Synthetic Aminoindanes: A Summary of Existing Knowledge
Nikola Pinterová, Rachel R. Horsley, Tomáš Páleníček
Frontiers in Psychiatry November 17, 2017 DOI: 10.3389/fpsyt.2017.00236 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Review Peer reviewed |
|---|---|
| Topics | MDMA |
| Keywords | Mephedrone Web of science Recreational drug Pharmacology Designer drug Popularity Meta-analysis |
| Citations | 37 |
| Key findings | Aminoindanes primarily act via serotonin, posing significant risk of serotonin syndrome and fatal toxicity at high doses or when combined with other drugs. |
Abstract
Objectives: Aminoindanes (“bath salts”, a class of novel psychoactive substances, NPSs) increased rapidly in popularity on the recreational drug market, particularly after mephedrone and other synthetic cathinones were banned in the UK in 2010. Novel aminoindanes continue to emerge, but relatively little is known about their effects and risks. Their history, chemistry, pharmacology, behavioural effects, pharmacokinetics and toxicity are reviewed in this paper.
Methods: Scientific literature was searched on ISI Web of Knowledge: Web of Science (WoS) during June and July 2017, using English language terms: aminoindane, MDAI, 5,6-methylenedioxy-2-aminoindane, 5-IAI, 5-Iodo-2-aminoindane, 2-aminoindane, MDMAI, 5,6-Methylenedioxy-N-methyl-2-aminoindane, MMAI, 5-Methoxy-6-methyl-2-aminoindane. WoS was selected as it searches several databases simultaneously and has quality criteria for inclusion. For typical use and effects Erowid, PsychonautWiki, Bluelight and Drugs-Forum were searched; for legal status and epidemiology, the European Information System and Database on New Drugs (EDND) was used.
Results: Aminoindanes were first synthesized for medical use as e.g., as anti-Parkinsonian drugs and later as a potential compound facilitating psychotherapy, however they are now widely substituted for ecstasy. Their mechanisms of action (primarily via serotonin), mean that they may pose a significant risk of serotonin syndrome at high doses, or when combined with other drugs. Fatally toxic effects have been observed both in the laboratory in animal studies and in clinic, where aminoindanes-related deaths have been reported.
Conclusion: Greater knowledge about aminoindanes is urgently required to decrease risks of fatal intoxication, and appropriate legislation is needed to protect public health without impeding research.
Comparable studies
Other narrative reviews on MDMA, most cited first.
| Study | Year | Design | Participants |
|---|---|---|---|
| Human Pharmacology of MDMA | 2004 | Review | |
| Human psychopharmacology of Ecstasy (MDMA): a review of 15 years of empirical research | 2001 | Review | |
| 3,4‐Methylenedioxymethamphetamine (MDMA, “Ecstasy”): pharmacology and toxicology in animals and humans | 1994 | Review | |
| (±)3,4-Methylenedioxymethamphetamine (‘Ecstasy’)-Induced Serotonin Neurotoxicity: Studies in Animals | 2000 | Review | |
| Amphetamine toxicities | 2010 | Review |
Citations in the library
Cited by 5
- Designer drugs: mechanism of action and adverse effects Archives of Toxicology April 1, 2020
- Molecular and clinical aspects of potential neurotoxicity induced by new psychoactive stimulants and psychedelics Experimental Neurology June 4, 2021
- Acute psychotropic, autonomic, and endocrine effects of 5,6-methylenedioxy-2-aminoindane (MDAI) compared with 3,4-methylenedioxymethamphetamine (MDMA) in human volunteers: A self-administration study. Drug Testing and Analysis September 1, 2024
- Chemoinformatic Consideration of Novel Psychoactive Substances: Compilation and Preliminary Analysis of a Categorised Dataset Molecular Informatics January 17, 2019
- Pharmacology of MDMA- and Amphetamine-Like New Psychoactive Substances. Handbook of experimental pharmacology 2018
Cites 14
- Instability of the ecstasy market and a new kid on the block: mephedrone Journal of Psychopharmacology September 8, 2010
- Derivatives of 1-(1,3-benzodioxol-5-yl)-2-butanamine: representatives of a novel therapeutic class Journal of Medicinal Chemistry October 1, 1986
- Nonneurotoxic tetralin and indan analogs of 3,4-(methylenedioxy)amphetamine (MDA) Journal of Medicinal Chemistry February 1, 1990
- Synthesis and pharmacological examination of 1-(3-methoxy-4-methylphenyl)-2-aminopropane and 5-methoxy-6-methyl-2-aminoindan: similarities to 3,4-(methylenedioxy)methamphetamine (MDMA) Journal of Medicinal Chemistry May 1, 1991
- MDAI (5,6‐methylenedioxy‐2‐aminoindane; 6,7‐dihydro‐5H‐cyclopenta[f][1,3]benzodioxol‐6‐amine; ‘sparkle’; ‘mindy’) toxicity: a brief overview and update Human Psychopharmacology: Clinical and Experimental July 1, 2013
and 9 more in the library