DOM and related 2,5-dimethoxy-4-alkylphenylisopropylamines: behavioral and serotonin receptor properties.
Richard A Glennon, D L Doot, R Young
Pharmacology, Biochemistry, and Behavior March 1981 DOI: 10.1016/0091-3057(81)90392-0 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Animal behavioral pharmacology study Peer reviewed |
|---|---|
| Population | Isolated rat fundus preparations and rats trained to discriminate 5-OMe DMT from saline |
| Interventions | DOM DOET DOPR DOBU DOTB DOAM 5-OMe DMT |
| Measures | pA2, pD2, drug discrimination generalization |
| Topics | Serotonin |
| Key points | The six 2,5-DMA derivatives had similar serotonin receptor affinities (pA2 7.02–7.22) and acted as agonists at serotonin and phenoxybenzamine-resistant tryptamine receptors. In drug-discrimination tests, DOET, DOPR, DOBU, DOTB, and DOAM produced only partial generalization from 5-OMe DMT, indicating that their stimulus properties are qualitatively dissimilar to those of 5-OMe DMT despite high 5-HT receptor affinity. |
Abstract
Using an isolated rat fundus preparation, the 4-methyl (DOM), ethyl (DOET), propyl (DOPR) butyl (DOBU), tertiary butyl (DOTB) and amyl (DOAM) derivatives of 2,5-dimethoxy-phenylisopropylamine (2,5-DMA) were found to possess quite similar serotonin receptor affinities (pA2 - 7.02-7.22). The fundus preparation could not be used to determine pD2 values because all of the compounds were found to interact in an agonistic manner both with serotonin and PRT (phenoxybenzamine resistant tryptamine) receptors. Administration of DOET, DOPR, DOBU, DOTB and DOAM to animals (rats) trained to discriminate 5-OMe DMT from saline resulted only in partial generalization. While each of these agents possesses a high 5-HT receptor affinity, and while their behavioral effects might, therefore, involve a serotonergic component, the stimulus properties of these compounds are qualitatively dissimilar to those produced by the training dose of 5-OMe DMT.
Comparable studies
Other preclinical and animal studies on serotonin, most cited first.
| Study | Year | Design | Participants |
|---|---|---|---|
| Psilocybin induces rapid and persistent growth of dendritic spines in frontal cortex in vivo Mice | 2021 | Observational cohort | |
| Neurotoxicity of the psychedelic amphetamine, methylenedioxymethamphetamine. Rats (implied by typical neurochemical study context) | 1987 | Experimental study | |
| Psychedelics promote neuroplasticity through the activation of intracellular 5-HT2A receptors In vitro and in vivo (rodent) models | 2023 | Experimental study | |
| 3,4-Methylenedioxymethamphetamine and 3,4-methylenedioxyamphetamine destroy serotonin terminals in rat brain: quantification of neurodegeneration by measurement of [3H]paroxetine-labeled serotonin uptake sites. Rat brain | 1987 | Animal experiment | |
| Comparison of the monoamine transporters from human and mouse in their sensitivities to psychostimulant drugs Human and mouse dopamine, norepinephrine, and serotonin transporters expressed in cells | 2006 | In vitro laboratory study |
Citations in the library
Cited by 3
- Structure–activity relationships of serotonin 5‐HT2Aagonists Wiley Interdisciplinary Reviews Membrane Transport and Signalling February 28, 2012
- 1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane (DOI): From an Obscure to Pivotal Member of the DOX Family of Serotonergic Psychedelic Agents - A Review. ACS Pharmacology & Translational Science June 14, 2024
- A comparison of the behavioral effects of DOM homologs. Pharmacology, Biochemistry, and Behavior April 1982
Cites 5
- Stereospecific binding ofd-lysergic acid diethylamide (LSD) to brain membranes: Relationship to serotonin receptors Brain Research September 1, 1975
- Role of serotonin in the discriminative stimulus properties of mescaline Pharmacology, Biochemistry, and Behavior May 1, 1975
- Hallucinogenic agents as discriminative stimuli: a correlation with serotonin receptor affinities. Psychopharmacology 1980
- Psychotomimetic phenylisopropylamines. 5. 4-Alkyl-2,5-dimethoxyphenylisopropylamines Journal of Medicinal Chemistry December 1, 1975
- The effects of 2,5-dimethoxy-4-methylamphetamine (DOM), 2,5-dimethoxy-4-ethylamphetamine (DOET), d-amphetamine, and cocaine in rats trained with mescaline as a discriminative stimulus Psychopharmacology 1975