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Return of the lysergamides. Part V: Analytical and behavioural characterization of 1-butanoyl-d-lysergic acid diethylamide (1B-LSD)
- Source :
- Drug Test Anal
- Publication Year :
- 2019
-
Abstract
- The psychedelic properties of lysergic acid diethylamide (LSD) have captured the imagination of researchers for many years and its rediscovery as an important research tool is evidenced by its clinical use within neuroscientific and therapeutic settings. At the same time, a number of novel LSD analogs have recently emerged as recreational drugs, which makes it necessary to study their analytical and pharmacological properties. One of the most recent additions to this series of LSD analogs is 1-butanoyl-LSD (1B-LSD), a constitutional isomer of 1-propionyl-6-ethyl-6-nor-lysergic acid diethylamide (1P-ETH-LAD), another LSD analog that was described previously. This study presents a comprehensive analytical characterization of 1B-LSD employing nuclear magnetic resonance spectroscopy (NMR), low- and high-resolution mass spectrometry platforms, gas- and liquid chromatography (GC and LC), and GC-condensed phase and attenuated total reflection infrared spectroscopy analyses. Analytical differentiation of 1B-LSD from 1P-ETH-LAD was straightforward. LSD and other serotonergic hallucinogens induce the head-twitch response (HTR) in rats and mice, which is mediated by 5-HT(2A) receptor activation. HTR studies were conducted in C57BL/6J mice to assess whether 1B-LSD has LSD-like behavioral effects. 1B-LSD produced a dose-dependent increase in HTR counts, acting with ~14% (ED(50) = 976.7 nmol/kg) of the potency of LSD (ED(50) = 132.8 nmol/kg). This finding suggests that the behavioral effects of 1B-LSD are reminiscent of LSD and other serotonergic hallucinogens. The possibility exists that 1B-LSD serves as a pro-drug for LSD. Further investigations are warranted to confirm whether 1B-LSD produces LSD-like psychoactive effects in humans.
- Subjects :
- Hallucinogen
Male
RM
Spectrometry, Mass, Electrospray Ionization
medicine.drug_class
Lysergamides
Pharmaceutical Science
Pharmacology
Serotonergic
01 natural sciences
Article
Analytical Chemistry
Designer Drugs
03 medical and health sciences
0302 clinical medicine
medicine
Environmental Chemistry
Potency
Animals
030216 legal & forensic medicine
Receptor
Spectroscopy
ED50
Chromatography, High Pressure Liquid
Lysergic acid diethylamide
Behavior, Animal
Dose-Response Relationship, Drug
Chemistry
010401 analytical chemistry
Receptor antagonist
0104 chemical sciences
Mice, Inbred C57BL
Lysergic Acid Diethylamide
Hallucinogens
medicine.drug
Subjects
Details
- ISSN :
- 19427611
- Volume :
- 11
- Issue :
- 8
- Database :
- OpenAIRE
- Journal :
- Drug testing and analysis
- Accession number :
- edsair.doi.dedup.....df59081c9fdf3321f210f11cadf4d098