Urinary excretion and metabolism of the newly encountered designer drug 3,4-dimethylmethcathinone in humans

Urinary excretion and metabolism of the newly encountered designer drug 3,4-dimethylmethcathinone in humans
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新发现的设计药物 3,4-二甲基甲卡西酮在人体中的尿液排泄和代谢

DOI:
10.1007/s11419-012-0172-3
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发表时间:
2013
影响因子:
2.2
通讯作者:
Koichi Suzuki
Koichi Suzuki
中科院分区:
医学4区
文献类型:
--
作者:
Noriaki Shima;Munehiro Katagi;Hiroe Kamata;Shuntaro Matsuta;Keiko Nakanishi;Kei Zaitsu;Tooru Kamata;Hiroshi Nishioka;Akihiro Miki;Michiaki Tatsuno;Takako Sato;Hitoshi. Tsuchihashi;Koichi Suzuki

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卡西酮衍生的特制药物最近作为滥用药物变得流行起来。近年来,3,4-二甲基甲基卡西酮(DMMC)作为受控卡西尼酮的替代品被滥用。在本研究中,利用新合成的标准物质,用气相色谱-质谱法和液-质联用法对DMMC及其主要代谢物3,4-二甲基卡替酮、1-(3,4-dimethylphenyl)-2-methylaminopropan-1-ol(β-OH-DMMC,非对映异构体)和2-氨基-1-(3,4-二甲基苯基)丙烷-1-醇(β-OH-DMC,非对映异构体)在DMMC使用者尿液中进行了鉴定和定量。在尿液中也检测到其他可能的代谢物,包括木基的氧化代谢物和结合代谢物。已确定的和可能的I相代谢产物表明,DMMC的代谢途径包括将酮基还原为相应的醇,N-脱甲基化为伯胺,将木基氧化为相应的醇和羧酸盐形式,以及这些步骤的结合。所鉴定的代谢物的浓度在酶解后略有增加,这表明这些化合物被部分代谢成各自的结合物。
Cathinone-derived designer drugs have recently grown to be popular as drugs of abuse. 3,4-Dimethylmethcathinone (DMMC) has recently been abused as one of the alternatives to controlled cathinones. In the present study, DMMC and its major metabolites, 3,4-dimethylcathinone (DMC), 1-(3,4-dimethylphenyl)-2-methylaminopropan-1-ol (β-OH-DMMC, diastereomers), and 2-amino-1-(3,4-dimethylphenyl)propan-1-ol (β-OH-DMC, diastereomers), have been identified and quantified in a DMMC user’s urine by gas chromatography–mass spectrometry and liquid chromatography–tandem mass spectrometry using newly synthesized authentic standards. Other putative metabolites including oxidative metabolites of the xylyl group and conjugated metabolites have also been detected in urine. The identified and putative phase I metabolites indicated that the metabolic pathways of DMMC include its reduction of the ketone group to the corresponding alcohols,N-demethylation to the primary amine, oxidation of the xylyl group to the corresponding alcohol and carboxylate forms, and combination of these steps. Concentrations of the identified metabolites were found to increase slightly after enzymatic hydrolysis, suggesting that these compounds are partially metabolized to the respective conjugates.
DOI: --
发表时间: 1999
影响因子: 5
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N. Cozzi;M. Sievert;A. Shulgin;P. Jacob;A. Ruoho
通讯作者: N. Cozzi;M. Sievert;A. Shulgin;P. Jacob;A. Ruoho
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DOI: 10.1016/s0140-6736(10)62021-1
发表时间: 2010
期刊: The Lancet
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DOI: 10.1080/00498250600780191
发表时间: 2006-08-01
期刊: XENOBIOTICA
影响因子: 1.8
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发表时间: 2011-10-01
影响因子: 4.2
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发表时间: 2012-02-01
影响因子: 2.3
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