{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,21]],"date-time":"2026-10-21T00:22:32Z","timestamp":1792542152709,"version":"4.5.0"},"reference-count":43,"publisher":"Wiley","issue":"11","license":[{"start":{"date-parts":[[2024,1,23]],"date-time":"2024-01-23T00:00:00Z","timestamp":1705968000000},"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":[[2024,11]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Among <jats:italic>N<\/jats:italic>\u2010((2\u2010substituted)benzyl)phenylethanamines, <jats:italic>N<\/jats:italic>\u2010(2\u2010hydroxybenzyl)phenylethanamines are a special type of compounds which are thermolabile and degrade in the course of analysis by means of gas chromatography\u2013mass spectrometry (GC\u2013MS). This can lead to substantial errors, in the identification of legally controlled compounds of this series containing methoxy groups at positions 2 and 5 of the benzene ring of the phenylethyl fragment by GC\u2013MS, which is commonly used in forensic and toxicological laboratories. Exemplified by the five isomeric 2\u2010(dimethoxyphenyl)\u2010<jats:italic>N<\/jats:italic>\u2010(2\u2010hydroxybenzyl)ethanamines, it was shown that their derivatization with trifluoroacetic anhydride (same as in the case of the <jats:italic>N<\/jats:italic>\u2010(2\u2010methoxybenzyl)\u2010, <jats:italic>N<\/jats:italic>\u2010(2\u2010fluorobenzyl)\u2010, <jats:italic>N<\/jats:italic>\u2010(2\u2010chlorobenzyl)\u2010, and <jats:italic>N<\/jats:italic>\u2010(2\u2010bromobenzyl)substitutes phenylethanamines [NBOMe, NBF, NBCl, and NBBr, respectively] series described earlier) results in only one product, <jats:italic>N<\/jats:italic>\u2010monosubstituted derivative, for each positional isomer within a series, which makes it possible to reliably identify each compound by the GC\u2013MS method. In addition, chromatographic conditions for sufficient separation of trifluoroacetyl derivatives of these positional isomers of the NBOH series in 25\u2009min are proposed, which is an important aspect for analysis in forensic laboratories engaged in the determination of narcotic drugs and new psychoactive substances. As an alternative approach, a method for identifying positional isomers of the NBOH series by the high\u2010performance liquid chromatography\u2013high\u2010resolution mass spectrometry (HPLC\u2010HRMS) method without derivatization is proposed.<\/jats:p>","DOI":"10.1002\/dta.3648","type":"journal-article","created":{"date-parts":[[2024,1,24]],"date-time":"2024-01-24T00:41:10Z","timestamp":1706056870000},"page":"1271-1284","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Identification of thermolabile positional isomers of <i>N<\/i>\u2010(2\u2010hydroxybenzyl)\u20102\u2010(dimethoxyphenyl)ethanamines (NBOH series) using chromatography and mass spectrometry methods"],"prefix":"10.1002","volume":"16","author":[{"given":"Olga V.","family":"Kupriyanova","sequence":"first","affiliation":[{"name":"Institute of Fundamental Medicine and Biology Kazan (Volga Region) Federal University  Kazan Russian Federation"},{"name":"Kazan State Medical University  Kazan Russian Federation"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0369-0786","authenticated-orcid":false,"given":"Vadim A.","family":"Shevyrin","sequence":"additional","affiliation":[{"name":"Institute of Chemical Engineering Ural Federal University  Ekaterinburg Russian Federation"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Raziya G.","family":"Sadykova","sequence":"additional","affiliation":[{"name":"Kazan State Medical University  Kazan Russian Federation"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuri M.","family":"Shafran","sequence":"additional","affiliation":[{"name":"Institute of Chemical Engineering Ural Federal University  Ekaterinburg Russian Federation"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,1,23]]},"reference":[{"key":"e_1_2_6_2_1","volume-title":"World Drug Report 2023. 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