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

Volumn 28, Issue 4, 2013, Pages 345-355

  Corkery, John M ^a,c   Elliott, Simon ^b   Schifano, Fabrizio ^a,c   Corazza, Ornella ^c   Ghodse, A Hamid ^a  

^a ST GEORGE S HOSPITAL   (United Kingdom)

^b Inverness Medical Innovations   (United States)

^c UNIVERSITY OF HERTFORDSHIRE   (United Kingdom)

Author keywords

5,6 methylenedioxy 2 aminoindane; death; MDAI; poisoning; toxicity; UK

Indexed keywords

1 (3 TRIFLUOROMETHYLPHENYL)PIPERAZINE; 3,4 METHYLENEDIOXYMETHAMPHETAMINE; 4' METHYLMETHCATHINONE; 5,6 METHYLENEDIOXY 2 AMINOINDANE; 6,7 DIHYDRO 5H CYCLOPENTA(1,3)BENZODIOXOL 6 AMINE; CAFFEINE; CANNABIS; CITALOPRAM; CLOMIPRAMINE; DEXAMPHETAMINE; DOXYLAMINE; IBUPROFEN; LIDOCAINE; OLANZAPINE; PAROXETINE; PSYCHOTROPIC AGENT; RECREATIONAL DRUG; UNCLASSIFIED DRUG;

ADOLESCENT; ADULT; CASE REPORT; CLINICAL FEATURE; CONFERENCE PAPER; DEATH; DRUG CONTROL; DRUG MECHANISM; FEMALE; HUMAN; INTERNET; LAW; LEGAL ASPECT; LITERATURE; MALE; NEUROTOXICITY; ORAL DRUG ADMINISTRATION; PRIORITY JOURNAL; SEROTONIN SYNDROME; SHOPPING; SUBSTANCE ABUSE; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; UNITED KINGDOM;

5,6-METHYLENEDIOXY-2-AMINOINDANE; DEATH; MDAI; POISONING; TOXICITY; UK;

ADOLESCENT; ADULT; ANIMALS; DRUG OVERDOSE; FEMALE; HUMANS; INDANS; MALE; STREET DRUGS;

EID: 84880796954     PISSN: 08856222     EISSN: 10991077     Source Type: Journal    
DOI: 10.1002/hup.2298     Document Type: Conference Paper

References (62)

1. Antia U, Tingle MD, Russell BR,. 2009. 'Party pill' drugs-BZP and TFMPP. N Z Med J 122 (1307): 55-68.
2. Bangingtunes. 2009. MDAI. Retrieved 21 October, 2012 from http://www.bangingtunes.com/forum/topic/t124659/.
3. Baron M, Elie M, Elie L,. 2011. An analysis of legal highs: do they contain what it says on the tin?. Drug Test Anal 3 (9): 576-581.
4. BBC. 2010. Drugs workers in Wales warn over new 'legal highs' Eye on Wales, 1830 BST on Monday 24 May on BBC Radio Wales. Retrieved 21 October, 2012 from http://www.bbc.co.uk/news/10144368.
5. BBC. 2012. Isle of Man government MDAI 'legal high' ban extended, 17 December. Retrieved 18 December, 2012 from http://www.bbc.co.uk/news/world- europe-isle-of-man-20754659.
6. Benmansour S, Brunswick DJ,. 1994. The MAO-B inhibitor deprenyl, but not the MAO-A inhibitor clorgyline, potentiates the neurotoxicity of p-chloroamphetamine. Brain Res 650 (2): 305-312.
7. Bluelight. 2010a. MDAI New Experience. Retrieved 21 October, 2012 from http://www.bluelight.ru/vb/threads/511387-%28MDAI%29-New-Experience.
8. Bluelight. 2010b. The Big amp Dandy MDAI Thread. Retrieved 28 November, 2012 from http://www.bluelight.ru/vb/threads/434331-The-Big-amp-Dandy-MDAI- Thread/page21.
9. Boyer EW, Shannon M,. 2005. The serotonin syndrome. N Engl J Med 352 (11): 1112-1120.
10. Brandt SD, Wootton RC, De Paoli G, Freeman S,. 2010a. The naphyrone story: the alpha or beta-naphthyl isomer?. Drug Test Anal 2 (10): 496-502.
11. Brandt SD, Sumnall HR, Measham F, Cole J,. 2010b. Analyses of second-generation 'legal highs' in the UK: initial findings. Drug Test Anal 2 (8): 377-382.
12. Corkery JM, Elliott S, Schifano F, Corazza O, Ghodse AH,. 2012a. 2-DPMP (desoxypipradrol, 2-benzhydrylpiperidine, 2-phenylmethylpiperidine) and d2pm (diphenyl-2-pyrrolidin-2-yl-methanol, diphenylprolinol): a preliminary review. Prog Neuropsychopharmacol Biol Psychiatry 39 (2): 253-258.
13. Corkery JM, Schifano F, Ghodse AH,. 2012b. Mephedrone-related fatalities in the United Kingdom: contextual, clinical and practical issues. In Pharmacology, Gallelli L, (ed). InTech-Open Access Publisher: Rijeka, Croatia; 355-380. ISBN 979-953-307-482-4. Available at: http://www.intechopen.com/books/ pharmacology/mephedrone-related-fatalities-in-the-united-kingdom-contextual- clinical-and-practical-issues.
14. Dahl MK, Johansen SS, Ramlau J, Jensen KA,. 2008. Overlevelse efter svaer ecstasyforgiftning. [Survival after severe ecstasy intoxication] [Article in Danish]. Ugeskr Laeger 170 (45): 3678.
15. Dmt-Nexus. 2010. MDAI + aco-dipt = serotonin syndrome crisis. Retrieved 28 November, 2012 from https://www.dmt-nexus.me/forum/default.aspx?g= posts&t=17509.
16. Drugs Forum. 2009a. MDAI (5,6-methylenedioxy-2-aminoindane) Experiences. Retrieved 21 October, 2012 from http://www.drugs-forum.com/forum/showthread.php? t=98431.
17. Drugs Forum. 2009b. MDAI (5,6-methylenedioxy-2-aminoindane) Drug Info. Retrieved 28 November, 2012 from http://www.drugs-forum.com/forum/showthread. php?t=97712
18. EMCDDA. 2012. The state of the drugs problem in the EU. Annual Report 2012. European Monitoring Centre for Drugs and Drug Addiction: Lisbon. 15 November. Retrieved 19 November, 2012 from http://www.emcdda.europa.eu/ publications/annual-report/2012.
19. EMCDDA, Europol. 2010. EMCDDA-Europol 2010 Annual Report on the implementation of Council Decision 2005/387/JHA. European Monitoring Centre for Drugs and Drug Addiction: Lisbon. Available at: http://www.emcdda.europa.eu/ publications/implementation-reports/2010.
20. FSS. 2010. Drugs update Issue 52: July-September 2010. Drugs Intelligence Unit, Forensic Science Service: Birmingham, UK.
21. Gallagher CT, Assi S, Stair JL, et al,. 2012. 5,6-Methylenedioxy-2- aminoindane: from laboratory curiosity to 'legal high'. Hum Psychopharmacol Clin Exp 27 (2): 106-112.
22. George NC, James DA, Thomas SHL,. 2011. Exposure to MDAI: a case report. abstract 71. [abstracts of the 2011 international congress of the European association of poisons centres and clinical toxicologists, 24-27 May 2011, Dubrovnik, Croatia]. Clin Toxicol (Phila) 49 (3): 197-269.
23. Ghodse H, Corkery J, Schifano F, Piolanti A, Trincas G, Di Melchiorre G,. 2012. Drug-related deaths in the UK: annual report 2011. Drug-related deaths reported by Coroners in England, Wales, Northern Ireland, Guernsey, Jersey and the Isle of Man; Police forces in Scotland; and the Northern Ireland Statistics and Research Agency-Annual Report January-December 2010. International Centre for Drug Policy, St George's University of London: London, 7 November 2012. Retrieved 8 November, 2012 from http://www.sgul.ac.uk/research/projects/icdp/ our-work-programmes/pdfs/np-SAD%2012th%20annual%20report%202011.pdf.
24. Herbalhighs. 2012a. MDAI. Retrieved 21 October, 2012 from
25. Herbalhighs. 2012b. MDAI + MPA Combo. Retrieved 21 October, 2012 from http://forum.herbalhighs.com/showthread.php?tid=6853.
26. IOM. 2011. Isle of Man bans so called 'legal high' MDAI, 14 December. Isle of Man Government. Retrieved 30 May, 2012 from http://www.gov.im/lib/news/ dhss/isleofmanbanssoc.xml.
27. IOMtoday.co.im. 2011. Legal high is banned after death of teen, 15 December 2011. Retrieved 21 October, 2012 from http://www.iomtoday.co.im/news/ isle-of-man-news/legal-high-is-banned-after-death-of-teen-1-4059791.
28. Johnson MP,. 1991. Pharmacological characterization of 3,4-methylenedioxymethamphetamine analogues. Corollaries to mechanisms of behavioral and neurotoxic activity. Ph.D. thesis. Purdue University, West Lafayette, IN.
29. Johnson MP, Conarty PF, Nichols DE,. 1991a. [3H] monoamine releasing and uptake inhibition properties of 3,4-methylenedioxyamphetamine (MDMA) and p-chloroamphetamine (PCA) analogues. Eur J Pharmacol 200 (1): 9-16.
30. Johnson MP, Frescas SP, Oberlender R, Nichols DE,. 1991b. 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). J Med Chem 34 (5): 1662-1668.
31. Johnson MP, Huang XM, Nichols DE,. 1991c. Serotonin neurotoxicity in rats after combined treatment with a dopaminergic agent followed by a non-neurotoxic 3,4-methylenedioxyamphetamine (MDMA) analogue. Pharmacol Biochem Behav 40 (4): 915-922.
32. Kovar KA,. 1998. Chemistry and pharmacology of hallucinogens, entactogens and stimulants. Pharmacopsychiatry 31 (Suppl. 2): 69-72.
33. Leach B,. 2010. 'Woof woof' is new 'miaow miaow'. The Telegraph, 28 June 2010. Retrieved 21 October, 2012 from http://www.telegraph.co.uk/news/uknews/ crime/7858157/Woof-woof-is-new-miaow-miaow.html.
34. Liechti ME, Kunz I, Kupferschmidt H,. 2005. Acute medical problems due to Ecstasy use. Case-series of emergency department visits. Swiss Med Wkly 135 (43-44): 652-657.
35. Manx Radio. 2011a. Teenager dies after taking legal high, 25 May 2011. Retrieved 21 October, 2012 from http://www.manxradio.com/newsread.aspx?id=52309.
36. Manx Radio. 2011b. 'Ban legal high drug' call from coroner, 9 November 2011. Retrieved 21 October, 2012 from http://www.manxradio.com/newsread.aspx?id= 55985.
37. Measham F, Moore K, Østergaard J,. 2011. Emerging drug trends in Lancashire: night time economy surveys-phase one report. Lancaster University, UK. Retrieved 12 July, 2012 from http://www.ldaat.org/files/emerging-trends- report.pdf
38. Mixmag. 2011. The 2011 Mixmag Drugs Survey. Mixmag (238): 49-59.
39. Mixmag. 2012. Mixmag/guardian drugs survey. Mixmag (251): 68-73.
40. Monte AP, Narona-Lewicka D, Cozzi NV, Nichols DE,. 1993. Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine. J Med Chem 36 (23): 3700-3706.
41. Mueller PD, Korey WS,. 1998. Death by "ecstasy": the serotonin syndrome? Ann Emerg Med 32 (3 Pt 1): 377-380.
42. Nadkarni GN, Hoskote SS, Piotrkowski J, Annapureddy N,. 2012. Serotonin syndrome, disseminated intravascular coagulation, and hepatitis after a single ingestion of MDMA in an Asian woman. Am J Ther [Epub ahead of print].
43. Nichols DE, Brewster WK, Johnson MP, Oberlender R, Riggs RM,. 1990. Non-neurotoxic tetralin and indan analogues of 3,4-(methyledioxy)-amphetamine (MDA). J Med Chem 33 (2): 703-710.
44. Nichols DE, Oberlender R,. 1991. Structural-activity relationship of MDMA-like substances. NIDA Res Monogr 9: 1-29.
45. NPIS. 2011. National Poisons Information Service Annual Report 2010/2011. Health Protection Agency: London.
46. NPIS. 2012. National Poisons Information Service Annual Report 2011/2012. Health Protection Agency: London.
47. Partyvibe. 2012. MDAI warning Read. Retrieved 21 October, 2012 from http://www.partyvibe.com/forums/legal-herbal-highs/50942-mdai-warning-read.html.
48. Pilgrim JL, Gerostamoulos D, Drummer OH, Bollmann M,. 2009. Involvement of amphetamines in sudden and unexpected death. J Forensic Sci 54 (2): 478-485.
49. Pilgrim JL, Gerostamoulos D, Woodford N, Drummer OH,. 2012. Serotonin toxicity involving MDMA (ecstasy) and moclobemide. Forensic Sci Int 215 (1-3): 184-188.
50. Ramsey J, Dargan PI, Smyllie M, et al,. 2010. Buying 'legal' recreational drugs does not mean that you are not breaking the law. QJM 103 (10): 777-783.
51. Rasimas JJ,. 2012. "Bath salts" and the return of serotonin syndrome. J Clin Psychiatry 73 (8): 1126-1127.
52. ReDNet. 2011. MDAI technical paper. Recreational Drugs European Network. School of Pharmacy, University of Hertfordshire, UK, Unpublished report.
53. Sainsbury PD, Kicman AT, Archer RP, King LA, Braithwaite RA,. 2011. Aminoindanes-the next wave of 'legal highs'? Drug Test Anal 3 (7-8): 479-482.
54. Sejm. 2010. O zmianie ustawy o przeciwdzialaniu narkomanii oraz ustawy o Państwowej Inspekcjii Sanitarnej [The Act on Counteracting Drug Addiction and the Act on State sanitary inspection]. Dziennik ustaw N. 213, Poz.1396. 8 October. Sejm: Warsaw.
55. Sprague JE, Johnson MP, Schmidt CJ, Nichols DE,. 1996. Studies on the mechanism of p-chloroamphetamine neurotoxicity. Biochem Pharmacol 52 (8): 1271-1277.
56. Strobbe L, de Jaer CP, Louwerse ES, Rozendaal FW,. 2007. Ecstasy-intoxicatie met fatale afloop bij een 22-jarige man. [Fatal ecstasy intoxication in a 22-year-old man]. [Article in Dutch]. Ned Tijdschr Geneeskd 151 (30): 1690-1694.
57. Three.fm. 2011. Legal high MDAI to be outlawed from January 1st, 14 December 2011. Retrieved 16 February, 2012 from http://www.three.fm/news/isle- of-man-news/legal-high-mdai-to-be-outlawed-from-january-1st-4643/.
58. Townsend M,. 2010. New drug set to replace mephedrone as a legal high. The Guardian, 18 April. Retrieved 21 October, 2012 from http://www.guardian.co. uk/society/2010/apr/18/drug-replace-ban-mephedrone.
59. Vuori E, Henry JA, Ojanperä I, et al,. 2003. Death following ingestion of MDMA (ecstasy) and moclobemide. Addiction 98 (3): 365-368.
60. Warrick BJ, Wilson J, Hedge M, Freeman S, Leonard K, Aaron C,. 2012. Lethal serotonin syndrome after methylone and butylone ingestion. J Med Toxicol 8 (1): 65-68.
61. White SR,. 2002. Amphetamine toxicity. Semin Respir Crit Care Med 23 (1): 27-36.
62. Wood DM, Hunter L, Measham F, Dargan PI,. 2012. Limited use of novel psychoactive substances in South London nightclubs. QJM 105 (10): 959-964.