{"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":1787856054470,"version":"build-2784847793"},"reference-count":35,"publisher":"Wiley","issue":"8","license":[{"start":{"date-parts":[[2024,12,3]],"date-time":"2024-12-03T00:00:00Z","timestamp":1733184000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Drug Testing and Analysis"],"published-print":{"date-parts":[[2025,8]]},"abstract":"<jats:title>ABSTRACT<\/jats:title><jats:p>The classical psychedelic drug (+)\u2010lysergic acid diethylamide (LSD) continues to attract considerable multidisciplinary interest, and over the last eight decades, many derivatives and analogs of LSD have been synthesized. One site on the ergoline scaffold of LSD that has been frequently modified is the <jats:italic>N<\/jats:italic><jats:sup>1<\/jats:sup>\u2010position, with the <jats:italic>N<\/jats:italic><jats:sup>1<\/jats:sup>\u2010acylated LSD derivative 1\u2010acetyl\u2010LSD (1A\u2010LSD, ALD\u201052) being one of the earliest examples. In more recent years, several other alkylcarbonyl\u2010 and cycloalkylcarbonyl\u2010substituted LSD derivatives have been evaluated, including several distributed as research chemicals. Although <jats:italic>N<\/jats:italic><jats:sup>1<\/jats:sup>\u2010substitution is detrimental for the activity of LSD at the 5\u2010HT<jats:sub>2A<\/jats:sub> receptor (the primary site of action of psychedelic drugs), <jats:italic>N<\/jats:italic><jats:sup>1<\/jats:sup>\u2010acylated LSD derivatives are rapidly hydrolyzed in\u00a0vivo and are believed to act as prodrugs for LSD. Recently, 1\u2010(thiophene\u20102\u2010carbonyl)\u2010LSD (1T\u2010LSD, SYN\u2010L\u2010021) was detected as a new recreational drug, signaling a move towards <jats:italic>N<\/jats:italic><jats:sup>1<\/jats:sup>\u2010acyl groups with an aromatic character. The present study was conducted to investigate the analytical profile and pharmacology of 1\u2010(2\u2010furoyl)\u2010lysergic acid diethylamide (1F\u2010LSD, SYN\u2010L\u2010005), a novel analog of 1T\u2010LSD. The binding of 1F\u2010LSD to the 5\u2010HT<jats:sub>2A<\/jats:sub> receptor and other monoamine sites was assessed using radioligand binding. Furthermore, the in\u00a0vivo activities of 1F\u2010LSD and 1T\u2010LSD were assessed in C57BL\/6\u2009J mice by comparing their biotransformation to LSD and effects on the head\u2010twitch response (HTR), a 5\u2010HT<jats:sub>2A<\/jats:sub>\u2010mediated behavior. Both 1F\u2010LSD and 1T\u2010LSD induced the HTR in mice and were hydrolyzed to LSD after in\u00a0vivo administration, indicating that both substances exhibit LSD\u2010like properties and may serve as prodrugs for LSD.<\/jats:p>","DOI":"10.1002\/dta.3829","type":"journal-article","created":{"date-parts":[[2024,12,3]],"date-time":"2024-12-03T03:44:13Z","timestamp":1733197453000},"page":"1283-1293","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Analytical and Pharmacological Characterization of 1\u2010(Furan\u20102\u2010Carbonyl)\u2010LSD (1F\u2010LSD) and Comparison With 1\u2010(Thiophene\u20102\u2010Carbonyl)\u2010LSD (1T\u2010LSD)"],"prefix":"10.1002","volume":"17","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8632-5372","authenticated-orcid":false,"given":"Simon\u00a0D.","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\u00a0V.","family":"Kavanagh","sequence":"additional","affiliation":[{"name":"Department of Pharmacology and Therapeutics School of Medicine Trinity Centre for Health Sciences St. James Hospital  Dublin 8 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"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5219-1687","authenticated-orcid":false,"given":"Simon\u00a0P.","family":"Elliott","sequence":"additional","affiliation":[{"name":"Elliott Forensic Consulting  Birmingham UK"},{"name":"Department of Analytical, Environmental and Forensic Sciences King's College London  London 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\u00a0L.","family":"Halberstadt","sequence":"additional","affiliation":[{"name":"Department of Psychiatry University of California San Diego  La Jolla USA"},{"name":"Center for Psychedelic Research University of California San Diego  La Jolla USA"},{"name":"Research Service VA San Diego Healthcare System  San Diego USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,12,3]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1124\/pr.115.011478"},{"key":"e_1_2_8_3_1","volume-title":"Prodrugs of Substituted Ergolines","author":"Stratford A.","year":"2024"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1001\/archneurpsyc.1958.02340020081015"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1080\/00223980.1959.9916341"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/cpt196562183"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF01562113"},{"key":"e_1_2_8_8_1","first-page":"67","volume-title":"Hallucinogens. 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