Discriminative Stimulus Effects of Substituted Tryptamines in Rats
Michael B. Gatch, Adam C. Hoch, Theresa M. Carbonaro
ACS Pharmacology & Translational Science December 29, 2020 DOI: 10.1021/acsptsci.0c00173 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Animal study Peer reviewed |
|---|---|
| Population | Male Sprague-Dawley rats |
| Interventions | 4-Acetoxy-N N-diethyltryptamine (4-AcO-DET) 4-hydroxy-N-methyl-N-ethyltryptamine (4-OH-MET) 4-hydroxy-N N-diethyltryptamine (4-OH-DET) 4-acetoxy-N-methyl-N-isopropyltryptamine (4-AcO-MiPT) 4-acetoxy-N N-dimethyltryptamine (4-AcO-DMT) N-dimethyltryptamine (4-OH-DMT psilocin) 5-methoxy-N-methyl-N-isopropyltryptamine (5-MeO-MiPT) N-diisopropyltryptamine (4-AcO-DiPT) N-diisopropyltryptamine (4-OH-DiPT) |
| Dose | 0.5 mg/kg |
| Keywords | Tryptamines Stimulus control Hallucinogen Abuse liability Pharmacology Stereochemistry Medicinal chemistry |
| Citations | 13 |
| Key points | All eight novel substituted tryptamines fully substituted for the discriminative stimulus effects of DOM in rats, suggesting they may have similar abuse liability. |
Abstract
Novel synthetic compounds have been available for decades as quasi-legal alternatives to controlled substances. The hallucinogen-like effects of eight novel substituted tryptamines were evaluated to determine their potential abuse liability. Male Sprague-Dawley rats were trained to discriminate 2,5-dimethoxy-4-methylamphetamine (DOM, 0.5 mg/kg, i.p., 30 min) from saline. 4-Acetoxy-N,N-diethyltryptamine (4-AcO-DET), 4-hydroxy-N-methyl-N-ethyltryptamine (4-OH-MET), 4-hydroxy-N,N-diethyltryptamine (4-OH-DET), 4-acetoxy-N-methyl-N-isopropyltryptamine (4-AcO-MiPT), 4-acetoxy-N,N-dimethyltryptamine (4-AcO-DMT), 4-hydroxy-N,N-dimethyltryptamine (4-OH-DMT, psilocin), 5-methoxy-N-methyl-N-isopropyltryptamine (5-MeO-MiPT), 4-acetoxy-N,N-diisopropyltryptamine (4-AcO-DiPT), and 4-hydroxy-N,N-diisopropyltryptamine (4-OH-DiPT) were tested for their ability to substitute for the discriminative stimulus effects of DOM. All test compounds fully substituted for DOM with potencies less than or equal to that of DOM. 4-OH-MET, 4-OH-DET, 4-OH-DMT, and 4-AcO-DMT decreased response rate at doses that fully substituted. Because the test compounds produced DOM-like discriminative stimulus effects, they may have similar abuse liability as DOM. 4-Acetoxy substituted compounds were less potent than 4-hydroxy substituted compounds, and the N,N-diisopropyl compounds were less potent than the dimethyl, diethyl, N-methyl-N-ethyl, and N-methyl-N-isopropyl compounds.
Citations in the library
Cited by 10
- Structure–Activity Relationships for Psilocybin, Baeocystin, Aeruginascin, and Related Analogues to Produce Pharmacological Effects in Mice ACS Pharmacology & Translational Science November 2, 2022
- Pharmacologic Activity of Substituted Tryptamines at 5-Hydroxytryptamine (5-HT)2A Receptor (5-HT2AR), 5-HT2CR, 5-HT1AR, and Serotonin Transporter. Journal of Pharmacology and Experimental Therapeutics January 20, 2023
- Psilocybin analog 4-OH-DiPT enhances fear extinction and GABAergic inhibition of principal neurons in the basolateral amygdala. Neuropsychopharmacology April 1, 2024
- Receptor Binding Profiles for Tryptamine Psychedelics and Effects of 4-Propionoxy-N,N-dimethyltryptamine in Mice ACS Pharmacology & Translational Science March 10, 2023
- Chemoenzymatic Synthesis of 5-Methylpsilocybin: A Tryptamine with Potential Psychedelic Activity Journal of Natural Products March 5, 2021
and 5 more in the library
Cites 23
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- Psychedelic effects of psilocybin correlate with serotonin 2A receptor occupancy and plasma psilocin levels Neuropsychopharmacology January 26, 2019
- Receptor interaction profiles of novel psychoactive tryptamines compared with classic hallucinogens. European Neuropsychopharmacology May 20, 2016
- Correlation between the potency of hallucinogens in the mouse head-twitch response assay and their behavioral and subjective effects in other species. Neuropharmacology May 1, 2020
- DARK Classics in Chemical Neuroscience: Psilocybin ACS Chemical Neuroscience June 29, 2018
and 18 more in the library