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In the present study, we tentatively identified 12 by\u2010products found in a pure sample of the synthetic cannabinoid Cumyl\u20105F\u2010PINACA (1\u2010(5\u2010fluoropentyl)\u2010<jats:italic>N<\/jats:italic>\u2010(2\u2010phenylpropan\u20102\u2010yl)\u20101<jats:italic>H<\/jats:italic>\u2010indazole\u20103\u2010carboxamide), a prevalent new psychoactive substance (NPS) in e\u2010liquids, via high\u2010resolution mass spectrometry fragmentation experiments (HRMS\/MS). Furthermore, we developed a procedure to reproducibly extract this synthetic cannabinoid and related by\u2010products from an e\u2010liquid matrix via chloroform and water. The extracts were submitted to flash chromatography (F\u2010LC) to isolate the by\u2010products from the main component. The chromatographic impurity signature was subsequently assessed by ultra\u2010high\u2010performance liquid chromatography coupled to mass spectrometry (UHPLC\u2013MS) and evaluated by automated integration. The complete sample preparation sequence (F\u2010LC\u00a0+\u00a0UHPLC\u2013MS) was validated by comparing the semi\u2010quantitative signal integrals of the chromatographic impurity signatures of five self\u2010made e\u2010liquids with varying concentrations of Cumyl\u20105F\u2010PINACA [0.1, 0.2, 0.5, 0.7 and 1.0% (w\/w)], giving an average relative standard deviation of 6.2% for triplicate measurements of preparations of the same concentration and 10.5% between the measurements of the five preparations with different concentrations. Lastly, the chromatographic signatures of 14 e\u2010liquid samples containing Cumyl\u20105F\u2010PINACA from police seizures and Internet test purchases were evaluated via hierarchical cluster analysis for potential links. For the e\u2010liquid samples originating from test purchases, it was found that the date of purchase, the identity of the online shop, and the brand name are the critical factors for clustering of samples.<\/jats:p>","DOI":"10.1002\/dta.2673","type":"journal-article","created":{"date-parts":[[2019,7,15]],"date-time":"2019-07-15T17:13:05Z","timestamp":1563210785000},"page":"119-126","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Profiling of synthesis\u2010related impurities of the synthetic cannabinoid Cumyl\u20105F\u2010PINACA in seized samples of e\u2010liquids via multivariate analysis of UHPLC\u2212MS<sup>n<\/sup> data"],"prefix":"10.1002","volume":"12","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3949-2818","authenticated-orcid":false,"given":"Sascha","family":"M\u00fcnster\u2010M\u00fcller","sequence":"first","affiliation":[{"name":"Bundeskriminalamt (Federal Criminal Police Office) Forensic Science Institute  Wiesbaden Germany"},{"name":"Joint Mass Spectrometry Centre Institute of Chemistry, Chair of Analytical Chemistry, University of Rostock  Rostock Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Isabelle","family":"Matzenbach","sequence":"additional","affiliation":[{"name":"Hochschule Fresenius University of Applied Sciences  Idstein Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thomas","family":"Knepper","sequence":"additional","affiliation":[{"name":"Hochschule Fresenius University of Applied Sciences  Idstein Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6280-3218","authenticated-orcid":false,"given":"Ralf","family":"Zimmermann","sequence":"additional","affiliation":[{"name":"Joint Mass Spectrometry Centre Institute of Chemistry, Chair of Analytical Chemistry, University of Rostock  Rostock Germany"},{"name":"Joint Mass Spectrometry Centre, Cooperation Group \u201cComprehensive Molecular Analytics\u201d Helmholtz Zentrum Muenchen  Neuherberg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael","family":"P\u00fctz","sequence":"additional","affiliation":[{"name":"Bundeskriminalamt (Federal Criminal Police Office) Forensic Science Institute  Wiesbaden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2019,8,8]]},"reference":[{"key":"e_1_2_6_2_1","volume-title":"Drug characterization\/Impurity profiling","author":"UNODC","year":"2001"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.forc.2018.03.007"},{"key":"e_1_2_6_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/dta.2296"},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/ac9005588"},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1355-0306(01)71889-8"},{"key":"e_1_2_6_7_1","volume-title":"Impurity profiling of heroin and cocaine","author":"UNODC","year":"2005"},{"key":"e_1_2_6_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1570-0232(02)00109-5"},{"key":"e_1_2_6_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/ac3034147"},{"key":"e_1_2_6_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.forsciint.2008.09.012"},{"key":"e_1_2_6_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.analchem.8b02679"},{"key":"e_1_2_6_12_1","volume-title":"UNODC World drug report 2018","author":"UNODC","year":"2018"},{"key":"e_1_2_6_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.1558"},{"key":"e_1_2_6_14_1","first-page":"1","article-title":"Chemical profiling of the synthetic cannabinoid MDMB\u2010CHMICA: identification, assessment, and stability study of synthesis\u2010related impurities in seized and synthesized samples","author":"M\u00fcnster\u2010M\u00fcller S","year":"2019","journal-title":"Drug Test Anal"},{"key":"e_1_2_6_15_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11419-018-0451-8"},{"key":"e_1_2_6_16_1","unstructured":"BowdenM WilliamsonJ Cannabinoid compounds. 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