A synthetic cannabinoid FDU-NNEI, two 2H-indazole isomers of synthetic cannabinoids AB-CHMINACA and NNEI indazole analog (MN-18), a phenethylamine derivative N–OH-EDMA, and a cathinone derivative dimethoxy-α-PHP, newly identified in illegal products

Forensic Toxicology

Volumn 33, Issue 2, 2015, Pages 244-259

  Uchiyama, Nahoko ^a   Shimokawa, Yoshihiko ^a   Kikura Hanajiri, Ruri ^a   Demizu, Yosuke ^a   Goda, Yukihiro ^a   Hakamatsuka, Takashi ^a  

^a NATIONAL INSTITUTE OF HEALTH SCIENCES   (Japan)

Author keywords

2H indazole isomer; Cathinone derivative; Dimethoxy PHP; FDU NNEI; N OH EDMA; Synthetic cannabinoid

Indexed keywords

1 (4 FLUOROBENZYL) N (NAPHTHALEN 1 YL) 1H INDOLE 3 CARBOXAMIDE; 2 METHYLPROPYL N (NAPHTHALEN 1 YL) CARBAMATE; CANNABINOID DERIVATIVE; DIMETHOXY ALPHA PYRROLIDINOHEXANOPHENONE; FDU PB 22; ILLICIT DRUG; ISOBUTYL 1 PENTYL 1H INDAZOLE 3 CARBOXYLATE; N (1 AMINO 3 METHYL 1 OXOBUTAN 2 YL) 2 (CYCLOHEXYLMETHYL) 2H INDAZOLE 3 CARBOXAMIDE; N (NAPHTHALEN 1 YL) 2 PENTYL 2H INDAZOLE 3 CARBOXAMIDE; N HYDROXY 3,4 ETHYLENEDIOXY N METHYLAMPHETAMINE; SYNTHETIC CANNABINOID; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; ELECTROSPRAY MASS SPECTROMETRY; GOVERNMENT REGULATION; ISOLATION PROCEDURE; JAPAN; MASS FRAGMENTOGRAPHY; NITROGEN NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; TIME OF FLIGHT MASS SPECTROMETRY; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 84937526026     PISSN: 18608965     EISSN: 18608973     Source Type: Journal    
DOI: 10.1007/s11419-015-0268-7     Document Type: Article

References (16)

1. EMCDDA (2014) European drug report 2014: trends and developments, May 2014. http://www.emcdda.europa.eu/attachements.cfm/att_228272_EN_TDAT14001ENN.pdf. Accessed Nov 2014
2. EMCDDA–Europol (2013) Annual report on the implementation of Council Decision 2005/387/JHA, July 2014. http://www.emcdda.europa.eu/publications/implementation-reports/2013. Accessed Nov 2014
3. UNODC (2014) 2014 Global synthetic drugs assessment. Amphetamine-type stimulants and new psychoactive substances, May 2014. http://www.unodc.org/documents/scientific/2014_Global_Synthetic_Drugs_Assessment_web.pdf. Accessed May 2014
4. Zuba D, Byrska B (2013) Analysis of the prevalence and coexistence of synthetic cannabinoids in “herbal high” products in Poland. Forensic Toxicol 31:21–30
5. 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
6. Chung H, Choi H, Heo S, Kim E, Lee J (2014) Synthetic cannabinoids abused in South Korea: drug identifications by the National Forensic Service from 2009 to June 2013. Forensic Toxicol 32:82–88
7. Kikura-Hanajiri R, Uchiyama N, Kawamura M, Goda Y (2014) Changes in the prevalence of new psychoactive substances before and after the introduction of the generic scheduling of synthetic cannabinoids in Japan. Drug Test Anal 6:832–839
8. Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (2014) Identification of two new-type designer drugs, piperazine derivative MT-45 (I-C6) and a synthetic peptide Noopept (GVS-111), with synthetic cannabinoid A-834735, cathinone derivative 4-methoxy-α-PVP and phenethylamine derivative 4-methylbuphedrine from illegal products. Forensic Toxicol 32:9–18
9. Uchiyama N, Shimokawa Y, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (2014) Two new synthetic cannabinoids, AM-2201 benzimidazole analog (FUBIMINA) and (4-methylpiperazin-1-yl)(1-pentyl-1H-indol-3-yl)methanone (MEPIRAPIM), and three phenethylamine derivatives, 25H-NBOMe 3,4,5-trimethoxybenzyl analog, 25B-NBOMe, and 2C-N-NBOMe, identified in illegal products. Forensic Toxicol 32:105–115
10. Uchiyama N, Matsuda S, Kawamura M, Shimokawa Y, Kikura-Hanajiri R, Aritake K, Urade Y, Goda Y (2014) Characterization of four new designer drugs, 5-chloro-NNEI, NNEI indazole analog, α-PHPP and α-POP, with 11 newly distributed designer drugs in illegal products. Forensic Sci Int 243:1–13
11. Uchiyama N, Kawamura M, Kikura-Hanajiri R, Goda Y (2013) URB-754: a new class of designer drug and 12 synthetic cannabinoids detected in illegal products. Forensic Sci Int 227:21–32
12. 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
13. 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
14. Elguero J, Silva AMS, Tomé AC (2011) Five membered heterocycles: 1,2-azoles. Part 1. Pyrazoles. In: Alvarez-Builla J, Vaquero JJ, Barluenga J (eds) Modern heterocyclic chemistry, vol 2. WileyVCH Verlag, Weinheim, pp 635–725
15. Noggle FT Jr, Clark CR, Valaer AK, DeRuiter J (1988) Liquid chromatographic and mass spectral analysis of N-substituted analogues of 3,4-methylenedioxyamphetamine. J Chromatogr Sci 26:410–417
16. McKenna DJ, Guan X-M, Shulgin AT (1991) 3,4-Methylenedioxyamphetamine (MDA) analogues exhibit differential effects on synaptosomal release of 3H-dopamine and 3H-5-hydroxytryptamine. Pharmacol Biochem Behav 38:505–512