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題名:臺灣地下工廠產製安非他命及愷他命之雜質剖繪
作者:黎添來
校院名稱:中央警察大學
系所名稱:鑑識科學研究所
指導教授:王勝盟
Wang, Sheng-Meng
學位類別:博士
出版日期:2009
主題關鍵詞:地下製毒工廠雜質剖繪甲基安非他命愷他命氣相層析質譜
原始連結:連回原系統網址new window
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鹽酸甲基安非他命(methamphetamine hydrochloride, MA‧HCl)及鹽酸愷他命(ketamine hydrochloride, KT‧HCl)是目前國內氾濫最嚴重的毒品,故遏阻其繼續氾濫、斷絕及追溯毒品源頭,乃刻不容緩的工作。本研究以MA.HCl及KT.HCl為研究標的,應用刑事實驗室最常用的氣相層析質譜(gas chromatography-mass spectrometry, GC-MS)等方法,深入分析、探討國內製毒工廠合成MA‧HCl及KT‧HCl時所使用的方法、原料及所產生的中間物、成品、雜質,俾以追溯MA‧HCl及KT‧HCl之來源,冀望所獲結果能有助於建立國內毒品資料庫,並提供國內研擬反毒政策、刑事偵查人員查緝製毒工廠及刑事化學家勘察製毒工廠、研判製毒方法、出庭交互詰問等之參考。
本論文的第一部分為「非法甲基安非他命製程中產物之分析」,探討地下製造甲基安非他命所涉原料、中間產物、成品及雜質等相關問題:(一)由pseudoephedrine hydrochloride (PEP‧HCl)製造MA.HCl時,其產品經GC-MS分析,發現有3,4-dimethyl-5-phenyl-1,3-oxazolidine伴隨生成,經證實與分析實驗時使用含甲醛之有機溶劑、注射埠溫度及樣品濃度等因素有關。(二)分別選用EP‧HCl、methylephedrine hydrochloride (MEP‧HCl)、norephedrine hydrochloride (NEP‧HCl)、非處方感冒藥及麻黃等作為原料,以國內最常見的安毒製法— Emde及Nagai (Moscow)合成法—製造MA.HCl,經追蹤分析渠等所產生之特異性中間產物及可資辨識之雜質,發現對於Emde及Nagai(Moscow)合成法,一般可藉由chloroephedrine (Cl-EP)、chloronorephedrine (Cl-NEP)、chloromethylephedrine (Cl-MEP)、1,1-phenylmethylaminopropane、1-benzyl-3-methylnaphthalene及1,3-dimethyl-2-phenylnaphthalene等中間產物或雜質成分作為研判安毒來源之依據;對於Nagai合成法涉及以非處方感冒藥為原料者,可用chlorpheniramine、brompheniramine、triprolidine及carbinoxamine等四種雜質成分作為研判MA‧HCl成品或所用原料中的PEP‧HCl成分是否萃取自感冒藥錠之依據。(三)以GC-MS分析MA‧HCl產品所含特異性雜質,可提供MA‧HCl分類及溯源之依據。經輔以熱裂解氣相層析質譜(Py-GC/MS)分析,發現未衍生之MA.HCl會因質子性萃取溶劑、GC注射埠溫度、GC liner及樣品濃度等因素,導致甲基化、去甲基化及乙基化等溶劑效應,產生各種相應副產物。另分析國內不同年代出現之MA.HCl藥錠(Ya-Ba),發現Ya-Ba主成分為40-80%之咖啡因,其次為20-30%之MA;2000-02年及2009年查獲之Ya-Ba所含雜質明顯不同,尤其2009年者出現多種毒品摻雜之現象。
本論文的第二部分為「非法愷他命製程中產物之分析」,探討地下製造KT‧HCl所涉原料、中間產物、成品及雜質等相關問題:(一)以GC-MS分析KT‧HCl /鹽酸羥亞胺(HY‧HCl)混合物時,證實二者確屬互變異構物,亦即注射埠之高溫會導致目標產物KT.HCl轉化為副產物HY‧HCl,且二者呈動態平衡:KT‧HCl與HY‧HCl的相對量會受GC注射埠溫度、分析模式為分流或非分流及樣品濃度等因素影響而改變,造成分析上的不確定性甚至誤判。(二)承上項,藉由化學衍生法配合GC-MS分析,對於KT與HY在GC-MS注射埠中因加熱而發生互相轉變的預防與確認頗有助益;尤其先以TFA衍生KT,再以MSTFA衍生HY,將可有效防堵該等成分遇熱互變,使GC-MS更能有效運用於KT製毒工廠成品/半成品之析鑑,幫助刑事化學家研判KT製毒工廠的製法。(三)本土型製毒工廠常經由HY‧HCl合成KT‧HCl,而由製程中所殘留的雜質,可追溯KT‧HCl之來源;可檢出並確認的雜質有hydroxylimine、hydroxyl ketone、oxaketone、norketamine及ethyl benzoate等。另亦探討使用undecane、decalin、ethyl benzoate、少量水等溶劑及未用任何溶劑等反應條件對HY‧HCl合成KT‧HCl之影響;發現反應時使用不同溶劑並不影響真正雜質之生成,但可由檢出的殘留有機溶劑,推知反應時的溫度乃至KT的製造方法。
關鍵詞:地下製毒工廠、雜質剖繪、甲基安非他命、愷他命、氣相層析質譜
ABSTRACT
Methamphetamine hydrochloride (MA‧HCl) and ketamine hydrochloride (KT‧HCl) are currently the most abused drugs in Taiwan. Preventing them from wider spreading and deterring them from further produced has come up the most urgent for responsible institutions. This study uses mainly gas chromatography-mass spectrometry (GC-MS), and occasionally pyrolysis-GC/MS and nuclear magnetic resonance spectrometry (NMR), to analyze and profile various starting materials, intermediates, finished products, and impurities associated with the illicit manufacture of MA‧HCl and KT‧HCl by Taiwan’s clandestine laboratories, thereby source-differentiating the seized drug exhibits. During the course of this study, relevant profiling data banks have been built that also allow for peer reference.
The dissertation comprises two parts totaling seventeen chapters. In addition to a reminder that artifacts may be produced in the GC-MS profiling of underivatized MA‧HCl due to protic solvent effects taking place in the hot GC liner, Part I entitled “impurity profiling of illicit methamphetamine in Taiwan” has demonstrated that various unreacted and/or isomerized starting materials and/or intermediates may remain in the finished MA‧HCl products and serve as good identification markers in source differentiation. Typical examples given are “Emde and Nagai synthetic approaches” and “Ya-Ba” exhibits. In part II entitled “impurity profiling of illicit ketamine in Taiwan,” a similar source differentiation approach is derived for KT‧HCl. It is noteworthy that a substantial amount of KT‧HCl would transform into hydroxylamine hydrochloride (HY‧HCl) at elevated GC injection port temperatures; that is, KT‧HCl and HY‧HCl are subject to thermal tautomerization. At 140℃, the pair is under thermokinetic control and in favor of HY‧HCl; at 300℃, thermodynamic control in favor of KT‧HCl. Special care should be taken of such experimental conditions as GC injection port temperature, split or splitless injection, and sample concentration to avoid misinterpretation. The best profiling strategy is to fix the KT/HY ratio by first derivatizing KT with TFA followed by derivatizing HY with MSTFA. Finally, there are no appreciable solvent effects with respect to the formation of side products. However, any detected residual solvent implies a possible refluxing temperature and serves as a good source differentiation marker.
Keywords: Clandestine laboratory; Impurity profiling; Methamphetamine; Ya-Ba; Ketamine; Gas chromatography-mass spectrometry (GC-MS); Emde synthesis; Nagai synthesis
第一部分 非法甲基安非他命製程中產物之分析
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第二章 以GC-MS及Py-GC-MS分析S,S(+)-Pseudoephedrine‧HCl 產生3,4-Dimethyl-5-phenyl-1,3-oxazolidine‧HCl變異物之探討
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第三章 Ephedrine, Methylephedrine及Norephedrine的Emde反應產物
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[7]K. L. Windahl, Investigation of impurites found in methamphtamine synthesised from pseudoephedrine by reduction with hydriodic acid and red phosphorus, Forensic Sci. Int.,76(1995) 97-114.
[8]M. Lambrechit, Analysis of Leuckart-specific impurities in amphetamine and methamphetamine , J. Chromatogr., 284(1984) 499-502.
[9]K. Bailey, Identification and synthesis of Di-(1-phenylisopropyl)methylamine, an impurity in illicit methamphetamine, J. Pharm.l Sci.,63,10(1974) 1575-1578.
[10]L. A. King, K. Clarke, A. J. Orpet, Amphetamine profiling in the UK Forensic Sci. Int., 69(1994) 65-75 .
[11]Y. Marumo, T. Inoue, S. Seta, Analysis of inorganic impurities in seized methamphetamine samples, Forensic Sci. Int., 69(1994) 89-95.
[12]T. Inoue, K. Tanaka, T. Hmori, Y. Togawa, S. Seta, Impurity profiling analysis of methamphetamine seized in Japan, Forensic Sci. Int., 69(1994) 97-102.
[13]H. F. Skinner, Methamphetamine synthesis via hydriodic acid/ red phosphorus reduction of ephedrine, Forensic Sci. Int., 48(1990) 123-134.
[14]T. S. Cantrell, B. John, L. Johnson, A. C. Allen, A study of impurities found in methamphetamine synthesized from ephedrine, Forensic Sci. Int., 39(1988) 39-53.
[15]M. Perkal, Y. L. Ng, J. R. Pearson, Impurity profiling of methamphetamine in Australia and the development of a national drugs database, Forensic Sci. Int., 69(1994) 77-87.
[16]A. F. Parra, Chlorination reactions of ephedrines revisited. stereochemistry and functional groups effect on the reaction mechanisms, Tetrahedron: Asymmetry, 9(1998) 661-1671.
[17]S. Juge, J. P. Genet, Asymmetric synthesis of phosphinates, phosphine oxides and phosphines by Michaelis Arbuzov Rearrangement of chiral oxazaphospholidine, Tetrahedron Letters, 30(21)(1989) 2783-2786.
[18]Stromberg, Advances of chemical signature analyses of drug; in proceedings of the international symposium on instrumental applications in forensic drug chemistry, United States Department of Justice, Washington DC, (1978)202.
[19]Kram , The Identification of impurities in illicit methamphetamine exhibits by gas chromatography/ mass spectrometry and nuclear magnetic resonance spectroscopy, J Forensic Sci., 22(40)(1977).
[20]T. Kishi, Impurities in methamphetamine , Eisei Kagaku 29, 400(1983)
[21]T. Ken, Impurity profiling analysis of illicit methamphetamine by capillary gas chromatography, J. Forensic Sci., 39(2)(1994) 500-511.
[22]姜雲生,安非他命及甲基安非他命雜質鑑析,刑事科學,33(1992) 84-97new window
G. Vordermaier, Applications of nuclear magnetic resonance spectrometry in forensic chemistry, The Taipei International Symposium on Forensic Sciences(1991) 2-9.

第四章 Ephedrine, Methylephedrine及Norephedrine經Nagai合成法反應後所產生之雜質
[1.]施多喜,甲基安非他命、安非他命、麻黃素等系列覺醒劑之鑑析, 刑事科學,31( 1991) 17-38new window
[2.]莊欽華,覺醒劑(安非他命)在日本之禍害及有關問題,刑事科學,28( 1989) 48-60new window
[3.]施志茂,安非他命危害與犯罪防治,華泰文化事業公司出版,(2000)
[4.]王勝盟,簡化處理技術配合質譜術分析安非他命類藥物之研究,博士論文,(1997)( 6)
[5.]法務部毒品統計資料。
[6.]World drug report 2007, UNDOC.
[7.]姜雲生,安非他命及甲基安非他命雜質鑑析,刑事科學,33(1992) 84-97new window
[8.]A. M. A. Verweij, Impurities in illicit drug preparations: amphetamine and methamphetamine, Forensic Sci. Rev., 1(1989) 1-11.new window
[9.]R. S. Frank, The clandestine drug lab situation in the United States, J. Forensic Sci., 44(1999) 647-52.
[10.]K. L. Windahl, Investigation of impurites found in methamphtamine synthesised from pseudoephedrine by reduction with hydriodic acid and red phosphorus, Forensic Sci. Int., 76(1995) 97-114.
[11.]T. Ken, Impurity profiling analysis of illicit methamphetamine by capillary gas chromatography, J. Forensic Sci., 39(2)(1994) 500-511.
[12.]K. L. Windahl, Investigation of impurites found in methamphtamine synthesised from pseudoephedrine by reduction with hydriodic acid and red phosphorus, Forensic Sci. Int., 76(1995) 97-114.
[13.]K. Bailey, Identification and synthesis of Di-(1- phenylisopropyl)methylamine, an impurity in illicit methamphetamine, J. Pharm. Sci., 63, 10(1974) 1575-1578
[14.]L. A. King, K. Clarke, A. J. Orpet, Amphetamine profiling in the UK, Forensic Sci. Int.l, 69(1994) 65-75
[15.]Y. Marumo, T. Inoue, S. Seta, Analysis of inorganic impurities in seized methamphetamine samples, Forensic Sci. Int., 69(1994) 89-95
[16.]H. F. Skinner, Methamphetamine synthesis via hydriodic acid/ red phosphorus reduction of ephedrine, Forensic Sci. Int., 48(1990) 123-134
[17.]S. Juge, J. P. Genet, Asymmetric synthesis of phosphinates,phosphine oxides and phosphines by Michaelis Arbuzov Rearrangement of chiral oxazaphospholidine, Tetrahedron Letters, 30(21)(1989) 2783-2786
[18.]Stromberg, Advances of chemical signature analyses of drug; in proceedings of the international symposium on instrumental applications in forensic drug chemistry, United States Department of Justice, Washington DC, (1978)202
[19.]T. Kishi, Impurities in methamphetamine, Eisei Kagaku 29, 400(1983)
[20.]K. Takako, T. Ohmori, T. Inoue, Analysis of impurities in illicit methamphetamine, Forensic Sci. Int., 56(1992) 157-165.
[21.]T. Inoue, K. Tanaka, T. Ohmori, Y. Togawa, S. Seta, Impurity profiling analysis of methamphetamine seized in Japan, Forensic Sci. Int., 69(1994) 97-102.
[22.]A. C. Allen, W. O. Rinser, Methamphetamine from ephedrine:Ⅰ. chloroephedrine and aziridines, J. Forensic Sci., 32(1987) 953-982.
[23.]T. S. Cantrell, B. John, L. Johnson, , A. C. Allen, A Study of impurities found in methamphetamine synthesized from ephedrine, Forensic Sci. Int. 39(1988) 39-53.
[24.]B.J. Ko, S. Suh, Y.J. Suh, M.K. In, S-H Kim, The impurity characteristics of methamphetamine synthesized by Emde and Nagai method, Forensic Sci. Int., 170(2007) 142-147.
[25.]J.S. Lee, E.y. Han, S.Y.Lee, E.M. Kim, Y.h. Park, M.A. Lim, H.S. Chung, J.H. Park, Analysis of the impurities in the methamphetamine synthesized by three different methods from ephedrine and pseudoephedrine, Forensic Sci. Int., 161(2006) 209-215.
[26.]Y. Qi, I. Evans, A. McCluskey, New impurity profiles of recent Australian imported ”ice”: Methamphetamine impurity profiling and the identification of (pseudo)ephedrine and Leuckart specific marker compounds, Forensic Sci. Int., 169(2007) 173-180.
[27.]E. Lock, Development of a harmonized method for the profiling of amphetamine, Univeristy de Lausanne, 2005.
[28.]L. Dujourdy, V. Dufey, F. Basacier, N. Miano, R. Marquis, E. Lock, L. Aalberg, S. Dieckmann, F. Zrcek, J.S. Bozenko, Drug intelligence based on organic impurities in illicit MA samples, Forensic Sci. Int., 177(2008) 153-161.

第五章 非處方感冒藥錠經由Nagai法製造鹽酸甲基安非他命所殘留之雜質
[1.]World drug report 2007, UNDOC.new window
[2.]T. L. Li, J. F. Hsu, S. G. Cheng, S. M. Wang, A Discussion of the clandestine laboratory of methamphetamine in courtroom, Forensic Sci.( in Chinese) 58(2005) 1-24.
[3.]A.C. Allen, and W.O.Rinser, Methamphetamine from ephedrine:Ⅰ. chloroephedrine and aziridines, J. Forensic Sci. 32(1987) 953-982.
[4.] 施多喜,甲基安非他命、安非他命、麻黃素等系列覺醒劑之鑑析,刑事科學,31(1991)17-38new window
[5.]姜雲生,安非他命及甲基安非他命雜質鑑析,刑事科學,33(1992)84-97new window
[6.]S. M. Lee, T. L. Li, J. F. Hsu, A Study on the impurities of methamphetamine synthesized by clandestine laboratories. Forensic Sci. (in Chinese) 54 (2002) 1-27.
[7.]T. Inoue, K. Tanaka, T. Ohmori, Y. Togawa, S. Seta, Impurity profiling analysis of methamphetamine seized in Japan, Forensic Sci. Int. 69(1994) 97-102.
[8.]M. Perkal, Y. L. Ng, J. R. Pearson, Impurity profiling of methamphetamine in Australia and the development of a national drugs database, Forensic Sci. Int. 69(1994) 77-87.
[9.]K.M. Andrews, Ephedra's role as a precursor in the clandestine manufacture of methamphetamine, J. Forensic Sci. 40(1995) 551-560.
[10.]K. Kuwayama, K. Tsujikawa, H. Miyaguchi, T. Kanamori, Y. Iwata, H. Inoue, S. Saitoh, T. Kishi, Identification of impurities and the statistical classification of methamphetamine using headspace solid phase microextraction and gas chromatography-mass spectrometry, Forensic Sci. Int. 160(2006) 44-52.
[11.]K. Takako, T. Ohmori, T. Inoue, Analysis of impurities in illicit methamphetamine, Forensic Sci. Int. 56(1992) 157-165.
[12.]M. LeBelle, M. Sileika, , M. Romach, Identification of a major impurity in methamphetamine, J. Pharm. Sci. 62(1973) 862.
[13.]T. S. Cantrell, B. John, , L. Johnson, , A. C. Allen, A Study of impurities found in methamphetamine synthesized from ephedrine, Forensic Sci. Int. 39(1988) 39-53.
[14.]S. R. Oulton, H. F. Skinner, Reaction byproducts of common cold tablet ingredients via hydriodic acid/ red phosphorus, Journal of the clandestine laboratory investigation chemists association, 9(1999)21-35.
[15.]S. C. DiPari, J. A. Bordelon, H. F. Skinner, Desloratadine: the reaction byproducts of reduction of cold tablets loratadine with hydriodic acid/ red phosphorus, Journal of the clandestine laboratory investigation chemists association, 15(2005)4-11.
[16.]V. Puthaviriyakorn, Identification of impurities and statistical classification of methamphetamine tablets(Ya-Ba)seized in Thailand, Forensic Sci. Int. 126(2002)105-113.
[17.]F. M. Dayrit, M. C. Dumlao, Impurity profiling of methamphetamine hydrochloride drugs seized in the Philippines, Forensic Sci. Int.144(2004)29-36.
[18.]Y. Qi, I. D. Evans, A. McCluskey, Australian Fedral Police seizures of illicit crystalline methamphetamine (ice) 1998-2002: impurity analysis, Forensic Sci. Int. 164(2006) 201-210.
[19.]K. Kuwayama, H. Inoue, J. Phorachata, K. Kongpatnitiroj, V. Puthaviriyakorn, K. Tsujikawa, H. Miyaguchi, T. Kanamori, Y. T. Iwata, N. Kamo, T. Kishi, Comparison and classification of methamphetamine seized in Japan and Thailand using GC with liquid-liquid extraction and solid-phase microextraction, Forensic Sci. Int.175(2008) 85-92.
[20.]J. X. Zhang, D. M. Zhang, X. G. Han, Identification of impurities and statistical classification of MA HCl drugs seized in China, Forensic Sci. Int. 182(2008) 13-19.
[21.]J. S. Lee, H. S. Chung, K. Kuwayama, H. Inoue, M. Y. Lee, J. H. Park, Determination of impurities in illicit methamphetamine seized in Korea and Japan, Analytica Chimica Acta, Forensic Sci. Int. 619(2008) 20-25.
[22.]R. J. Lewis, E. F. Huffine, A. K. Chaturvedi, D. V. Canfield, J. Mattson, Formation of an interfering substance, 3,4-dimethyl-5-phenyl-1,3-oxazolidine, during a pseudoephedrine urinalysis, J. Forensic Sci., 45(2000) 898-901.
[23.]S. M. R. Wille, W. E. E. Lambert, Phenmetrazine or ephedrine? Fooled by library search, J. Chromatogr. A, 1045(2004) 259-262.
[24.]E-M Kim, J-S Lee, M-J Park, S-K Choi, M-A Lim, H-S Chung, Standardization of method for the analysis of dextromethorphan in urine, Forensic Sci. Int. 161 (2006) 198–201.
[25.]G.M. Miller, R. Stripp, A study of western pharmaceuticals contained within samples of Chinese herbal/ patent medicines collected from New York City's Chinatown, Legal Medicine 9( 2007) 258-264.
第六章 麻黃經由Nagai法製造甲基安非他命所殘留之雜質
[1.]施多喜,甲基安非他命、安非他命、麻黃素等系列覺醒劑之鑑析, 刑事科學, 31( 1991) 17-38new window
[2.]莊欽華,覺醒劑(安非他命)在日本之禍害及有關問題,刑事科學,28( 1989) 48-60new window
[3.]施志茂,安非他命危害與犯罪防治,華泰文化事業公司出版,2000
[4.]王勝盟, 簡化處理技術配合質譜術分析安非他命類藥物之研究,博士論文,1997( 6)
[5.]T. L. Li, J. F. Hsu, S. G. Cheng, S. M. Wang, A Discussion of the clandestine laboratory of methamphetamine in courtroom, Forensic Sci.( in Chinese) 58(2005) 1-24.
[6.]K.L.Windahl, M. J. McTigue, J. R. Pearson, S, J. Pratt, J. E. Rowe, E. M. Sear, Investigation of impurites found in methamphtamine synthesised from pseudoephedrine by reduction with hydriodic acid and red phosphorus, Forensic Sci. Int., 76( 1995) 97-114.
[7.]中國生草藥研究發展中心, 現代本草中國藥材學, 啟業書局出版,(1977)(7)1051-1055
[8.]P. Kalix, The pharmacology of psychoactive alkaloids from Ephedra and Catha, J. Ethnopharmacology, 32( 1991) 201-208.
[9.]B.T. Schaneberg, S. Crockett, E. Bedir, I.A. Khan, The role of chemical fingerprinting: application to Ephedra, Phytochemistry 62( 2003) 911-918.
[10.]S.M. Ickert-Bond, J.J. Skvarla, W.F. Chissoe, Pollen dimorphism in Ephedra L. (Ephedraceae), Rev. Palaeobotany & Palynology 124( 2003) 325-334.
[11.]Q. Wang, Y. Yang, X. Zhao, B. Zhu, P. Nan, J. Zhao, L. Wang, F. Chen, Z. Liu, Y. Zhong, Chemical variation in the essential oil of Ephedra sinica from Northeastern China, Food Chemistry 98( 2006) 52-58.
[12.]R. C. Baselt, Disposition of Toxic Drugs and Chemicals in Man. Chemical Toxicology Institute, 1995, 475-479
[13.]E. A. Pehek, M. D. Schechter, Discriminative Stimulus Properties of (+)Cathine,an Alkaloid of the Khat Plant. Pharm. Biochemistry &Behavior 36( 1999) 267-271.
[14.]C. C. Hwang, W. C. Lee. Chromatographic resolution of the enantiomers of phenylpropanolamine by using molecularly imprinted polymer as the stationary phase. J. Chromatogr. B, 765( 2001) 45-53.
[15.]I. S. Lurie, R. F. Klein, T. A. Dal Cason, M. J. LeBelle, R. Brenneisen, R. E. Weinberger, Chiral Resolution of Cationic Drugs of Forensic Interest by Capillary Electrophoresis with Mixtures of Neutral and Anionic Cyclodextrins. Anal. Chem., 66( 1994) 4019-4026.
[16.]P.Nencini, S. Fraioli, Environment-Specific Reinstatement of Amphetamine-Mediated Hyperdipsia by Morphine and(-)-Norpseudoephedrine. Pharm. Biochemistry and Behavior, 147( 1994) 339-343.
[17.]P, Nencini, P.Valeri, (-)-Norpseudoephedrine,but not(±)-Amphetamine,Prevents The increase in fluid intake associated with ethanol presentation in rats. Pharm. Research, 24 (1991) 83-91.
[18.]F. A. Moya-Huff, T. J. Maher, Phenylpropanolamine Decreases Food intake in Rats Made Hyperphagic by Various Stimuli. Pharm. Biochemistry & Behavior, 28( 1987) 71-4.
[19.]World drug report 2008, UNDOC.
[20.]C. Chen, J. Biller, S.J. Willing, A.M. Lopez, Ischemic stroke after using over the counter products containing ephedra, J. Neurological Sci. 217( 2004) 55-60.
[21.]K.M. Andrews, Ephedra's role as a precursor in the clandestine manufacture of methamphetamine, J. Forensic Sci. 40( 1995) 551-560.
[22.]W.D. Barker, U. Antia, A study of the use of Ephedra in the manufacture of methamphetamine, Forensic Sci. Int., 166( 2007) 102-109.
[23.]X. Dong, W. Wang, S. Ma, H. Sun, Y. Li, J. Guo, Molecularly impurited solid-phase extraction of (-)-ephedrine from Chinese Ephedra, J. Chromatogr. A, 1070( 2005) 125-130.
[24.]Y.L. Tseng, M-H Shieh, Metabolites of ephedrines in human urine after administration of a single therapeutic dose, Forensic Sci. Int., 157( 2006) 149-155.
第七章 國內鹽酸甲基安非他命之雜質分類探討
[1.]N. E. Cray and P. Saiodi, Methamphetamine intoxication. Am. J. Med. 64 (1978) 537-539.new window
[2.]J. A. Harvey, Behavioral pharmacology of central nervous system stimulants. Neuropharmacol. 26(1987) 286.
[3.]R. C. W. Hall, M. K. Popkin and T. P. Beresford, Amphetamine psychosis clinical presentation and differential diagnosis. Psych. Med. 6(1988)73.
[4.]Statistics of Drug Abuse and Testing, National Bureau of Controlled Drugs, Department of Health, Taiwan, ROC, 2005. <http://www.nbcd.gov.tw>.
[5.]K.-P. Shaw, Human methamphetamine-related fatalities in Taiwan during 1991-1996. J. Forensic Sci. 44(1999) 27-31.
[6.]T.-L. Li, J.-F. Hsu, S.-G. Cheng, S.-M. Wang, A discussion on clandestine laboratories of methamphetamine in court. Forensic. Sci. (in Chinese) 58(2005) 1-24.
[7.]K.M. Andrews, Ephedra's role as a precursor in the clandestine manufacture of methamphetamine. J. Forensic Sci. 40(1995) 551-560.
[8.]J. X. Zhang, D. M. Zhang, X. G. Han, Identification of impurities and statistical classification of MA HCl drugs seized in China, For. Sci. Int. 182(2008) 13-19.
[9.]J. S. Lee, H. S. Chung, K. Kuwayama, H. Inoue, M. Y. Lee, J. H. Park, Determination of impurities in illicit methamphetamine seized in Korea and Japan, Analytica Chimica Acta, Forensic Sci. Int. 619(2008) 20-25.
[10.]V. Puthaviriyakorn,"Identification of Impurities and Statistical Classification of Methamphetamine Tablets(Ya-Ba)Seized in Thailand",Forensic Sci. Int. 126(2002)105-113.
[11.]K. Kuwayama, H. Inoue, J. Phorachata, K. Kongpatnitiroj, V. Puthaviriyakorn, K. Tsujikawa, H. Miyaguchi, T. Kanamori, Y. T. Iwata, N. Kamo, T. Kishi, Comparison and classification of methamphetamine seized in Japan and Thailand using GC with liquid-liquid extraction and solid-phase microextraction, Forensic Sci. Int.175(2008) 85-92.
[12.]F. M. Dayrit, M. C. Dumlao, Impurity profiling of methamphetamine hydrochloride drugs seized in the Philippines, Forensic Sci. Int.144(2004)29-36.
[13.]Y. Qi, I. D. Evans, A. McCluskey, Australian Fedral Police seizures of illicit crystalline methamphetamine (ice) 1998-2002: impurity analysis, Forensic Sci. Int. 164(2006) 201-210.
[14.]L. Dujourdy, V. Dufey, F. Basacier, N. Miano, R. Marquis, E. Lock, L. Aalberg, S. Dieckmann, F. Zrcek, J.S. Bozenko, Drug intelligence based on organic impurities in illicit MA samples, Forensic Sci. Int., 177(2008) 153-161.
[15.]T. S. Cantrell, B. John, L. Johnson and A. C. Allen, A Study of impurities found in methamphetamine synthesized from ephedrine. Forensic Sci. Int. 39(1988) 39-53.
[16.]B.J. Ko, S. Suh, Y.J. Suh, M.K. In, S-H Kim, The impurity characteristics of methamphetamine synthesized by Emde and Nagai method, Forensic Sci. Int., 170(2007) 142-147.
[17.]Y. Qi, I. Evans, A. McCluskey, New impurity profiles of recent Australian imported ”ice”: Methamphetamine impurity profiling and the identification of (pseudo)ephedrine and Leuckart specific marker compounds, Forensic Sci. Int., 169(2007) 173-180.
[18.]W.D. Barker, U. Antia, A study of the use of Ephedra in the manufacture of methamphetamine, For. Sci. Int., 166( 2007) 102-109.
[19.]K. L. Windahl, Investigation of impurities found in methamphtamine synthesis from pseudoephedrine by reduction with hydroiodic acid and red phosphorus. Forensic Sci. Int. 76(1995)97-114.
[20.]H.F. Skinner, Methamphtamine synthesis via hydroiodic acid/ red phosphorus reduction of ephedrine, Forensic Sci. Int. 48(1990) 123-134.
[21.]R. J. Lewis, E. F. Huffine, A. K. Chaturvedi, D. V. Canfield, J. Mattson, Formation of an interfering substance, 3,4-dimethyl-5-phenyl-1,3-oxazolidine, during a pseudoephedrine urinalysis, J. Forensic Sci., 45(2000) 898-901.
[22.]S. M. R. Wille, W. E. E. Lambert, Phenmetrazine or ephedrine? Fooled by library search, J. Chromatogr. A, 1045(2004) 259-262.
[23.]T-L Li, Y-S Giang, J-F Hsu, S-G Cheng, R.H. Liu, S-M Wang, Artifacts in the GC–MS profiling of underivatized methamphetamine hydrochloride, Forensic Sci. Int. 162(2006) 113-120.
第八章 苯乙胺類藥物之Py-GC-MS分析
[1]A. M. A. Verweij, Impurities in illicit drug preparations: amphetamine and methamphetamine, Forensic Sci. Rev., 1(1989) 1-11.new window
[2]A. Allen, T. S. Cantrell, Synthetic reductions in clandestine amphetamine and methamphetamine laboratories: a review, Forensic Sci. Int., 42(1989) 183-199.
[3]R. S. Frank, The clandestine drug lab situation in the United States, J. Forensic Sci., 44(1999) 647-52.
[4]T. L. Li, J. F. Hsu, S. G. Cheng, S. M. Wang, A discussion of the clandestine laboratory of methamphetamine in court, Forensic Sci.( in Chin.), 58( 2005) 1-24.
[5]S. M. Lee, T. L. Li, J. F. Hsu, A study on the impurities of methamphetamine synthesized by clandestine laboratories. Forensic Sci. (in Chin.) 54 (2002) 1-27.
[6]A. C. Allen, W. O. Rinser, Methamphetamine from ephedrine:Ⅰ. chloroephedrine and aziridines, J. Forensic Sci., 32(1987) 953-982.
[7]K. M. Andrews, Ephedra's role as a precursor in the clandestine manufacture of methamphetamine, J. Forensic Sci., 40(1995) 551-560.
[8]K. J. Varner, N.D. Hein, B. A. Ogden, J. R. Arsenault, K. M. Carter, W. H. Soine , Chloroephedrine: contaminant of methamphetamine synthesis with cardiovascular activity, Drug and Alcohol Dependence, 64(2001) 299-307.
[9]V. Lekskulchai, K. Carter, A. Poklis, W. Soine, GC-MS analysis of methamphetamine impurities: reactivity of (+)- or (-)-chloroephedrine and cis- or trans-1,2-dimethyl-3-phenylaziridine, J. Anal. Toxicol., 24(2000) 602-605.
[10]A. Flores-Parra, P. Suarez-Moreno, S. A. Sanchez-Ruiz, M. Tlahuextl, J. Jaen-Gaspar, H. Tlahuext, R. Salas-Coronado, A. Cruz, H. Noth, Contreras chlorination reactions of ephedrines revisited. stereochemistry and functional groups effect on the reaction mechanisms, Tetrahedron: Asymmetry, 9(1998) 1661-1671.
[11]K. Kuwayama, K. Tsujikawa, H. Miyaguchi, T. Kanamori, Y. Iwata, H. Inoue, S. Saitoh, T. Kishi, Identification of impurities and the statistical classification of methamphetamine using headspace solid phase microextraction and gas chromatography-mass spectrometry, Forensic Sci. Int., 160(2006) 44-52.
[12]T. S. Cantrell, B. John, L. Johnson, A. C. Allen, A study of impurities found in methamphetamine synthesized from ephedrine, Forensic Sci. Int., 39(1988) 39-53.
[13]H. F. Skinner, Methamphetamine synthesis via hydriodic acid/red phosphorus reduction of ephedrine, Forensic Sci. Int., 48(1990) 123-134.
[14]K. L. Windahl, Investigation of impurites found in methamphtamine synthesised from pseudoephedrine by reduction with hydriodic acid and red phosphorus, Forensic Sci. Int., 76(1995) 97-114.
[15]A. C. Allen, W. O. Rinser, Methamphetamine from ephedrine:Ⅰ. chloroephedrine and aziridines, J. Forensic Sci., 32(1987) 953-982.
[16]T. L. Li, Y. S. Giang, J. F. Hsu, S. G. Cheng, R. H. Liu, S. M. Wang, Atifacts in the GC-MS profiling of underivatized methamphetamine hydrochloride, Forensic Sci. Int., 162(2006) 113-120.
[17]R. J. Lewis, E. F. Huffine, A. K. Chaturvedi, D. V. Canfield, J. Mattson, Formation of an interfering substance, 3,4-dimethyl-5-phenyl-1,3-oxazolidine, during a pseudoephedrine urinalysis, J. Forensic Sci., 45(2000) 898-901.
[18]S. M. R. Wille, W. E. E. Lambert, Phenmetrazine or ephedrine? Fooled by library search, J. Chromatogr. A, 1045(2004) 259-262.
[19]J. Schieferecke, D. Worley, Analysis of red phosphorus using a pyrolysis gas chromatograph/ mass spectrometer, J. Anal. Appl. Pyrolysis, 71(2004) 47-50.
第九章 以GC-MS分析未衍生鹽酸甲基安非他命所產生之副產物
[1]N. E. Cray and P. Saiodi, Methamphetamine intoxication. Am. J. Med. 64 (1978) 537-539.new window
[2]J. A. Harvey, Behavioral pharmacology of central nervous system stimulants. Neuropharmacol. 26(1987) 286.
[3]R. C. W. Hall, M. K. Popkin and T. P. Beresford, Amphetamine psychosis clinical presentation and differential diagnosis. Psych. Med. 6(1988)73.
[4]Statistics of Drug Abuse and Testing, National Bureau of Controlled Drugs, Department of Health, Taiwan, ROC, 2005. <http://www.nbcd.gov.tw>.
[5]K.-P. Shaw, Human methamphetamine-related fatalities in Taiwan during 1991-1996. J. For. Sci. 44(1999) 27-31.
[6]T.-L. Li, J.-F. Hsu, S.-G. Cheng, S.-M. Wang, A discussion on clandestine laboratories of methamphetamine in court. Forensic Sci. (in Chinese) 58(2005) 1-24.
[7]K.M. Andrews, Ephedra's role as a precursor in the clandestine manufacture of methamphetamine. J. Forensic Sci. 40(1995) 551-560.
[8]A. M. A. Verweij, Impurities in illicit drug preparations: amphetamine and methamphetamine. Forensic Sci. Rev. 1(1989)1-11.new window
[9]A. Allen and T. S. Cantrell, Synthetic reductions in clandestine amphetamine and methamphetamine laboratories: a review. Forensic Sci. Int. 42(1989)183-199.
[10]T. S. Cantrell, B. John, L. Johnson and A. C. Allen, A Study of impurities found in methamphetamine synthesized from ephedrine. Forensic Sci. Int. 39(1988) 39-53.
[11]K. Takako, T. Ohmori and T. Inoue, Analysis of impurities in illicit methamphetamine. Forensic Sci. Int. 56( 1992)157-165.
[12]M. Lambrechts, T. Klemetsrud, K. E. Rasmussen and H. J. Storesund, Analysis of Leuckart-specific impurities in amphetamine and methamphetamine. J. Chromatogr. Sci. 284(1984)499-502.
[13]T. Inoue, K. Tanaka, T. Ohmori, Y. Togawa and S. Seta, Impurity profiling analysis of methamphetamine seized in Japan. Forensic Sci. Int. 69(1994)97-102.
[14]M. Perkal, Y. L. Ng and J. R. Pearson, Impurity profiling of methamphetamine in Australia and the development of a national drugs database. Forensic Sci. Int. 69(1994)77-87.
[15]T. Ken, Impurity profiling analysis of illicit methamphetamine by capillary gas chromatography. J. Forensic Sci. 39(1994)500-511.
[16]Shu-Mei Lee, Tien-Lai Li and Jung-Fa Hsu, A Study on the impurities of methamphetamine synthesized by clandestine laboratories. Forensic Sci. (in Chinese) 54(2002)1-27.
[17]Y. Makino, Y. Urano and T. Nagano, Impurity profiling of ephedrine in methamphetamine by high-performance liquid chromatography. J. Chromatogr. A 947(2002)151-154.
[18]Y. Makino, Y. Urano and T. Nagano, Impurity profiling of ephedrine in methamphetamine by high-performance liquid chromatography. J. Chromatogr. A 947(2002)151-154.
[19]Y. Marumo, T. Inoue and S. Seta, Analysis of inorganic impurities in seized methamphetamine samples. Forensic Sci. Int. 69(1994)89-95.
[20]S. Suzuki and T. Nagao, Analysis of impurities in methamphetamine by inductively coupled plasma mass spectrometry and ion chromatography. J. Chromatogr. Sci. 437(1988)322-327.
[21]T. C. Kram, Analysis of impurities in illicit methamphetamine exhibits Ⅲ: Determination of methamphetamine and methylamine adulterant by nuclear magnetic resonance spectroscopy. J. For. Sci. 22(1977)508-514.
[22]K. L. Windahl, Investigation of impurities found in methamphtamine synthesis from pseudoephedrine by reduction with hydroiodic acid and red phosphorus. Forensic Sci. Int. 76(1995)97-114.
[23]M. LeBelle, M. Sileika and M. Romach, Identification of a major impurity in methamphetamine. J. Pharm. Sci. 62(1973)862.
[24]S.-M. Wang, Y.-S. Giang and Y.-C. Ling, Simultaneous supercritical fluid extraction and chemical derivatization for the gas chromatographic-isotope dilution mass spectrometric determination of amphetamine and methamphetamine in urine. J. Chromatogr. B 759(2001)17-26.
[25]S.-L. Chou, M.-H. Yang, Y.-C. Ling and Y.-S. Giang, Gas chromatography-isotope dilution mass spectrometry preceded by liquid-liquid extraction and chemical derivatization for the determination of ketamine and norketamine in urine. J. Chromatogr. B, 799(2004)37-50.
[26]S.-M. Wang, T.-C. Wang and Y.-S. Giang, Simultaneous determination of amphetamine and methamphetamine enantiomers in urine by simultaneous liquid-liquid extraction and diastereomeric derivatization followed by gas chromatography-isotope dilution mass spectrometry. J. Chromatogr. B, 816(, 2005)131-143.
[27]S.-M. Wang, Y.-S. Giang and Ling Y-C, Taguchi’s method in optimizing the experimental conditions of simultaneous supercritical fluid extraction and chemical derivatization for the gas chromatographic-mass spectrometric determination of amphetamine and methamphetamine in aqueous matrix. Forensic Sci. J. 1(1)(2002)47-53. <http://www.cpu.edu.tw/~fsjournal>new window
[28]S.-M. Wang, S.-C. Ho, C.-H. Wu and Y.-S. Giang, Evaluation of chemical derivatization agents for the gas chromatographic-isotope dilution mass spectrometric determination of morphine and codeine in urine. Forensic Sci. J. 3(1)(2004)45-58. <http://www.cpu.edu.tw/~fsjournal>new window
[29]J.H. Autry, CB Derivative and Methamphetamine Testing (PD 002), in: M.D. Rockville (Ed.) National Institute on Drug Abuse Division of Applied Research, Oct. 12, 1990.
[30]J.H. Autry, Amphetamine Reporting (PD 003), in: M.D. Rockville (Ed.) National Institute on Drug Abuse Division of Applied Research, Dec. 19, 1990.
[31]J.H. Autry, NLCP Advisory 3; Summary of Methamphetamine PT Set (PD011), in: M.D. Rockville (Ed.) National Institute on Drug Abuse Division of Applied Research, Oct. 21, 1991.
[32]A.H.B. Wu, K.G. Johnson and S.S. Wong, Impact of revised NIDA guidelines for methamphetamine testing in urine. Clin. Chem. 38(1992)2352.
[33]C.L. Hornbeck, J.E. Carrig and R.J. Czarny, Detection of a GC/MS artifact peak as methamphetamine. J. Anal. Toxicol. 17(1993)257.
[34]A.H.B. Wu, S.S. Wong, K.G. Johnson, A. Ballatore and W.E. Seifert, The conversion of ephedrine to methamphetamine and methamphetamine-like compounds during and prior to gas chromatographic/mass spectrometric analysis of CB and HFB derivatives. Bio Mass Spec. 21(1992)278.
[35]M. Sato, M. Hida and H. Nagase, Analysis of pyrolysis products of methamphetamine. J. Anal. Toxicol. 28(2004)638-643.
[36]H. Sekine and Y. Nakahara, Abuse of smoking methamphetamine mixed with tobacco: I. Inhalation efficiency and pyrolysis products of methamphetamine. J. Forensic Sci. 32(1987)1271-1280.
[37]M. Sato, M. Hida and H. Nagase, Analysis of pyrolysis products of dimethylamphetamine. J. Anal. Toxicol. 25(2001)304-309.
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[39]S. T. Padma, D. M. Shakeya, P. M. Gannett, S. C. Patrick, T. M. Bland and T. S. Tracy, Conversion of methamphetamine to N-methylmethamphetamine in formalin solutions. J. Anal. Toxicol. 29(2005)48-53.
[40]J. M. Moore, The application of chemical derivatization in forensic drug chemistry for gas and high-performance liquid chromatographic methods of analysis. Forensic Sci. Rev. 2(1990)79-124.
[41]K. Blau and J. M. Halket, Handbook of Derivatives for Chromatography, 2nd Ed., John Wiley & Sons, 1997.
[42]A. Dasgupta, C. Gardner, Distinguishing amphetamine and methamphetamine from other interfering sympathomimetic amines after various fluoro-derivatization and analysis by gas chromatography-chemical ionization mass spectrometry. J. Forensic Sci. 40(1995)1077-1081.

第十章 國內新興甲基安非他命藥錠(Ya-Ba)中雜質之探討
[1]http:// substanceabuse.about.com / library / weekly / aa100602.htmnew window
[2]http:// www.jointogether.org / sa / news / summaries / reader/
[3]http:// www.sandrocalvani.com / interview / yaba.htm
[4]http:// www.karen.org / news / wwwboard / messages / 1607.html
[5]http:// pub128.ezboard.com / fmcsopossefrml.showMessage?topicID=38.topic
[6]http:// www.aspacngo.org / news / article10.html
[7]http:// www.bdtzone.com / news_details.asp?ID=26
[8]http:// www.mapinc.org / safe / v02 / n1553 / a02.html
[9]http:// www.legalizewiesbaden.de / press / nu20020821.htm
[10]http:// www.csindy.com / csindy / current / studentsurvivial12.html
[11]http:// www.usatoday.com / news / nation / 2002-08-20-drug-asian_x.htm
[12]http:// www.usa.or.th / news / press / 2001 / nrot067.htm
[13]http://www.china.com.cn/
[14]http:// www.irasec.com / en / publications_detail.php?hId=7
[15]http:// www.adra.or.th / thai / projects / drug.htm
[16]http:// www.ndsn.org / SUMMER96 / THAI.html
[17]http:// news.bbc.co.uk / 1 / hi / world / asia-pacific / 2002205.stmnew window
[18]http:// www.csmonitor.com / 2002 / 0529 / p06s01-woap.htm
[19]http:// www.examiner.com / headlines / default.jsp?story=n.drug.0822
[20]http:// www.cyc-net.org / today / today02013.html
[21]http:// server2.tiac.or.th / e_newsletter / 2002 / January / Headline / 1headline / newsjan4 / news4.htm
[22]http:// www.thekcrachannel.com / sac / news / localnews / stories / news-localnews
[23]K. L.Windahl, Investigation of Impurites Found in Methamphtamine Synthesised From Pseudoephedrine by Reduction with Hydriodic Acid and Red Phosphorus, Forensic Sci. Int., 76(1995)97-114
[24]T. Inoue, K. Tanaka, T. Ohmori. Y. Togawa, S. Seta, Impurity Profiling Analysis of Methamphetamine Seized in Japan, Forensic Sci. Int., 69(1994)97-102
[25]F. H. Skinner, Methamphetamine Synthesis Via Hydriodic Acid/Red Phosphorus Reduction of Ephedrine, Forensic Sci. Int., 48(1990)123-134
[26]Y. Marumo, T. Inoue, S. Seta, Analysis of Inorganic Impurities in Seized Methamphetamine Samples, Forensic Sci. Int., 69(1994)89-95
[27]王勝盟,簡化處理技術配合質譜術分析安非他命類藥物之研究,博士論文,(1997)
[28]施多喜,甲基安非他命、安非他命、麻黃素等系列覺醒劑之鑑析,刑事科學,31(1991) 17-38new window
[29]姜雲生,安非他命及甲基安非他命雜質鑑析,刑事科學,33(1992)84-97new window
[30]A. Richard,C. Champe, Lippincott,s Illustraated Reviews Pharmacology, (2002)3-32
[31]V. Puthaviriyakorn, Identification of Impurities and Statistical Classification of Methamphetamine Tablets(Ya-Ba)Seized in Thailand, Forensic Sci. Int., 126(2002)105-113
[32]T Kishi, Impurities in Methamphetamine, Eisei Kagaku 29(1983) 400
[33]K. Tanaka, T. Ohmori, T. Inoue, Analysis of Impurities in Illicit Methamphetamine, Forensic Sci. Int., 56(1992)157-165
[34]C. Randall, H. Robert, Disposition of Toxic Drugs and Chemical in Man, Chem. Toxicol. Institute, (1995)475-478
[35]行政院勞工委員會,外國人聘僱許可及管理辦法,2001年11月修正發布
[36]徐榮發、隋婉君,安非他命及其原料之分析研究,內政部警政署刑事警察局印行
[37]M. Lambrechit, Analysis of Leuckart-specific Impurities in Amphetamine and Methamphetamine, J. Chromatogr., 284(1984)499-502
[38]K. Bailey, Identification and Synthesis of Di-(1-phenylisopropyl)methylamine, an Impurity in Illicit Methamphetamine, J. Pharm. Sci., 63(10)(1974)1575-1578
[39]L. A. King, K. Clarke, A. J. Orpet, Amphetamine Profiling in the UK, Forensic Sci. Int., 69(1994)65-75
[40]R. S. Frank, The Clandestine Drug Laboratory Situation in the Unite States , J. Forensic Sci., 28(1)(1983)18-31new window
[41]李淑美,黎添來,徐榮發,非法地下工廠合成甲基安非他命中雜質之探討,刑事科學,54(2002)1-27new window
[42]T. S. Cantrell, B. John, L. Johnson, , A. C. Allen, A Study of impurities found in methamphetamine synthesized from ephedrine, Forensic Sci. Int. 39(1988) 39-53.
[43]B.J. Ko, S. Suh, Y.J. Suh, M.K. In, S-H Kim, The impurity characteristics of methamphetamine synthesized by Emde and Nagai method, Forensic Sci. Int. 170(2007) 142-147.
[44]Y. Marcus, S. Glikberg, Recommended methods for the purification of solvents and tests for impurities: methanol and ethanol, Pure & Appl. Chem., 57(1985) 855-864.
[45]R. J. Lewis, E. F. Huffine, A. K. Chaturvedi, D. V. Canfield, J. Mattson, Formation of an interfering substance, 3,4-dimethyl-5-phenyl-1,3-oxazolidine, during a pseudoephedrine urinalysis, J. Forensic Sci., 45(2000) 898-901.
[46]S. M. R. Wille, W. E. E. Lambert, Phenmetrazine or ephedrine? Fooled by library search, J. Chromatogr. A 1045(2004) 259-262.
[47]J.X. Zhang, D.M. Zhang, X.G. Han, Identification of impurities and statistical classification of methamphetamine hydrochloride drugs seized in China, Forensic Sci. Int. 182(2008) 13-19.
第二部分 非法愷他命製程中產物之分析
第一章 緒論
[1]法務部、教育部、行政院衛生署:反毒報告書,1995年5月出版。new window
[2]行政院衛生署,藥物濫用-您不可不知道的反毒常識,2001年出版。
[3]馬模貞:毒品在中國,中國科學5(1994)34-41
[4]行政院衛生署、法務部、教育部:2001年反毒報告書,2001年5月出版。
[5]李志恒主編,藥物濫用之防制、危害、戒治,行政院衛生署管制藥品管理局,(2002)168-178.
[6]行政院衛生署管制藥品管理局網路統計資料。
[7]徐健民,刑事化學,中央警察大學,2003.
[8]http://www.erowid.org/chemicals/ketamine/
[9]http://designer-drug.com/pte/12.162.180.114/dcd/chemistry/ketamine2.html
[10]http://www.erowid.org/archive/rhodium/chemistry/pcp/ketamine.html
[11]States Patent Office, 3,254,124 Aminoketones and methods for their production, Patented 5(31)(1966).
[12]http://www.unodc.org/unodc/index.html
[13]M-K Huang, C. Liu, J-H Li, S-D Huang, Quantitative detection of ketamine, norketamine, and dehydronorketamine in urine using chemical derivatization followed by gas chromatography-mass spectrometry, J. Chromatogr. B, 820(2005) 165-173.
[14]P. Xiang, M. Shen, X. Zhuo, Hair analysis for ketamine and its metablites, Forensic Sci. Int., 162(2006) 131-134.
[15]J-Y K. Cheng, M-F Chan, T-W Chan, M-Y Hung, Impurity profiling of ecstasy tablets seized in Hong Kong by gas chromatography-mass spectrometry, Forensic Sci. Int., 162(2006) 87-94.
[16]T. L. Li, Y. S. Giang, J. F. Hsu, S. G. Cheng, R. H. Liu, S. M. Wang, Atifacts in the GC-MS profiling of underivatized methamphetamine hydrochloride, Forensic Sci. Int., 162(2006) 113-120.
第二章 以GC-MS分析鹽酸愷他命及鹽酸羥亞胺所產生之變異訊號
[1.]S. M. R. Wille, W. E. E. Lambert, Phenmetrazine or ephedrine? Fooled by library search, J. Chromatogr. A, 1045(2004) 259-262.new window
[2.]李志恒主編,藥物濫用之防制、危害、戒治,行政院衛生署管制藥品管理局,(2002)168-178.
[3.]行政院衛生署管制藥品管理局網路統計資料。
[4.]徐健民,刑事化學,中央警察大學,2003.
[5.]http://www.erowid.org/chemicals/ketamine/
[6.]內政部警政署刑事警察局統計資料。
[7.]徐榮發、黎添來,探討臺灣K他命製毒工廠合成時之不純物,中華民國鑑識學會研討會,2007.
[8.]K.Biemann, Tables of Spectral Data for Structure Determination of Organic Compounds-Second Edition, Springer Verlag, 1989.
第三章 以鹽酸羥亞胺合成愷他命所產生之雜質
[1.]李志恒主編,藥物濫用之防制、危害、戒治,行政院衛生署管制藥品管理局,2002,168-178.new window
[2.]行政院衛生署管制藥品管理局網路統計資料。
[3.]徐健民,刑事化學,中央警察大學,2003.
[4.]http://www.erowid.org/chemicals/ketamine/
[5.]http://www.unodc.org/unodc/index.html
[6.]J-Y K. Cheng, M-F Chan, T-W Chan, M-Y Hung, Impurity profiling of ecstasy tablets seized in Hong Kong by gas chromatography-mass spectrometry, Forensic Sci. Int., 162(2006) 87-94.
[7.]M-K Huang, C. Liu, J-H Li, S-D Huang, Quantitative detection of ketamine, norketamine, and dehydronorketamine in urine using chemical derivatization followed by gas chromatography-mass spectrometry, J. Chromatogr. B, 820(2005) 165-173.
[8.]P. Xiang, M. Shen, X. Zhuo, Hair analysis for ketamine and its metablites, Forensic Sci. Int., 162(2006) 131-134.
[9.]J-Y K. Cheng, M-F Chan, T-W Chan, M-Y Hung, Impurity profiling of ecstasy tablets seized in Hong Kong by gas chromatography-mass spectrometry, Forensic Sci. Int., 162(2006) 87-94.
[10.]T. L. Li, Y. S. Giang, J. F. Hsu, S. G. Cheng, R. H. Liu, S. M. Wang, Atifacts in the GC-MS profiling of underivatized methamphetamine hydrochloride, Forensic Sci. Int., 162(2006) 113-120.
[11.].C. L. Stevens, I. L. Klundt, M. E. Munk, M.D. Pillai, Amino ketone rearrangements. Ⅳ. Thermal rearrangements of α–amino methyl ketones, J. Org. Chem., 30(1965) 2967-2972
第四章 高沸點有機溶劑對鹽酸羥亞胺合成愷他命之影響
[1.]李志恒主編,藥物濫用之防制、危害、戒治,行政院衛生署管制藥品管理局,2002,168-178.new window
[2.]行政院衛生署管制藥品管理局網路統計資料。
[3.]徐健民,刑事化學,中央警察大學,2003.
[4.]http://www.erowid.org/chemicals/ketamine/
[5.]http://designer-drug.com/pte/12.162.180.114/dcd/chemistry/ketamine2.html
[6.] http://www.erowid.org/archive/rhodium/chemistry/pcp/ketamine.html
[7.]States Patent Office, 3,254,124 Aminoketones and methods for their production, Patented 5(31), 1966.
第五章 化學衍生法應用於愷他命製毒工廠樣品分析之探討
[1.]李志恒主編,藥物濫用之防制、危害、戒治,行政院衛生署管制藥品管理局,(2002)168-178.new window
[2.]行政院衛生署管制藥品管理局網路統計資料。
[3.]徐健民,刑事化學,中央警察大學,2003.
[4.]http://www.erowid.org/chemicals/ketamine/
[5.]A. Mozayani, Ketamine- Effects on human performance and behavior, Forensic Sci. Rev. 14:123(2002).
[6.]徐榮發、黎添來,探討臺灣K他命製毒工廠合成時之不純物,中華民國鑑識學會研討會,2007.
[7.]K. Blau and J. M. Halket, Handbook of Derivatives for Chromatography, 2nd Ed., John Wiley & Sons, 1997.
[8.]M. K. Huang, C. Liu, J. H. Li, S. D. Huang, Quantitative detection of ketamine, norketamine, and dehydronorketamine in urine using chemical derivatization followed by gas chromatography-mass spectrometry, J. Chromatogr. B, 820(2005) 165-173.
[9.]C. Lora-Tamayoa, T. Tena, A. Rodrı´guez, D. Moreno, J.R. Sancho, P. Ensen˜at, F. Muela, The designer drug situation in Ibiza, Forensic Sci. Int. 140(2004) 195-206
[10.]P. Adamowicz, M. Kala, Urinary extraction rates of ketamine and norketamine following therapeutic ketamine administration: method and detection window considerations, J. Anal. Toxicol., 28(2005) 376-382.
[11.]A. Negrusz, P. Adamowicz, B. K. Saini, D. E. Webster, M. P. Juhascik, C. M. Moore, R. F. Schlemmer, Detection of ketamine and norketamine in urine of nonhuman primates after a single dose of ketamine using microplate enzyme-linked immunosorbent assay( ELISA) and NCI-GC-MS, J. Anal. Toxicol., 28(2005) 376-382.
[12.]S. L. Chou, M. H. Yang, Y. C. Lingc, Y. S. Giang, Gas chromatography-isotope dilution mass spectrometry preceded by liquid–liquid extraction and chemical derivatization for the determination of ketamine and norketamine in urine, J. Chromatogr. B, 799(2004) 37-50.
[13.]C. Liu, J. H. Li, W. I. Tsay, J. Hsu, J. Food Drug Anal.(Taiwan) 13(2005) 101.
[14.]C. H. Wu, M. H. Huang, S. M. Wang, C. C. Lin, R. H. Liu, Gas chromatography-mass spectrometry analysis of ketamine and its metabolites- A comparative study on the ultization of different derivatization groups, J. Chromatogr. A, 1157(2007) 336-351.
 
 
 
 
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