AH-7921: the list of new psychoactive opioids is expanded

Springer Science and Business Media LLC - Tập 33 Số 2 - Trang 195-201 - 2015
Maria Katselou1, Ioannis Papoutsis1, Panagiota Nikolaou1, Chara Spiliopoulou1, Sotiris Athanaselis1
1Department of Forensic Medicine and Toxicology, Faculty of Medicine, National and Kapodistrian University of Athens, 75 Mikras Asias, 115 27, Athens, Greece

Tóm tắt

Abstract

AH-7921 is a structurally unique synthetic opioid analgesic that has recently entered the drug arena in Europe, the USA, and Japan. Although it was synthesized and patented in the mid-1970s, it was first identified in a seized sample purchased via the Internet in July 2012 and formally brought to the attention of the European Union early warning system in August 2012 by the United Kingdom. Several in vitro experiments and animal model studies established the morphine-like analgesic action of AH-7921 as a μ-opioid receptor agonist that has been found to be several times more potent than codeine and at least as potent as morphine. This novel psychoactive substance has already led to eight non-fatal intoxications and 16 deaths in Sweden, the United Kingdom, Norway, and the USA. Thus, AH-7921 is a current public health risk, and better international collaboration, effective legislation and continuous community alertness are needed to tackle this current growing problem. The aim of this review is to summarize the current knowledge about this drug concerning its chemistry, pharmacology, and toxicology, as well as its international legal status. The limited existing analytical methodologies for the determination of AH-7921 in biological samples are also presented. Published or reported AH-7921-related cases, fatalities, or intoxications, and self reports from drug users are reviewed.

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Tài liệu tham khảo

Kikura-Hanajiri R, Uchiyama N, Kawamura M, Goda Y (2013) Changes in the prevalence of synthetic cannabinoids and cathinone derivatives in Japan until early 2012. Forensic Toxicol 31:44–53

Nieddu M, Trignano C, Burrai L, Pirisi MA, Boatto G (2013) Cross reactivities of 41 new amphetamine designer drugs to EMIT® immunoassays. Forensic Toxicol 31:133–137

Uchiyama N, Shimokawa Y, Kawamura M, Kikura-Hanajiri R, Hakamatsuka T (2014) Chemical analysis of a benzofuran derivative, 2-(2-ethylaminopropyl)benzofuran (2-EAPB), eight synthetic cannabinoids, five cathinone derivatives, and five other designer drugs newly detected in illegal products. Forensic Toxicol 32:266–281

European Monitoring Centre for Drugs and Drug Addition (EMCDDA) (2012) Annual report on the state of the drugs problem in Europe. http://www.emcdda.europa.eu/publications/annual-report/2012. Accessed 3 Nov 2014

Hill SL, Thomas SHL (2011) Clinical toxicology of newer recreational drugs. Clin Toxicol 49:705–719

European Monitoring Centre for Drugs and Drug Addition (EMCDDA) (2014) Risk assessment report of a new psychoactive substance: 3,4-dicholo-N-{[1-(dimethylamino)cyclohexyl]methyl}benzamide (AH-7921) in the frame work of the Council Decision on new phychoactive substances. EMCDDA, Lisbon, pp 1–23

Coppola M, Mondola R (2015) AH-7921: a new synthetic opioid of abuse. Drug Alcohol Rev 34:109–110

Hayes AG, Tyers MB (1983) Determination of receptors that mediate opiate side effects in the mouse. Br J Pharmacol 79:731–736

Kronstrand R, Thelander G (2013) http://www.soft-tox.org/files/Designer_Drugs/AH-7921_January_2013.pdf. Accessed 1 Nov 2014

Presidenza del Consiglio dei Ministri. Dipartimento Politiche Antidroga. Sistema Nazionale di Allerta Precoce. National early warning system (2013) 3,4-Dicloro-N-[(1-(dimetilammino) cicloesil)metil] benzamide (AH-7921). Italy, pp 1379–1385

Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (2013) Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products. Forensic Toxicol 31:223–240

Cayman Chemical (2014) https://www.caymanchem.com/app/template/Product.vm/catalog/12036/promo/emolecules. Accessed 5 Nov 2014

Cerilliant Corporation (2014) http://www.cerilliant.com/ShopOnline/Item_Details.aspx?itemno=98ce2a1d-a5dc-417b-b614-7d4a2c8c747a. Accessed 5 Nov 2014

European Monitoring Centre for Drugs and Drug Addition (EMCDDA) (2014) AH-7921. EMCDDA-Europol joint report on a new psychoactive substance: AH-7921 3,4-dicholo-N-{[1-(dimethylamino)cyclohexyl]methyl}benzamide. In accordance with Article 5 of council decision 2005/387/JHA on the information exchange, risk assessment and control of new psychoactive substances. EMCDDA, Lisbon

World Health Organization (2014) AH-7921. Critical review report. Agenda item 4.21. Expert committee on drug dependence. Thirty-sixth meeting. Geneva, 16–20 June 2014

Erowid (2013) AH-7921 (experience vaults). Extreme relaxation: an experience with AH-7921 (ID 93949) by Samuel. http://www.erowid.org/experiences/exp.php?ID=93949. Accessed 15 May 2014

Erowid (2014) AH-7921, alcohol & cannabis by Selggurkim Citation: Selggurkim. “Ups downs AH town: an experience with AH-7921, alcohol & cannabis (ID 102804)”. https://www.erowid.org/experiences/exp.php?ID=102804. Accessed 14 May 2014

Bluelight (2014) http://www.bluelight.org/vb/threads/689803-The-AH-7921-Side-effect-and-withdrawal-WARNING. Accessed 15 May 2014

Tyers MB (1980) A classification of opiate receptors that mediate antinociceptive in animals. Br J Pharmacol 69:503–512

Brittain RT, Kellett DN, Neat ML, Stables R (1973) Anti-nociceptive effects in N-substituted cyclohexylmethylbenzamides. Br J Pharmacol 49:158–159

Sewell RDE, Spencer PSJ (1974) Biogenic amines and the anti-nociceptive activities of agents with a non-opiate structure. J Pharm Pharmacol 26(Supplement):92–93

Loew G, Lawson J, Toll L, Frenking G, Berzetei-Gurske I, Polgar W (1988) Structure activity studies of two classes of beta-amino-amides: the search for kappa-selective opioids. In: Harris LS (ed) Problems of drug dependence. Proceedings of the 50th annual scientific meeting. The committee on problems of drug dependence. NIDA Research Monograph 90, NIDA, Baltimore

Erowid (2013) For science AH-7921. http://erowid.org/experiences/exp.php?ID=100939. Accessed 15 May 2014

Drugs-Forum (2014) http://www.drugs-forum.com/forum/showthread.php?t=234846#ixzz31gWqcyE7. Accessed 5 Nov 2014

Elliot S, Evans J (2014) A 3-year review of new psychoactive substances in casework. Forensic Sci Int 243:55–60

Vorce SP, Knittel JL, Holler JM, Magluilo J Jr, Levine B, Berran P, Bosy TZ (2014) A fatality involving AH-7921. J Anal Toxicol 38:226–230

Soh YN, Elliott S (2013) An investigation of the stability of emerging new psychoactive substances. Drug Test Anal 6:696–704

Uchiyama N, Matsuda S, Wakana D, Kikura-Hanakiri R, Goda Y (2013) New cannabimimetic indazole derivatives, N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-pentyl-1H-indazole-3-carboxamide (AB-PINACA) and N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)- 1H-indazole-3-carboxamide (AB-FUBINACA) identified as designer drugs in illegal products. Forensic Toxicol 31:93–100

EMCDDA (2014) https://ednd.emcdda.europa.eu/html.cfm/index7246EN.html?SUB_ID=258&detail. Accessed 5 Nov 2014

Southern Association of Forensic Scientists (2014) http://forendex.southernforensic.org/index.php/detail/index/1249. Accessed 5 Nov 2014

Scientific Working Group for the Analysis of Seized Drugs (2014) http://www.swgdrug.org/Monographs/AH-7921.pdf. Accessed 5 Nov 2014

European Commission (2014) Proposal for a council decision on subjecting 4-iodo-2,5-dimethoxy-N-(2-methoxybenzyl)phenethylamine (25I-NBOMe), 3,4-dichloro-N-{[1-(dimethylamino)cyclohexyl]methyl} benzamide (AH-7921), 3,4-methylenedioxypyrovalerone (MDPV) and 2-(3-methoxyphenyl)-2-(ethylamino)cyclohexanone (methoxetamine) to control measures. Brussels, 16.6.2014. COM(2014) 362 final. 2014/0183 (NLE)

Government of Israel (2014) http://www.health.gov.il/LegislationLibrary/Homarim-12092013.pdf. Accessed 5 Nov 2014

Anthony Gill, Delegate of the Secretary of the Department of Health, Australian Government (2014) Act 1989. Poisons standard amendment no. 2 of 2014. Australian Government, Camberra