Hidenao Kakehashi, H. Kamata, Akari Ishikawa, Ryutaro Asai, Atsushi Nitta, Misato Wada, Shihoko Nakano, Syuntaro Matsuta, K. Sasaki, N. Shima, Tooru Kamata, H. Nishioka, A. Miki, M. Katagi
{"title":"Analyses of a methamphetamine precursor N-tert-butoxycarbonyl-methamphetamine (t-BOCMA) and its behavior in simulated human gastric juice","authors":"Hidenao Kakehashi, H. Kamata, Akari Ishikawa, Ryutaro Asai, Atsushi Nitta, Misato Wada, Shihoko Nakano, Syuntaro Matsuta, K. Sasaki, N. Shima, Tooru Kamata, H. Nishioka, A. Miki, M. Katagi","doi":"10.3408/jafst.753","DOIUrl":null,"url":null,"abstract":"N-tert-Butoxycarbonyl-methamphetamine (t-BOCMA), a tert-butoxycarbonyl (t-BOC) derivative of methamphetamine (MA), which has recently been reported in several countries, was seized for the ˆrst time in Japan in 2017. It deprotected easily in an acidic condition to result in an illicit MA, and recently became a newly designated drug of the Pharmaceutical and Medical Device Act. For drug enforcement, the information of its properties was, therefore, strongly demanded. In this study, we synthesized the t-BOCMA standard, acquired various analytical data, and demonstrated its conversion to MA in high yield in the relatively moderate acidic condition (5 HCl methanol solution, 50°C). Also, the stability of t-BOCMA in simulated gastric juice (0.08 M HCl, 37°C) was explored by using GC/MS. As the result, 19 of t-BOCMA remained even after 120 min incubation, and the T1/2 was calculated to be 50 min. These suggest that the orally ingested t-BOCMA would be absorbed into blood in some degree without conversion to MA.","PeriodicalId":14709,"journal":{"name":"Japanese Journal of Forensic Science and Technology","volume":"97 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Japanese Journal of Forensic Science and Technology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.3408/jafst.753","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 2
Abstract
N-tert-Butoxycarbonyl-methamphetamine (t-BOCMA), a tert-butoxycarbonyl (t-BOC) derivative of methamphetamine (MA), which has recently been reported in several countries, was seized for the ˆrst time in Japan in 2017. It deprotected easily in an acidic condition to result in an illicit MA, and recently became a newly designated drug of the Pharmaceutical and Medical Device Act. For drug enforcement, the information of its properties was, therefore, strongly demanded. In this study, we synthesized the t-BOCMA standard, acquired various analytical data, and demonstrated its conversion to MA in high yield in the relatively moderate acidic condition (5 HCl methanol solution, 50°C). Also, the stability of t-BOCMA in simulated gastric juice (0.08 M HCl, 37°C) was explored by using GC/MS. As the result, 19 of t-BOCMA remained even after 120 min incubation, and the T1/2 was calculated to be 50 min. These suggest that the orally ingested t-BOCMA would be absorbed into blood in some degree without conversion to MA.
n -叔丁基羰基甲基苯丙胺(t-BOCMA)是甲基苯丙胺(MA)的叔丁基羰基(t-BOC)衍生物,最近在几个国家有报道,于2017年在日本首次被查获。它在酸性条件下容易失去保护,导致非法MA,最近成为《药品和医疗器械法》的新指定药物。因此,在禁毒执法方面,强烈要求提供有关其性质的资料。在本研究中,我们合成了t-BOCMA标准品,获得了各种分析数据,并证明了其在相对中等酸性条件下(5HCl甲醇溶液,50°C)高产率转化为MA。同时,采用GC/MS法考察了t-BOCMA在模拟胃液(0.08 M HCl, 37°C)中的稳定性。结果表明,t-BOCMA在培养120 min后仍有19存在,T1/2计算为50 min。这表明口服t-BOCMA在一定程度上被血液吸收而不转化为MA。