Identification and Analysis of LSD Derivatives in Illegal Products as Paper Sheet
Rie Tanaka, Maiko Kawamura, Takashi Hakamatsuka, Ruri Kikura‐hanajiri
YAKUGAKU ZASSHI April 30, 2020 DOI: 10.1248/yakushi.19-00230 via OpenAlex
Summary
AI-generated from the abstractFrom 2014 to 2017 in Japan, four lysergic acid diethylamide (LSD) derivatives were detected in paper sheet products sold as designer drugs. The compounds were identified as ALD-52, ETH-LAD, AL-LAD, and 1P-LSD using GC-MS, LC-MS, LC-Q-TOF-MS, and NMR analyses. Extraction methods and analytical conditions for GC-MS, LC-MS, and LC-FL were studied. As of September 2019, 2372 substances and two plants are controlled as "Designated Substances" under Japanese law. Only 1P-LSD was already regulated since April 2016; pharmacological evaluation of the other derivatives is ongoing to inform future legislation.
Study at a glance
| Characteristics | Analytical chemistry study Peer reviewed |
|---|---|
| Population | Paper sheet products containing LSD derivatives |
| Topics | LSD |
| Keywords | Quinoline Carboxamide Pharmacology Stereochemistry |
| Citations | 15 |
| Key finding | Four LSD derivatives—ALD-52, ETH-LAD, AL-LAD, and 1P-LSD—were identified in paper sheet products obtained in Japan from 2014 to 2017. |
Abstract
To prevent the abuse of new psychoactive substances (NPS), a total of 2372 substances and two plants are controlled as "Designated Substances" in Japan as of September 2019. Although the distribution of these substances has decreased for the past three years, newly-emerged NPS are still being found. In this study, we detected four lysergic acid diethylamide (LSD) derivatives as designer drugs from four paper sheet products, which were obtained from 2014 to 2017 in Japan. The compounds were identified as 4-Acetyl-N,N-diethyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide (ALD-52), N,N,7-triethyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide (ETH-LAD), 7-Allyl-N,N-diethyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide (AL-LAD), N,N-diethyl-7-methyl-4-propionyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide (1P-LSD), by GC-MS, LC-MS, LC-Q-TOF-MS and NMR analyses. Further, we studied the extraction methods of LSD derivatives from paper sheet, and the analytical conditions of GC-MS, LC-MS and LC-FL(fluorescence). Among LSD derivatives, 1P-LSD have been controlled as designated substances (Shitei Yakubutsu) under the Pharmaceutical and Medical Device Act in Japan since April 2016. For the legislation of the other derivatives identified in this study, the evaluation of their pharmacological properties are now in progress.