-21T12:40:20Z","timestamp":1792586420251,"version":"4.5.0"},"reference-count":34,"publisher":"Wiley","issue":"9","license":[{"start":{"date-parts":[[2020,7,1]],"date-time":"2020-07-01T00:00:00Z","timestamp":1593561600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Drug Testing and Analysis"],"published-print":{"date-parts":[[2020,9]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Among the increasing number of new psychoactive substances, 3\u2032,4\u2032\u2010methylenedioxy\u2010\u03b1\u2010pyrrolidinohexanophenone (MDPHP) belongs to the group of synthetic cathinones, which are the derivatives of the naturally occurring compound cathinone, the main psychoactive ingredient in the khat plant. Currently, only limited data are available for MDPHP, and no information is available on its human metabolism. We describe the toxicological investigation of nine cases associated with the use of MDPHP during the period February\u2013June 2019. Serum MDPHP concentrations showed a high variability ranging from 3.3 to 140 ng\/mL (mean 30.3 ng\/mL and median 16 ng\/mL). Intoxication symptoms of the described cases could not be explained by the abuse of MDPHP alone because in all cases the co\u2010consumption of other psychotropic drugs with frequent occurrence of opiates and benzodiazepines could be verified. Therefore, the patients showed different clinical symptoms, including aggressive behaviour, delayed physical response, loss of consciousness and coma. Liquid chromatography\u2013high\u2010resolution mass spectrometry was successfully used to investigate the human in vivo metabolism of MDPHP using authentic human urine samples. The metabolism data for MDPHP were further substantiated by the analysis of human urine using gas chromatography\u2013mass spectrometry (GC\u2013MS, a widely used systematic toxicological analysis method appropriate for the toxicological detection of MDPHP intake), which revealed the presence of seven phase I metabolites and three phase II metabolites as glucuronides. GC\u2010MS spectral data for MDPHP and metabolites are provided. The identified metabolite pattern corroborates the principal metabolic pathways of \u03b1\u2010pyrrolidinophenones in humans.<\/jats:p>","DOI":"10.1002\/dta.2869","type":"journal-article","created":{"date-parts":[[2020,6,1]],"date-time":"2020-06-01T04:33:17Z","timestamp":1590985997000},"page":"1320-1335","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":28,"title":["Intoxication cases associated with the novel designer drug 3\u2032,4\u2032\u2010methylenedioxy\u2010\u03b1\u2010pyrrolidinohexanophenone and studies on its human metabolism using high\u2010resolution mass spectrometry"],"prefix":"10.1002","volume":"12","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-9728-5767","authenticated-orcid":false,"given":"Marcel","family":"Grapp","sequence":"first","affiliation":[{"name":"Forensic Toxicological Laboratory University Medical Center G\u00f6ttingen, Georg\u2010August\u2010University  G\u00f6ttingen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christoph","family":"Kaufmann","sequence":"additional","affiliation":[{"name":"Forensic Toxicological Laboratory University Medical Center G\u00f6ttingen, Georg\u2010August\u2010University  G\u00f6ttingen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hannes M.","family":"Schwelm","sequence":"additional","affiliation":[{"name":"Institute of Forensic Medicine, Medical Center\u2010University of Freiburg, Faculty of Medicine University of Freiburg  Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3826-2327","authenticated-orcid":false,"given":"Merja A.","family":"Neukamm","sequence":"additional","affiliation":[{"name":"Institute of Forensic Medicine, Medical Center\u2010University of Freiburg, Faculty of Medicine University of Freiburg  Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sabine","family":"Blaschke","sequence":"additional","affiliation":[{"name":"Interdisciplinary Emergency Care Department University Medical Center G\u00f6ttingen, Georg\u2010August\u2010University  G\u00f6ttingen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Abass","family":"Eidizadeh","sequence":"additional","affiliation":[{"name":"Institute for Clinical Chemistry\/UMG\u2010Laboratories University Medical Center G\u00f6ttingen, Georg\u2010August\u2010University  G\u00f6ttingen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,7]]},"reference":[{"key":"e_1_2_5_2_1","unstructured":"European Monitoring Centre for Drugs and Drug Addiction.European Drug Report 2019: Trends and developments Publications Office of the European Union Luxembourg 2019."},{"key":"e_1_2_5_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.forsciint.2013.04.015"},{"key":"e_1_2_5_4_1","doi-asserted-by":"publisher","DOI":"10.1007\/164_2018_178"},{"key":"e_1_2_5_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.annemergmed.2012.01.005"},{"key":"e_1_2_5_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.amjmed.2012.02.019"},{"key":"e_1_2_5_7_1","doi-asserted-by":"publisher","DOI":"10.3109\/15563650.2011.590812"},{"key":"e_1_2_5_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.neubiorev.2018.07.015"},{"key":"e_1_2_5_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.forsciint.2009.05.001"},{"issue":"43","key":"e_1_2_5_10_1","first-page":"1954","article-title":"Increased abuse of the internet drug MDPV in V\u00e4stmanland. 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