Identification and characterization of new designer drug 4-fluoro-PV9 and α-PHP in the seized materials

Forensic Toxicology

Volumn 34, Issue 1, 2016, Pages 115-124

  Majchrzak, Milena ^a,b   Rojkiewicz, Marcin ^a,b   Celiński, Rafał ^b   Kuś, Piotr ^a   Sajewicz, Mieczysław ^a  

^a UNIVERSITY OF SILESIA   (Poland)

^b Toxicology Laboratory ToxLab   (Poland)

Author keywords

4 Fluoro PV9; Designer drugs; ESI MS MS; GC MS; NMR; PHP

Indexed keywords

1 (4 FLUOROPHENYL) 2 (PYRROLIDIN 1 YL)OCTAN 1 ONE; 1 PHENYL 2 (1 PYRROLIDINYL) 1 HEXANONE; DESIGNER DRUG; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CONTROLLED STUDY; DIFFERENTIAL SCANNING CALORIMETRY; ELECTROSPRAY MASS SPECTROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INFRARED SPECTROSCOPY; MASS FRAGMENTOGRAPHY; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; THERMOGRAVIMETRY; ULTRAVIOLET SPECTROSCOPY;

EID: 84953366895     PISSN: 18608965     EISSN: 18608973     Source Type: Journal    
DOI: 10.1007/s11419-015-0295-4     Document Type: Article

References (28)

1. Liechti M (2015) Novel psychoactive substances (designer drugs): overview and pharmacology of modulators of monoamine signaling. Swiss Med Wkly 145:w14043
2. Baumann MH, Solis E, Watterson LR, Marusich JA, Fantegrossi WE, Wiley JL (2014) Bath salts, spice, and related designer drugs: the science behind the headlines. J Neurosci 34:15150–15158
3. Weaver MF, Hopper JA, Gunderson EW (2015) Designer drugs 2015: assessment and management. Addict Sci Clin Pract. doi:10.1186/s13722-015-0024-7
4. European Monitoring Centre for Drugs and Drug Addiction (2015) New psychoactive substances in Europe. Publications Office of the European Union, Luxembourg (An update from the EU Early Warning System)
5. Arbo MD, Bastos ML, Carmo HF (2012) Piperazine compounds as drugs of abuse. Drug Alcohol Depen 122:174–185
6. Schep LJ, Slaughter RJ, Vale JA, Beasley DMG, Gee P (2011) The clinical toxicology of the designer “party pills” benzylpiperazine and trifluoromethylphenylpiperazine. Clin Toxicol 49:131–141
7. Srisuma S, Bronstein AC, Hoyte CO (2015) NBOMe and 2C substitute phenylethylamine exposures reported to the National Poison Data System. Clin Toxicol 53:624–628
8. Zuba D, Sekuła K, Buczek A (2013) 25C-NBOMe—new potent hallucinogenic substance identified on the drug market. Forensic Sci Int 227:7–14
9. Denooz R, Vanheugen JC, Frederich M, de Tullio P, Charlier C (2013) Identification and structural elucidation of four cannabimimetic compounds (RCS-4, AM-2201, JWH-203 and JWH-210) in seized products. J Anal Toxicol 37:56–63
10. Adamowicz P, Lechowicz W (2015) The influence of synthetic cannabinoid UR-144 on human psychomotor performance—a case report demonstrating road traffic risks. Traffic Inj Prev. doi:10.1080/15389588.2015.1018990
11. Katz DP, Bhattacharya D, Bhattacharya S, Deruiter J, Clark CR, Suppiramaniam V, Dhanasekaran M (2014) Synthetic cathinones: “a khat and mouse game”. Toxicol Lett 229:349–356
12. Valente MJ, Guedes de Pinho P, de Lourdes Bastos M, Carvalho F, Carvalho M (2014) Khat and synthetic cathinones: a review. Arch Toxicol 88:15–45
13. Szendrei K (1980) The chemistry of khat. Bull Narc 32:5–35
14. Patel NB (2015) “Natural amphetamine” khat: a cultural tradition or a drug of abuse? Int Rev Neurobiol 120:235–255
15. Brenneisen R, Fisch HU, Koelbing U, Geisshüsler S, Kalix P (1990) Amphetamine-like effects in humans of the khat alkaloid cathinone. Br J Clin Pharmacol 30:825–828
16. Vardakou I, Pistos C, Spiliopoulou C (2011) Drugs for youth via Internet and the example of mephedrone. Toxicol Lett 201:191–195
17. Gibbons S, Zloh M (2010) An analysis of the “legal high” mephedrone. Bioorg Med Chem Lett 20:4135–4139
18. Westphal F, Junge T, Klein B, Fritschi G, Girreser U (2011) Spectroscopic characterization of 3,4-methylenedioxypyrrolidinobutyrophenone: a new designer drug with α-pyrrolidinophenone structure. Forensic Sci Int 209:126–132
19. Kaizaki A, Tanaka S, Numazawa S (2014) New recreational drug 1-phenyl-2-(1-pyrrolidinyl)-1-pentanone (alpha-PVP) activates central nervous system via dopaminergic neuron. J Toxicol Sci 39:1–6
20. Uralets V, Rana S, Morgan S, Ross W (2014) Testing for designer stimulants: metabolic profiles of 16 synthetic cathinones excreted free in human urine. J Anal Toxicol 38:233–241
21. Jankovics P, Váradi A, Tölgyesi L, Lohner S, Németh-Palotás J, Koszegi-Szalai H (2011) Identification and characterization of the new designer drug 4′-methylethcathinone (4-MEC) and elaboration of a novel liquid chromatography–tandem mass spectrometry (LC–MS/MS) screening method for seven different methcathinone analogs. Forensic Sci Int 210:213–220
22. Ibáñez M, Sancho JV, Bijlsma L, Van Nuijs ALN, Covaci A, Hernández F (2014) Comprehensive analytical strategies based on high-resolution time-of-flight mass spectrometry to identify new psychoactive substances. Trac-Trend Anal Chem 57:107–117
23. 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
24. Fornal E (2013) Identification of substituted cathinones: 3,4-methylenedioxy derivatives by high performance liquid chromatography–quadrupole time of flight mass spectrometry. J Pharm Biomed Anal 81–82:13–19
25. Zuba D (2012) Identification of cathinones and other active components of “legal highs” by mass spectrometric methods. Trac-Trend Anal Chem 32:15–30
26. Westphal F, Junge T, Rösner P, Fritschi G, Klein B, Girreser U (2007) Mass spectral and NMR spectral data of two new designer drugs with an α-aminophenone structure: 4′-methyl-α-pyrrolidinohexanophenone and 4′-methyl-α-pyrrolidinobutyrophenone. Forensic Sci Int 169:32–42
27. 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
28. Cayman Chemical (2015) Cayman spectral library. https://www.caymanchem.com/app/template/SpectralLibrary.vm. Accessed 6 Mar 2015