{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,27]],"date-time":"2026-08-27T18:40:54Z","timestamp":1787856054452,"version":"build-2784847793"},"reference-count":23,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2024,7,4]],"date-time":"2024-07-04T00:00:00Z","timestamp":1720051200000},"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":[[2025,4]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    The development of lysergic acid diethylamide (LSD) derivatives and analogs continues to inform the design of novel receptor probes and potentially new medicines. On the other hand, a number of newly developed LSD derivatives have also emerged as recreational drugs, leading to reports of their detection in some countries. One position in the ergoline scaffold of LSD that is frequently targeted is the\n                    <jats:italic>N<\/jats:italic>\n                    <jats:sup>1<\/jats:sup>\n                    \u2010position; numerous\n                    <jats:italic>N<\/jats:italic>\n                    <jats:sup>1<\/jats:sup>\n                    \u2010alkylcarbonyl LSD derivatives have been reported where the acyl chain is attached to the indole nitrogen, for example, in the form of linear\n                    <jats:italic>n<\/jats:italic>\n                    \u2010alkane substituents, which represent higher homologs of the prototypical 1\u2010acetyl\u2010\n                    <jats:italic>N<\/jats:italic>\n                    ,\n                    <jats:italic>N<\/jats:italic>\n                    \u2010diethyllysergamide (1A\u2010LSD, ALD\u201052). In this study, 1\u2010hexanoyl\u2010LSD (1H\u2010LSD, SYN\u2010L\u2010027), a novel\n                    <jats:italic>N<\/jats:italic>\n                    <jats:sup>1<\/jats:sup>\n                    \u2010acyl LSD derivative, was characterized analytically using standard techniques, followed by evaluation of its in vivo behavioral effects using the mouse head\u2010twitch response (HTR) assay in C57BL\/6J mice. 1H\u2010LSD induced the HTR, with a median effective dose (ED\n                    <jats:sub>50<\/jats:sub>\n                    ) of 192.4\u2009\u03bcg\/kg (equivalent to 387\u2009nmol\/kg), making it roughly equipotent to ALD\u201052 when tested previously under similar conditions. Similar to other\n                    <jats:italic>N<\/jats:italic>\n                    <jats:sup>1<\/jats:sup>\n                    \u2010acylated analogs, 1H\u2010LSD is anticipated to by hydrolyzed to LSD in vivo and acts as a prodrug. It is currently unknown whether 1H\u2010LSD has appeared as on the research chemical market or is being used recreationally.\n                  <\/jats:p>","DOI":"10.1002\/dta.3767","type":"journal-article","created":{"date-parts":[[2024,7,5]],"date-time":"2024-07-05T02:06:16Z","timestamp":1720145176000},"page":"561-569","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Analytical and behavioral characterization of 1\u2010hexanoyl\u2010LSD (1H\u2010LSD)"],"prefix":"10.1002","volume":"17","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8632-5372","authenticated-orcid":false,"given":"Simon D.","family":"Brandt","sequence":"first","affiliation":[{"name":"School of Pharmacy and Biomolecular Sciences Liverpool John Moores University  Liverpool UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1613-3305","authenticated-orcid":false,"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":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0000-0042-7440","authenticated-orcid":false,"given":"Sarah","family":"Gare","sequence":"additional","affiliation":[{"name":"Department of Chemistry, School of Physical Sciences University of Liverpool  Liverpool UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexander","family":"Stratford","sequence":"additional","affiliation":[{"name":"Synex Synthetics BV  Maastricht The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5096-5829","authenticated-orcid":false,"given":"Adam L.","family":"Halberstadt","sequence":"additional","affiliation":[{"name":"Department of Psychiatry University of California San Diego  San Diego 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