{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,16]],"date-time":"2026-09-16T12:03:26Z","timestamp":1789560206817,"version":"build-2803163510"},"reference-count":19,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2023,7,18]],"date-time":"2023-07-18T00:00:00Z","timestamp":1689638400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Drug Testing and Analysis"],"published-print":{"date-parts":[[2024,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>New synthetic opioids are an increasing challenge for clinical and forensic toxicologists that developed over the recent years. Desmethylmoramide (DMM), a structural analogue of methadone, is one of the most recent appearances on the drug market. This study investigated its metabolic fate in rat and pooled human liver S9 fraction (pHLS9) to allow the identification of suitable urinary screening targets beyond the parent compound. The analysis of rat urine after the administration of DMM revealed five metabolites, which were the result of pyrrolidine ring or morpholine ring hydroxylation and combinations of them. Additionally, an <jats:italic>N\u2032,N<\/jats:italic>\u2010bisdesalkyl metabolite was formed. Incubations of DMM using pHLS9 revealed a pyrrolidine hydroxy metabolite, as well as an <jats:italic>N<\/jats:italic>\u2010oxide. No Phase II metabolites were detected in either rat urine or incubations using pHLS9. The metabolism of DMM did in part comply with that of its archetype dextromoramide (DXM). Although morpholine ring hydroxylation and <jats:italic>N<\/jats:italic>\u2010oxidation were described for DXM and detected for DMM, phenyl ring hydroxylation was not found for DMM but described for DXM. An analysis of 24\u2009h pooled rat urine samples after DMM administration identified the hydroxy and dihydroxy metabolite as the most abundant excretion products, and they may, thus, serve as screening targets, as the parent compound was barely detectable.<\/jats:p>","DOI":"10.1002\/dta.3546","type":"journal-article","created":{"date-parts":[[2023,7,19]],"date-time":"2023-07-19T00:50:24Z","timestamp":1689727824000},"page":"309-313","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Investigations on the in vitro and in vivo metabolic fate of the new synthetic opioid desmethylmoramide using HPLC\u2013HRMS\/MS for toxicological screening purposes"],"prefix":"10.1002","volume":"16","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7126-5263","authenticated-orcid":false,"given":"Sascha K.","family":"Manier","sequence":"first","affiliation":[{"name":"Department of Experimental and Clinical Toxicology, Institute of Experimental and Clinical Pharmacology and Toxicology Saarland University, Center for Molecular Signaling (PZMS)  Homburg Saarland Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Johannes Angert","family":"Valdiviezo","sequence":"additional","affiliation":[{"name":"Applied Pharmacy University of Applied Sciences Kaiserslautern  Pirmasens Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Niels","family":"Eckstein","sequence":"additional","affiliation":[{"name":"Applied Pharmacy University of Applied Sciences Kaiserslautern  Pirmasens Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Markus R.","family":"Meyer","sequence":"additional","affiliation":[{"name":"Department of Experimental and Clinical Toxicology, Institute of Experimental and Clinical Pharmacology and Toxicology Saarland University, Center for Molecular Signaling (PZMS)  Homburg Saarland Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,7,18]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.neuropharm.2017.10.016"},{"key":"e_1_2_7_3_1","unstructured":"UNODC.Current NPS Threats.2022."},{"key":"e_1_2_7_4_1","unstructured":"EMCDDA.European Drug Report 2022: Trends and Developments. 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