Recreational use of 1-(2-naphthyl)-2-(1-pyrrolidinyl)-1-pentanone hydrochloride (NRG-1), 6-(2-aminopropyl) benzofuran (Benzofury/ 6-APB) and NRG-2 with review of available evidence-based literature

Human Psychopharmacology

Volumn 28, Issue 4, 2013, Pages 356-364

  Jebadurai, Jeshoor ^a   Schifano, Fabrizio ^b   Deluca, Paolo ^c  

^a ABERTAWE BRO MORGANNWG UNIVERSITY HEALTH BOARD   (United Kingdom)

^b UNIVERSITY OF HERTFORDSHIRE   (United Kingdom)

^c KING'S COLLEGE LONDON   (United Kingdom)

Author keywords

Benzofury; legal highs; novel psychoactive substances; NRG 1; NRG 2

Indexed keywords

1 (2 NAPHTHYL) 2 (1 PYRROLIDINYL) 1 PENTANONE HYDROCHLORIDE; 4' METHYLMETHCATHINONE; 6 (2 AMINOPROPYL)BENZOFURAN; BENZOFURAN DERIVATIVE; DIAZEPAM; DIMETHOCAINE; RECREATIONAL DRUG; UNCLASSIFIED DRUG;

ADULT; ADVERTIZING; CARDIOVASCULAR DISEASE; CASE REPORT; CONFERENCE PAPER; DRUG MECHANISM; EUPHORIA; FATALITY; HUMAN; INGESTION; INTERNET; LEGAL ASPECT; MALE; PARANOIA; PRIORITY JOURNAL; PSYCHOPHARMACOTHERAPY; SCIENTIFIC LITERATURE; SUBSTANCE ABUSE; TACHYCARDIA; VISUAL HALLUCINATION;

BENZOFURY; LEGAL HIGHS; NOVEL PSYCHOACTIVE SUBSTANCES; NRG-1; NRG-2;

ANIMALS; BENZOFURANS; HUMANS; MALE; MIDDLE AGED; PARANOID DISORDERS; PENTANONES; PROPYLAMINES; PYRROLIDINES; RANDOM ALLOCATION; STREET DRUGS; TACHYCARDIA;

EID: 84880800356     PISSN: 08856222     EISSN: 10991077     Source Type: Journal    
DOI: 10.1002/hup.2302     Document Type: Conference Paper

References (66)

1. Acuna-Castillo C, Moya PR, Saez P, Cassels BK, Huidobro-Toro JP,. 2002. Differences in potency and efficacy of a series of phenylisopropylamines/ phenethylamine pairs at 5-HT2a and 5-HT2c receptors. Br J Pharmacol 136: 510-519.
2. Advisory Council on the Misuse of Drugs. 2010. Naphyrone Report. Available from: http://webarchive.nationalarchives.gov.uk/+/http://www. homeoffice.gov.uk/publications/drugs/acmd1/naphyrone-report?view = Binary(Accessed November 28, 2012).
3. Ayres TC, Bond JW,. 2012. A chemical analysis examining the pharmacology of novel psychoactive substances freely available over the internet and their impact on public (ill) health. Legal highs or illegal highs? British Medical J open 2: e000977.
4. Barohn RJ,. 2007. Muscle diseases. In Cecil Medicine, 23rd edn, Goldman L, Ausiello D, (eds). Saunders Elsevier: Philadelphia, Pa, chap 447.
5. 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.
6. 1. 2012. Available from: http://www.bluelight.ru/vb/ threads/499797-Smoking-NRG-1 (Accessed October 25, 2012).
7. 10. 2012. Available from: http://www.bluelight.ru/vb/ archive/index.php/t-511449.html (Accessed May 12, 2012).
8. 11. 2012. Available from: http://www.bluelight.ru/vb/ threads/551551-Warning-6-ABP-NEAR-DEATH-EXPERIENCE-(serotonin-syndrome) (Accessed May 12, 2012).
9. 12. 2012. Available from: http://www.bluelight.ru/vb/ showthread.php?t=503171 (Accessed May 12, 2012).
10. 13. 2012. Available from: http://www.bluelight.ru/vb/ archive/index.php/t-511449.html (Accessed June 8, 2012).
11. 4. 2012. Available from: http://bluelight.ru/vb/ showthread.php?t=513513&page=2 (Accessed November 23, 2012).
12. 15. 2012. Available from: http://www.bluelight.ru/vb/ threads/502752-What-s-nrg-2 (Accessed December 1, 2012).
13. 16. 2012. Available from: http://www.bluelight.ru/vb/ showthread.php?t=508450 (Accessed December 1, 2012).
14. 2. 2012. Available from: http://www.bluelight.ru/vb/ threads/493089-(NRG-1-Naphthylpyrovalerone- Naphyrone)-New-Experience (Accessed August 25, 2012).
15. 3. 2012. Available from: http://www.bluelight.ru/vb/ threads/504735-NRG-1-New-Experience-Bad-Side-Effects-After-3-Weeks-Use (Accessed August 25, 2012).
16. 4. 2012. Available from: http://www.bluelight.ru/vb/ threads/493089-(NRG-1-Naphthylpyrovalerone-Naphyrone)-New-Experience/page6 (Accessed August 25, 2012).
17. 5. 2012. Available from: http://www.bluelight.ru/vb/ threads/494019-Naphyrone-O-2482/page4 (Accessed August 25, 2012).
18. 6. 2012. Available from: http://bluelight.ru/vb/ showthread.php?t=513513&page=2 (Accessed December 1, 2012).
19. 7. 2012. Available from: http://www.bluelight.ru/vb/ showthread.php?t=503171&page=2 (Accessed May 12, 2012).
20. 8. 2012. Available from: http://www.bluelight.ru/vb/ showthread.php?t=522683 (Accessed May 12, 2012).
21. 9. 2012. Available from: http://www.bluelight.ru/vb/ threads/518782-6-APB-Subthread-Adverse-Effects-Side-effects (Accessed May 12, 2012).
22. Brandt SD, Sumnall H, Mesham F, Cole J,. 2010a. Analyses of second-generation 'legal highs' in the UK: Initial findings. Drug Test Anal 2: 377-382.
23. Brandt SD, Wootton RCR, De Paoli G, Freeman S,. 2010b. The Naphyrone Story: The Alpha or Beta-naphthyl Isomer? Wiley Online Library.
24. Brandt SD, Sumnall HR, Measham F, Cole J,. 2010c. Second generation mephedrone. The confusing case of NRG-1. British Medical J 6: 341.
25. Brenneisen R, Fisch HU, Koelbing U, Geisshusler S, Kalix P,. 1990. Amphetamine-like effects in humans of the khat alkaloid cathinone. Br J Clin Pharmacol 30 (6): 825-828.
26. Carrus D, Schifano F,. 2012. Pregabalin misuse-related issues; intake of large dosages, drug-smoking allegations, and possible association with myositis: two case reports. J Clin Psychopharmacol 32 (6): 839-840.
27. Collin M, Godfrey J,. 1997. Altered State: the Story of Ecstasy Culture and Acid House. 2nd edn. London: Serpent's tail.
28. Cooper DA,. 1988. Future synthetic drugs of abuse. United States Drug Enforcement Administration. Available from: http://designer-drugs.com/pte/12. 162.180.114/dcd/chemistry/future-drugs.html (Accessed September 20, 2012).
29. Deluca P, Schifano F,. 2007. Searching the Internet for drug related websites; analysis of online available information on ecstasy (MDMA). Am J Addict 16 (6), 479-483.
30. Derungs A, Schietzel S, Meyer MR, Maurer HH, Krähenbühl S, Liechti ME,. 2011. Sympathomimetic toxicity in a case of analytically confirmed recreational use of naphyrone (naphthylpyrovalerone). Clin Toxicol 49 (7): 691-693.
31. Droogmans S, Cosyns B, Dhaenen H, et al,. 2007. Possible association between 3,4-methylenedioxymetham-phetamine abuse and valvular heart disease. Am J Cardiol 100: 1442-1445.
32. 1. 2012. Available from: http://www.drugs-forum. com/forum/showwiki.php?title = Naphthylpyrovalerone (Accessed October 15, 2012).
33. 2. 2012. Available from http://www.drugs-forum.com/ forum/showthread.php?t=121646 (Accessed November 29, 2012).
34. 3. 2012. Available from: http://www.drugs-forum. com/forum/showthread.php?t=134598 (Accessed August 25, 2012).
35. 4. 2012. Available from: http://www.drugs-forum. com/forum/showthread.php?t=127982 (Accessed May 12, 2012).
36. Erowid. 2012. Available from: http://www.erowid.org/experiences/exp.php? ID=85168 (Accessed August 25, 2012).
37. Gibbons S, Zloh M,. 2010. An analysis of the 'legal high' mephedrone. Bio-organic and Medicinal Chemistry Letters 20: 4135-4139.
38. Henderson GL,. 1988. Designer drugs: past history and future prospects. Journal of Forensic Science. 33 (2): 569-575.
39. Hill SL, Thomas SHL,. 2011. Clinical toxicology of newer recreational drugs. Clin Toxicol 49: 705-719.
40. th July 2010. Available from: http://www.homeoffice.gov.uk/media- centre/press-releases/naphyrone-class-b-drug (Accessed December 1, 2012).
41. Iversen L, Gibbons S, Treble R, Setola V, Huang XP, Roth BL,. 2013. Neurochemical profiles of some novel psychoactive substances. Eur J Pharmacol 700: 147-151.
42. Khreit OG, Irving C, Schmidt E, Parkinson JA, NicDaeid N, Sutcliffe OB,. 2012. Synthesis, full chemical characterisation and development of validated methods for the quantification of the components found in the evolved "legal high" NRG-2. J Pharmaceutical and Biomedical Analysis 61: 122-135.
43. Legal iii's, 2012. Available from: http://www.legaliiis.com/index.php?-a= viewCat&catId=27 (Accessed December 1, 2012).
44. Meltzer PC, Butler D, Deschamps JR, Madras BK,. 2006. 1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) Analogues: A Promising Class of Monoamine Uptake Inhibitors. J Med Chem 49 (4): 1420-1432.
45. Monte AP, Marona-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): 3700-06.
46. News release by the association of chief police officers in Scotland. 2010. Warning over drug dangers ahead of festival. Available from: http://www.acpos.police.uk/Documents/News%20Releases/ News%20release%20on%20NRG1%20June%2010.pdf (Accessed December 1, 2012).
47. Nichols DE,. 1994. Medicinal chemistry and structure activity relationships. Amphetamine and its analogs. Psychopharmacology, Toxicology and Abuse. Academic Press Inc.:3-33.
48. Plant feed chemicals. 2010. Available from: www.plantfeedchemicals.co.uk (Accessed March 26, 2010 but shutdown after the ban of mephedrone, April 2010).
49. Power M, Parry S, on Daily mail. 2010. The Chinese laboratories where scientists are already at work on the new 'meow meow'. Available from: http://www.dailymail.co.uk/home/moslive/article-1267582/The-Chinese- laboratories-scientists-work-new-meow-meow.html (Accessed December 1, 2012).
50. ReDNet project. 2012. Available from: https://www.rednetproject.eu/index. php (Accessed December 1, 2012).
51. Research randomizer. Available from: http://www.randomizer.org/form.htm (Accessed August 25, 2012).
52. Roth BL,. 2007. Drugs and valvular heart disease. N Engl J Med 356: 6-9.
53. Schifano F, Deluca P, Baldacchino A, et al,. 2002. Drugs on the web; the psychonaut 2002 EU project. Progress in Neuropsychopharmacology and Biological Psychiatry 30: 640-646.
54. Schifano F, D'Offizi S, Piccione M, et al,. 2011a. Is there a recreational misuse potential for pregabalin? Analysis of anecdotal online reports in comparison with related gabapentin and clonazepam data. Psychother Psychosom 80: 118-122.
55. Schifano F, Albanese A, Fergus S, et al,. 2011b. Mephedrone (4-methylmethcathinone; 'meow meow'): chemical, pharmacological and clinical issues. Psychopharmacology (Berl) 214: 593-602.
56. Setola V, Hufeisen SJ, Grande-Allen J, et al,. 2003. Methylenedioxymethamphtamine (MDMA,"Ecstasy") induces fenfluramine-like proliferative actions on human cardiac valvular interstitial cells in vitro. Mol Pharmacol 63 1223-1229.
57. Shulgin AT, Shulgin A,. 1991. PiHKAL (Phenethylamines I Have Known and Loved-A chemical love story). Transform press: California.
58. Shulgin AT, Shulgin A,. 1997. TiHKAL (Tryptamines I Have Known and Loved-the Continuation) Transform Press: California.
59. Simmler LD, Buser TA, Donzelli M, et al,. 2012. Pharmacological characterization of designer cathinones in vitro. Br J Pharmacol. 168 (2): 458-470.
60. Sky News. 2012. Available from: http://news.sky.com/story/947361/legal- high-rockness-victim-named-by-police (Accessed June 10, 2012).
61. Sweden's parliament. Swedish Code of Statutes 1999:58. Ordinance (1999:58) banning certain hazardous goods. Available from: http://www.riksdagen. se/sv/Dokument-Lagar/Lagar/Svenskforfattningssamling/Forordning-199958-om- forbud-sfs-1999-58/?bet=1999:58 (Accessed December 1, 2012)
62. Tony's Great Chemical-Book. 2012. Available from: http://4mec.se/wiki/6- APB (Accessed May 12, 2012).
63. U.S. Department of Justice. 2011. The Drug Enforcement Administration. Microgram bulletin 44 (4): 31-37. Available from: http://www.justice.gov/dea/ programs/forensicsci/microgram/mg2011/mg0411.pdf (Accessed December 1, 2012).
64. Vanattou-Saïfoudine N, McNamara R, Harkin A,. 2010. Mechanisms mediating the ability of caffeine to influence MDMA ('Ecstasy')-induced hyperthermia in rats. Br J Pharmacol 160 (4): 860-877.
65. Vanattou-Saïfoudine N, McNamara R, Harkin A,. 2012. Caffeine provokes adverse interactions with 3,4-methylenedioxymethamphetamine (MDMA,'ecstasy') and related psychostimulants: mechanisms and mediators. Br J Pharmacol 167 (5): 946-959.
66. Wood DM, Davies S, Cummins A, et al,. 2011. Energy-1 ('NRG-1'): don't believe what the newspapers say about it being legal. Emerg Med J 28: 1068-1070.