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Analytical profile of the lysergamide 1cP-AL-LAD and detection of impurities

Kavanagh, PV, Westphal, F, Pulver, B, Schwelm, HM, Stratford, A, Auwärter, V, Chapman, SJ, Halberstadt, AL and Brandt, SD (2022) Analytical profile of the lysergamide 1cP-AL-LAD and detection of impurities. Drug Testing and Analysis. ISSN 1942-7603

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The development of novel lysergamides continues to occur, based on both the needs of psychedelic medicine and commercial interest in new recreational substances. The present study continues the authors’ research on novel lysergamides and describes the analytical profile of 1-cyclopropanoyl-AL-LAD (IUPAC name: 1-(cyclopropanecarbonyl)-N,N-diethyl-6-(prop-2-en-1-yl)-9,10-didehydroergoline-8β-carboxamide; 1cP-AL-LAD), using various chromatographic, mass spectrometric and spectroscopic methods. Analysis of a powdered sample of 1cP-AL-LAD, obtained from an online vendor, by high performance liquid chromatography-electrospray ionization-quadrupole time-of-flight mass spectrometry in full scan/AutoMS/MS mode revealed the detection of 17 impurities based on high-resolution tandem mass spectral data; tentative determination of their identity was based on mass spectral grounds alone, though detection of AL-LAD and 1P-AL-LAD was confirmed using available reference standards. Other tentative compound identifications included 1-acetyl-AL-LAD and several other substances potentially reflecting oxidation of the N6-allyl group as well as other positions on the ergoline ring system. These data may assist those interested in the chemistry of lysergamides. Finally, 1cP-AL-LAD was also detected in samples of “blotters” sold online for recreational use.

Item Type: Article
Uncontrolled Keywords: 0301 Analytical Chemistry; 0601 Biochemistry and Cell Biology; 1115 Pharmacology and Pharmaceutical Sciences; Analytical Chemistry
Subjects: R Medicine > RM Therapeutics. Pharmacology
Divisions: Pharmacy & Biomolecular Sciences
Publisher: Wiley
SWORD Depositor: A Symplectic
Date Deposited: 31 Oct 2022 11:47
Last Modified: 14 Dec 2022 12:45
DOI or ID number: doi.org/10.1002/dta.3397
URI: https://researchonline.ljmu.ac.uk/id/eprint/17969
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