{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,31]],"date-time":"2026-01-31T07:50:51Z","timestamp":1769845851458,"version":"3.49.0"},"reference-count":19,"publisher":"Wiley","issue":"9","license":[{"start":{"date-parts":[[2020,7,15]],"date-time":"2020-07-15T00:00:00Z","timestamp":1594771200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"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>The identification of <jats:italic>tert<\/jats:italic>\u2010butyl\u20104\u2010anilinopiperidine\u20101\u2010carboxylate (4\u2010anilinopiperdine\u2010<jats:italic>t<\/jats:italic>\u2010BOC or 4\u2010AP\u2010<jats:italic>t<\/jats:italic>\u2010BOC) in many seized falsified \u2018Xanax\u2019 tablets has been reported after being encountered in forensic casework in late 2019 and early 2020 in Ireland. This substance was also detected in a pink powder submitted for analysis in March 2020. The pink powder was part of a larger seizure comprising brown powders which contained morphine or diamorphine (heroin) or a type of counterfeit heroin or heroin adulterant (known as \u2018bash\u2019). Novel benzodiazepines and other substances are being detected as ingredients in falsified benzodiazepine tablets more frequently on the illicit market. The detection of 4\u2010AP\u2010<jats:italic>t<\/jats:italic>\u2010BOC in benzodiazepine tablets is noteworthy and 4\u2010AP\u2010<jats:italic>t<\/jats:italic>\u2010BOC is added to the list of adulterants found in benzodiazepine tablets emerging in Europe. The presence of 4\u2010AP\u2010<jats:italic>t<\/jats:italic>\u2010BOC in both falsified \u2018Xanax\u2019 and powdered seizures is unusual, and analytical data are presented to assist with the identification of this compound in suspected illicit substances. The presence of 4\u2010AP\u2010<jats:italic>t<\/jats:italic>\u2010BOC in the tablets was confirmed using gas chromatography\u2013mass spectrometry and liquid chromatography\u2013mass spectrometry analyses, and spectral fragmentation pathways were suggested. To the authors' best knowledge, information about the biological activity of 4\u2010AP\u2010<jats:italic>t<\/jats:italic>\u2010BOC is not available. The removal of the <jats:italic>t\u2010<\/jats:italic>BOC protecting group yields 4\u2010anilinopiperidine which has been reported to be involved in the synthesis of fentanyl.<\/jats:p>","DOI":"10.1002\/dta.2884","type":"journal-article","created":{"date-parts":[[2020,6,22]],"date-time":"2020-06-22T02:22:35Z","timestamp":1592792555000},"page":"1387-1392","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["An unusual detection of <i>tert<\/i>\u2010butyl\u20104\u2010anilinopiperidine\u20101\u2010carboxylate in seizures of falsified \u2018Xanax\u2019 tablets and in items in a suspected heroin seizure submitted by Irish law enforcement"],"prefix":"10.1002","volume":"12","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7908-9137","authenticated-orcid":false,"given":"Colette","family":"May","sequence":"first","affiliation":[{"name":"Department of Justice and Equality Forensic Science Ireland  Dublin Ireland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Carol","family":"Downey","sequence":"additional","affiliation":[{"name":"Department of Justice and Equality Forensic Science Ireland  Dublin Ireland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0926-1621","authenticated-orcid":false,"given":"John D.","family":"Power","sequence":"additional","affiliation":[{"name":"Department of Justice and Equality Forensic Science Ireland  Dublin Ireland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Pierce V.","family":"Kavanagh","sequence":"additional","affiliation":[{"name":"Department of Pharmacology and Therapeutics, School of Medicine Trinity Centre for Health Sciences  St. James Hospital Dublin Ireland"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2020,7,15]]},"reference":[{"key":"e_1_2_6_2_1","unstructured":"Drugsdata.org (Erowid's anonymous drug analysis program\u2013 Formerly called Ecstacydata). Search for Sample ID 7518 8162 7540 8015 7517 and 7996. Available at:https:\/\/www.ecstasydata.org\/results.php?start=0&search_field=all&s=xanax. Accessed on June 13 2020."},{"key":"e_1_2_6_3_1","unstructured":"Drug Enforcement Agency (DEA).Designation of Benzylfentanyl and 4\u2010Anilinopiperidine Precursor Chemicals Used in the Illicit Manufacture of Fentanyl as List I Chemicals 2019.Federal Register Office of the Federal Register National Archives and Records Administration pp. 48314\u201348321."},{"key":"e_1_2_6_4_1","unstructured":"GuptaPK ManralL GanesanK MalhortaRC SekharK.A Method for the Preparation of FentanylEuropean patent 09721316.9 2013.https:\/\/patents.google.com\/patent\/EP2252149A2\/en"},{"key":"e_1_2_6_5_1","unstructured":"International Narcotics Control Board.Red list 16thEdition. List of Precursors and chemicals Frequently used in the illicit manufacture of narcotic drugs and psychotropic substances under International Control. Available at:https:\/\/www.incb.org\/documents\/PRECURSORS\/RED_LIST\/RedList_16thEd_Jan2018_E.pdfAccessed on June 13 2020."},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jasms.2005.01.008"},{"key":"e_1_2_6_7_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules25020299"},{"key":"e_1_2_6_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2016.04.086"},{"key":"e_1_2_6_9_1","unstructured":"Mayr's Database of Reactivity. Aliphatic amines available at:https:\/\/www.cup.lmu.de\/oc\/mayr\/reaktionsdatenbank\/fe\/showclass\/41and aromatic amines available at:https:\/\/www.cup.lmu.de\/oc\/mayr\/reaktionsdatenbank\/fe\/showclass\/42. Accessed on June 13 2020."},{"key":"e_1_2_6_10_1","unstructured":"Fisher Scientific. Amine Protection\/Deprotection. Available at:https:\/\/www.fishersci.co.uk\/gb\/en\/scientific-products\/lab-reporter-europe\/chemicals\/amine-protection-deprotection.html. 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