A new view of the structural relationship between LSD and mescaline
David E. Nichols, William Pfister, G.k.w. Yim, Reilly Cosgrove
Brain Research Bulletin May 1, 1977 DOI: 10.1016/0361-9230(77)90034-x (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Experimental study Peer reviewed |
|---|---|
| Population | Mice and rabbits |
| Interventions | 2 3 4-tetrahydronaphthalene R-(+) 2-amino-1 |
| Topics | Mescaline LSD |
| Keywords | Hallucinogen Phenethylamines Tryptamines Enantiomer Stereochemistry |
| Citations | 10 |
| Key findings | The S-(-) enantiomer of 2-AT shows selective central effects similar to hallucinogens like mescaline, and stereochemical analysis suggests a structural correspondence between phenethylamine aromatic rings and the pyrrole portion of LSD's indole nucleus. |
Abstract
An examination of the effects of S-(-) and R-(+) 2-amino-1,2,3,4-tetrahydronaphthalene (2-AT) on mouse spontaneous activity and rabbit EEG has shown that the S-(-) enantiomer shows selective central effects similar to those of hallucinogens like mescaline. A stereochemical analysis of these results indicates that the structural relationship between mescaline, or other phenethylamine type hallucinogens, may involve correspondence between the aromatic ring of the phenethylamines and the pyrrole portion of the indole nucleus in LSD.
Comparable studies
Other preclinical and animal studies on mescaline, most cited first.
| Study | Year | Design | Participants |
|---|---|---|---|
| Correlation between the potency of hallucinogens in the mouse head-twitch response assay and their behavioral and subjective effects in other species. C57BL/6J mice | 2020 | Experimental study with dose-response experiments | |
| Brain mechanisms of hallucinogens and entactogens Humans and rats | 2001 | Review | |
| Effects of hallucinogenic agents mescaline and phencyclidine on zebrafish behavior and physiology Zebrafish (Danio rerio) | 2012 | Experimental study | |
| Lysergic Acid Diethylamide- and Mescaline-Induced Attenuation of the Effect of Punishment in the Rat Rats | 1976 | Experimental study | |
| Dihydrobenzofuran Analogues of Hallucinogens. 3. Models of 4-Substituted (2,5-Dimethoxyphenyl)alkylamine Derivatives with Rigidified Methoxy Groups Rats (trained to discriminate saline from LSD tartrate) and rat cortical and... | 1996 | In vivo drug discrimination assay and in vitro radioligand binding assay |
Citations in the library
Cited by 3
- Psychological and cognitive effects of long-term peyote use among Native Americans. Biological Psychiatry October 15, 2005
- 8-hydroxy-2-(di-n-propylamino)tetralin, 8-OH-DPAT, a potent and selective simplified ergot congener with central 5-HT-receptor stimulating activity Journal of Neural Transmission September 1, 1982
- Neurophysiological effects of hallucinogens on serotonergic neuronal systems. Neuroscience & Biobehavioral Reviews 1982