A New Stimulant of Abuse: 5-(2-aminopropyl)indole

Abstract

Back to table of contents Previous article Next article Communications and UpdatesFull AccessA New Stimulant of Abuse: 5-(2-aminopropyl)indoleM. Coppola, M.D., and R. Mondola, M.D.M. CoppolaSearch for more papers by this author, M.D., and R. MondolaSearch for more papers by this author, M.D.Published Online:1 Feb 2013https://doi.org/10.1176/appi.ajp.2012.12091168AboutSectionsPDF/EPUB ToolsAdd to favoritesDownload CitationsTrack Citations ShareShare onFacebookTwitterLinked InEmail To the Editor: In recent years, an increasing demand for legal substances of abuse that mimic the effects of traditional and illicit drugs has resulted in the appearance of several new compounds in the recreational drug market. These new substances, generally marketed as “legal highs,” are synthetic products and vegetable derivatives sold online or in specialized street shops known as “head” or “smart” shops. In particular, many research compounds, generally marketed by specialized suppliers and labeled “not for human consumption,” have become popular among drug users for their strong psychotropic effects. The growing phenomenon of legal highs has resulted in numerous confirmed cases of severe intoxication and fatalities related to the consumption of new recreational drugs in many countries. A potential recreational drug of abuse named 5-(2-aminopropyl)indole (also known as 5-API or 5-IT) has been recently flagged in Sweden. In 2012, the Swedish Poisons Information Center reported several cases of severe intoxication related to the consumption of 5-IT. In addition, the National Laboratory of Forensic Toxicology has analytically confirmed the presence of 5-IT in 14 postmortem examinations. The postmortem blood concentration range was between 0.7 and 5.2 µg/g in 10 cases; no quantitative data were reported in the other four cases. The femoral blood concentration was 18.6 µg/g in one individual, and 5-IT was the single substance found and was identified as the cause of death in two others (1). Furthermore, 5-IT was found in combination with other drugs in postmortem blood samples of two young adults in the United Kingdom (2).5-IT is a little-known 5-positional isomer of α-methyltryptamine, a synthetic indole analog of amphetamine. This molecule shows a bicyclic structure consisting of a six-membered benzene ring fused with a five-membered nitrogen-containing pyrrole ring, and it is considered the only psychoactive α-methyltryptamine positional isomer (3). To our knowledge, no formal study has investigated the pharmacological and toxicological properties of this substance. Users have reported that the desired effects include mild euphoria, mood enhancement, greater sociability and energy, and intensification of sensory experience. Users have also reported untoward effects such as anxiety, psychomotor agitation, confusion, insomnia, sweating, restlessness, tremors, jaw clenching, dilated pupils, and increases in heart rate, blood pressure, and body temperature. 5-IT is generally consumed intranasally or orally, and the dosage range reported by users is between 50 mg and 120 mg. The onset of action occurs within 30 minutes to 1 hour of ingestion, and the effects may last up to 10 hours (1, 4).In conclusion, 5-IT appears to be a strong stimulant producing amphetamine-like effects. International cooperation is of great importance in monitoring and preventing the spread of this dangerous recreational substance.From the Department of Addiction, ASL CN2, Viale Coppino 46, Alba, Italy, and the Department of Mental Health, ASL CN1, Via Torino 70/B, Saluzzo, Italy.The authors report no financial relationships with commercial interests.References1 Belgian Early Warning System on Drugs (BEWSD): 5-IT deaths in Sweden, 2012. http://ewsd.wiv-isp.be/Main/5-IT%20deaths%20in%20Sweden.aspxGoogle Scholar2 Seetohul LN, Maskell PD, De Paoli G, Pounder DJ: Deaths associated with new designer drug 5-IT. BMJ 2012; 345:e5625Crossref, Medline, Google Scholar3 ChemSpider: 5-(2-aminopropyl)indole, 2012. www.chemspider.com/Chemical-Structure.25991467.html?rid=0e042821-856d-4b35-b481-53e1a57e692aGoogle Scholar4 ReDNet Research Group: 5-IT full report. London, Institute of Psychiatry, King’s College London, 2012 (https://www.rednetproject.eu/groups/5it/)Google Scholar FiguresReferencesCited byDetailsCited by(2-Aminopropyl)benzo[β]thiophenes (APBTs) are novel monoamine transporter ligands that lack stimulant effects but display psychedelic-like activity in mice8 November 2021 | Neuropsychopharmacology, Vol. 47, No. 4Designer drugs: mechanism of action and adverse effects6 April 2020 | Archives of Toxicology, Vol. 94, No. 4A new synthetic drug 5-(2-aminopropyl)indole (5-IT) induces rewarding effects and increases dopamine D1 receptor and dopamine transporter mRNA levelsBehavioural Brain Research, Vol. 341Neuropharmacology, Vol. 1015-(2-aminopropyl)indole: A new player in the drama of ‘legal highs’ alerts the community18 March 2014 | Drug and Alcohol Review, Vol. 34, No. 1Clinical Toxicology, Vol. 52, No. 6 Volume 170Issue 2 February 2013Pages 226-226 Metrics PDF download History Accepted 1 December 2012 Published online 1 February 2013 Published in print 1 February 2013