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加酸水對尿中潘他唑新抽提之影響及其應用

Influence of Acid Hydrolysis on Extraction of Urinary Pentazocine

摘要


本研究以氣相層析質譜儀(GC/MS),核磁共振譜儀(NMR)及紅外線分光光度計(IR)深入探討潘他唑新在不同強度之酸性溶液中之水解反應。加酸水解尿中潘他唑新之代謝物實驗中,發現在0.5N塩酸溶液中,約有半量之潘他唑新於120℃,一小時內進行水合反應。應用此條件可在同一步驟同時鑑別尿中並存之嗎啡及潘他唑新。以潘他唑新及其水合產物之層析圖譜之相對滯留時間為指標,可彌補層析法專一性不足之缺失。水合產物經鑑定其化學結構為2-[(3-hydroxy-3-methyl)butyl]-5,9-dimethyl-2'-hydoroxybenzomorphan,顯示本水合反應之部位選擇性係遵從Markownikoff氏法則。IR光譜證明水合產物支鏈之羥基與胡椒環上之氮原子間形成分子內氫鏈;質譜顯示本品(分子峰m/z 303)經α-斷裂得基本峰m/z 230。本法迅速,準確且簡單易行,比例行常用之β-醛糖酸化物酶水解法更具實用性,且層析圖譜之相對滯留時間指標之專一性極佳。應用於煙毒犯尿水鑑別之案例時,在缺乏其他光譜或質譜分析清況下,仍具有足夠信服之證據。

並列摘要


An extensive study on the influence of acid hydrolysis on the extraction of urinary pentazocine as well as its potential applications to forensic cases was described. The optimum conditions for aqueous hydrolysis of the pentazocine metabolites in urine samples were established. The structure of the hydration product, M^+ 303, was fully characterized by GC/MS, NMR and IR spectroscopy. They hydration of pentazocine was proceeded and completely directed by the Markownikoff's rule. Guided by the relative retention times, the technique would permit the rapid and simple identification of this abused drug when it is encountered as an unknown in forensic cases.

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