Four types of cannabimimetic indazole and indole derivatives, ADB-BINACA, AB-FUBICA, ADB-FUBICA, and AB-BICA, identified as new psychoactive substances

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• 作者：Zhenhua Qian ; Zhendong Hua ; Cuimei Liu ; Wei Jia
• 关键词：N ; (1 ; Amino ; 3 ; 3 ; dimethyl ; 1 ; oxobutan ; 2 ; yl) ; 1 ; benzyl ; 1H ; indazole ; 3 ; carboxamide (ADB ; BINACA) ; N ; (1 ; Amino ; 3 ; methyl ; 1 ; oxobutan ; 2 ; yl) ; 1 ; (4 ; fluorobenzyl) ; 1H ; indole ; 3 ; carboxamide (AB ; FUBICA) ; N ; (1 ; Amino ; 3 ; 3 ; dimethyl ; 1 ; oxobutan ; 2 ; yl) ; 1 ; (4 ; fluorobenzyl) ; 1H ; indole ; 3 ; carboxamide (ADB ; FUBICA) ; N ; (1 ; Amino ; 3 ; methyl ; 1 ; oxobutan ; 2 ; yl) ; 1 ; benzyl ; 1H ; indole ; 3 ; carboxamide (AB ; BICA) ; Synthetic cannabinoid ; New psychoactive substance
• 刊名：Forensic Toxicology
• 出版年：2016
• 出版时间：January 2016
• 年：2016
• 卷：34
• 期：1
• 页码：133-143
• 全文大小：557 KB
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  4.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 6:832–839PubMed CrossRef
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  8.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 31:223–240CrossRef
  9.Uchiyama N, Matsuda S, Wakana D, Kikura-Hanajiri 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 31:93–100CrossRef
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  11. http://​www.​caymanchem.​com/​app/​template/​SpectralLibrary.​vm . Accessed 24 April 2014
  
• 作者单位：Zhenhua Qian (1)
  Zhendong Hua (1)
  Cuimei Liu (1)
  Wei Jia (1)
  
  1. National Narcotic Laboratory, Drug Intelligence and Forensic Center of Minister of Public Security, No. 18 Dongbeiwang West Round, Haidian District, Beijing, 100193, China
  
• 刊物主题：Forensic Medicine; Pharmacology/Toxicology; Medicinal Chemistry; Medicine/Public Health, general; Medical Law;
• 出版者：Springer Japan
• ISSN：1860-8973

文摘

We identified four cannabimimetic indazole and indole derivatives in new illegal psychoactive substances seized from a clandestine laboratory in China. These four derivatives included N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-1-benzyl-1H-indazole-3-carboxamide (ADB-BINACA, 1), N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)-1H-indole-3-carboxamide (AB-FUBICA, 2), N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)-1H-indole-3-carboxamide (ADB-FUBICA, 3), and N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-benzyl-1H-indole-3-carboxamide (AB-BICA, 4). These compounds were identified by liquid chromatography–high-resolution mass spectrometry, gas chromatography–mass spectrometry, and nuclear magnetic resonance spectroscopy. No chemical or pharmacological data about compound 4 has appeared until now, making this the first report on this compound. Compounds 1, 2, and 3 have previously been reported to have a high affinity for cannabinoid CB₁ and CB₂ receptors, but this is the first report of their presence in illegal products. Keywords N-(1-Amino-3,3-dimethyl-1-oxobutan-2-yl)-1-benzyl-1H-indazole-3-carboxamide (ADB-BINACA) N-(1-Amino-3-methyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)-1H-indole-3-carboxamide (AB-FUBICA) N-(1-Amino-3,3-dimethyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)-1H-indole-3-carboxamide (ADB-FUBICA) N-(1-Amino-3-methyl-1-oxobutan-2-yl)-1-benzyl-1H-indole-3-carboxamide (AB-BICA) Synthetic cannabinoid New psychoactive substance