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DARK Classics in Chemical Neuroscience: Aminorex Analogues

Maier, J, Mayer, FP, Brandt, SD and Sitte, HH (2018) DARK Classics in Chemical Neuroscience: Aminorex Analogues. ACS Chemical Neuroscience, 9 (10). pp. 2484-2502. ISSN 1948-7193

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Aminorex (5-phenyl-4,5-dihydro-1,3-oxazol-2-amine) and 4-methylaminorex (4-methyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine) are psychostimulants that have long been listed in Schedules IV and I of the UN Convention on Psychotropic Substances of 1971. However, a range of psychoactive analogs exist that are not internationally controlled and therefore often classified as new psychoactive substances (NPS). Aminorex analogs encompass failed pharmaceuticals that reemerged as drugs of abuse, and newly synthesized substances that were solely designed for recreational use by clandestine chemists. NPS, sometimes also referred to as “designer drugs” in alignment with a phenomenon arising in the early 1980s, serve as alternatives to controlled drugs. Aminorex and its derivatives interact with monoaminergic neurotransmission by interfering with the function of monoamine transporters. Hence, these compounds share pharmacological and neurochemical similarities with amphetamines and cocaine. The consumption of aminorex, 4-methylaminorex and 4,4’-dimethylaminorex (4-methyl-5-(4-methylphenyl)-4,5-dihydro-1,3-oxazol-2-amine) has been associated with adverse events including death, bestowing an inglorious fame on aminorex-derived drugs. In this review, a historical background is presented, as well as an account of the pharmacodynamic and pharmacokinetic properties of aminorex and various analogs. Light is shed on their misuse as drug adulterants of well-established drugs on the market. This review not only provides a detailed overview of an abused substance-class, but also emphasizes the darkest aspect of the NPS market, i.e. deleterious side effects that arise from the ingestion of certain NPS, as knowledge of the pharmacology, the potency or the identity of the active ingredients remains obscure to NPS users.

Item Type: Article
Subjects: Q Science > QD Chemistry
R Medicine > RC Internal medicine > RC0321 Neuroscience. Biological psychiatry. Neuropsychiatry
R Medicine > RM Therapeutics. Pharmacology
Divisions: Pharmacy & Biomolecular Sciences
Publisher: American Chemical Society
Date Deposited: 04 Oct 2018 08:44
Last Modified: 04 Sep 2021 10:03
URI: https://researchonline.ljmu.ac.uk/id/eprint/9409
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