Analysis of azepane isomers of AM-2233 and AM-1220, and detection of an inhibitor of fatty acid amide hydrolase [3′-(aminocarbonyl)(1,1′- biphenyl)-3-yl]-cyclohexylcarbamate (URB597) obtained as designer drugs in the Tokyo area

Forensic Toxicology

Volumn 31, Issue 1, 2013, Pages 76-85

  Nakajima, Jun'Ichi ^a   Takahashi, Misako ^a   Seto, Takako ^a   Kanai, Chieko ^a   Suzuki, Jin ^a   Yoshida, Masao ^a   Uemura, Nozomi ^a   Hamano, Tomoko ^a  

^a TOKYO METROPOLITAN INSTITUTE OF PUBLIC HEALTH   (Japan)

Author keywords

Azepane isomers of AM 2233, AM 1220; Designer drug; URB597

Indexed keywords

(2 IODOPHENYL) (1 (1 METHYLZEPAN 3 YL) 1H INDOL 3 YL)METHANONE; (N METHYLAZEPAN 3 YL) 3 (1 NAPHTHOYL)INDOLE; AM 1220; AM 2233; CYCLOHEXYLCARBAMIC ACID 3' CARBAMOYLBIPHENYL 3 YL ESTER; DESIGNER DRUG; FATTY ACID AMIDASE; UNCLASSIFIED DRUG;

CALIBRATION; CONFERENCE PAPER; DRUG STRUCTURE; ECHOGRAPHY; ELECTROSPRAY MASS SPECTROMETRY; JAPAN; LIQUID CHROMATOGRAPHY; MASS FRAGMENTOGRAPHY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; TIME OF FLIGHT MASS SPECTROMETRY; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; ULTRAVIOLET SPECTROSCOPY;

EID: 84872683811     PISSN: 18608965     EISSN: 18608973     Source Type: Journal    
DOI: 10.1007/s11419-012-0169-y     Document Type: Conference Paper

References (14)

1. Uchiyama N, Kikura-Hanajiri R, Kawahara N, Haishima Y, Goda Y (2009) Identification of a cannabinoid analog as a new type of designer drug in a herbal product. Chem Pharm Bull 57:439-441
2. Uchiyama N, Kikura-Hanajiri R, Kawahara N, Goda Y (2009) Identification of a cannabimimetic indole as a designer drug in a herbal product. Forensic Toxicol 27:61-66
3. Uchiyama N, Kawamura M, Kikura-Hanajiri R, Goda Y (2010) Identification and quantitation of two cannabimimetic phenylacetylindoles JWH-251 and JWH-250, and four cannabimimetic naphthoylindoles JWH-081, JWH-015, JWH-200, and JWH-073 as designer drugs in illegal products. Forensic Toxicol 29:25-37
4. Nakajima J, Takahashi M, Seto T, Suzuki J (2011) Identification and quantitation of cannabimimetic compound JWH-250 as an adulterant in products obtained via the Internet. Forensic Toxicol 29:51-55
5. Nakajima J, Takahashi M, Seto T, Kanai C, Suzuki J, Yoshida M, Hamano T (2011) Identification and quantitation of two benzoylindoles AM-694 and (4-methoxyphenyl)(1-pentyl-1H-indol-3-yl)methanone, and three cannabimimetic naphthoylindoles JWH-210, JWH-122, and JWH-019 as adulterants in illegal products obtained via the Internet. Forensic Toxicol 29:95-110
6. Nakajima J, Takahashi M, Nonaka R, Seto T, Suzuki J, Yoshida M, Kanai C, Hamano T (2011) Identification and quantitation of a benzoylindole (2-methoxyphenyl)(1-pentyl-1H-indol-3-yl)methanone and a naphthoylindole 1-(5-fluoropentyl-1H-indol-3-yl)-(naphthalene-1-yl)methanone (AM-2201) found in illegal products obtained via the Internet and their cannabimimetic effects evaluated by in vitro [35S]GTPγS binding assays. Forensic Toxicol 29:132-141
7. Nakajima J, Takahashi M, Seto T, Yoshida M, Kanai C, Suzuki J, Hamano T (2012) Identification and quantitation of two new naphthoylindole drugs-of-abuse, (1-(5-hydroxypentyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone (AM-2202) and (1-(4-pentenyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone, with other synthetic cannabinoids in unregulated "herbal" products circulated in the Tokyo area. Forensic Toxicol 30:33-44
8. Uchiyama N, Kawamura M, Kikura-Hanajiri R, Goda Y (2012) Identification of two new-type synthetic cannabinoids, N-(1-adamantyl)-1-pentyl-1H-indole-3- carboxamide (APICA) and N-(1-adamantyl)-1-pentyl-1H-indazole-3-carboxamide (APINACA), and detection of five synthetic cannabinoids, AM-1220, AM-2233. AM-1241, CB-13 (CRA-13), and AM-1248, as designer drugs in illegal products. Forensic Toxicol 30:114-125
9. Aichi Prefecture (2012) http://www.pref.aichi.jp/0000048628.html. Accessed Aug 2012
10. Health and Social Welfare Bureau, Yokohama City (2012) http://www.city.yokohama.lg.jp/kenko/imuyakumu-jyouhou/20120524154212.html. Accessed Aug 2012
11. Kneisel S, Bisel P, Brecht V, Broecker S, Müller M, Auwarter V (2012) Identification of the cannabimimetic AM-1220 and its azepane isomer (N-methylazepan-3-yl)-3-(1-naphthoyl)indole in a research chemical and several herbal mixtures. Forensic Toxicol 30:126-134
12. Ministry of Health, Labour and Welfare of Japan (2012) http://www.mhlw.go.jp/bunya/iyakuhin/yakubuturanyou/kanren-tuchi/yakuji/dl/ H24-01.pdf. Accessed 8 Aug 2012
13. Piomelli D, Tarzia G, Duranti A, Tontini A, Mor M, Compton TR, Dasse O, Monaghan EP, Parrott JA, Putman D (2006) Pharmacological profile of the selective FAAH inhibitor KDS-4103 (URB597). CNS Drug Rev 12(1):21-38 (Pubitemid 44133578)
14. Clapper JR, Mangieri RA, Piomelli D (2009) The endocannabinoid system as a target for the treatment of cannabis dependence. Neuropharmacology 56:235-243