메뉴 건너뛰기




Volumn 164, Issue 2-3, 2006, Pages 221-229

A 'cold synthesis' of heroin and implications in heroin signature analysis. Utility of trifluoroacetic/acetic anhydride in the acetylation of morphine

Author keywords

Acetylation of morphine; Cold synthesis; Heroin; Signaure program

Indexed keywords

3 ACETYL 6 TRIFLUOROACETYLMORPHINE; 3 TRIFLUOROACETYL 6 ACETYLMORPHINE; ACETIC ANHYDRIDE; ALKALOID; BISTRIFLUOROACETYLMORPHINE; DIAMORPHINE; MORPHINE; MORPHINE DERIVATIVE; TRIFLUOROACETIC ACID; TRIFLUOROACETYLCODEINE; UNCLASSIFIED DRUG;

EID: 33751066121     PISSN: 03790738     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.forsciint.2006.02.009     Document Type: Article
Times cited : (17)

References (48)
  • 1
    • 85167638641 scopus 로고    scopus 로고
    • United Nations Drug Control Program, World Illicit Drugs Report 2000-01, New York, 2001.
  • 2
    • 85167638022 scopus 로고    scopus 로고
    • Australian Bureau of Criminal Intelligence, Australian Illicit Drug Report 1998-99, 2000.
  • 3
    • 85167644846 scopus 로고    scopus 로고
    • Australian Bureau of Criminal Intelligence, Australian Illicit Drug Report 2000-01, 2002.
  • 4
    • 85167642725 scopus 로고    scopus 로고
    • Australian Institute of Criminology, 2001. Trends in the Prevalence of Drugs, Australia 1988-1998, National Drug Strategy Household Survey, Unit Record Files, 1988-1998, http://www.aic.gov.au/research/drugs/stats/prevalence/trendsdrugs88-98.h tml (3-25-2002).
  • 5
    • 33751064215 scopus 로고
    • Klein M., Sapienza F., McClain H., and Khan I. (Eds), United States Department of Justice Drug Enforcement Administration, Washington, DC
    • Cooper D.A. In: Klein M., Sapienza F., McClain H., and Khan I. (Eds). Clandestinely Produced Drugs and Precursors (1989), United States Department of Justice Drug Enforcement Administration, Washington, DC
    • (1989) Clandestinely Produced Drugs and Precursors
    • Cooper, D.A.1
  • 7
    • 0025745113 scopus 로고
    • Comparative analysis of illicit heroin samples
    • Chiarotti M., Fucci N., and Furnari C. Comparative analysis of illicit heroin samples. Forensic Sci. Int. 50 (1991) 47-56
    • (1991) Forensic Sci. Int. , vol.50 , pp. 47-56
    • Chiarotti, M.1    Fucci, N.2    Furnari, C.3
  • 8
    • 0025191102 scopus 로고
    • Comments on the routine profiling of illicit heroin samples
    • Neumann H. Comments on the routine profiling of illicit heroin samples. Forensic Sci. Int. 44 (1990) 85-87
    • (1990) Forensic Sci. Int. , vol.44 , pp. 85-87
    • Neumann, H.1
  • 9
    • 0028558987 scopus 로고
    • Comparison of heroin by capillary gas chromatography in Germany
    • Neumann H. Comparison of heroin by capillary gas chromatography in Germany. Forensic Sci. Int. 69 (1994) 7-16
    • (1994) Forensic Sci. Int. , vol.69 , pp. 7-16
    • Neumann, H.1
  • 10
    • 0021835949 scopus 로고
    • Illicitly imported heroin products: some physical and chemical features indicative of their origin. Part II
    • O'Neil P.J., Baker P.B., and Gough T.A. Illicitly imported heroin products: some physical and chemical features indicative of their origin. Part II. J. Forensic Sci. 30 (1985) 681-691
    • (1985) J. Forensic Sci. , vol.30 , pp. 681-691
    • O'Neil, P.J.1    Baker, P.B.2    Gough, T.A.3
  • 11
    • 0028590163 scopus 로고
    • Recent advances by the US DEA in drug signature and analysis
    • Perillo B.A., Klein R.F.X., and Franzosa E.S. Recent advances by the US DEA in drug signature and analysis. Forensic Sci. Int. 69 (1994) 1-6
    • (1994) Forensic Sci. Int. , vol.69 , pp. 1-6
    • Perillo, B.A.1    Klein, R.F.X.2    Franzosa, E.S.3
  • 12
    • 0026500348 scopus 로고
    • Illicitly imported heroin products (1984-1989): some physical and chemical features indicative of their origin
    • O'Neil P.J., and Pitts J.E. Illicitly imported heroin products (1984-1989): some physical and chemical features indicative of their origin. J. Pharm. Pharmacol. 44 (1992) 1
    • (1992) J. Pharm. Pharmacol. , vol.44 , pp. 1
    • O'Neil, P.J.1    Pitts, J.E.2
  • 13
    • 0020698187 scopus 로고
    • Analytical studies on illicit heroin II. Comparison of samples
    • Huizer H. Analytical studies on illicit heroin II. Comparison of samples. J. Forensic Sci. 28 (1983) 40-48
    • (1983) J. Forensic Sci. , vol.28 , pp. 40-48
    • Huizer, H.1
  • 14
    • 0021075326 scopus 로고
    • 16,17-Dehydroheroinium chloride: synthesis and characterization of a novel impurity detected in illicit heroin
    • 16,17-Dehydroheroinium chloride: synthesis and characterization of a novel impurity detected in illicit heroin. J. Org. Chem. 48 (1983) 3951
    • (1983) J. Org. Chem. , vol.48 , pp. 3951
    • Allen, A.1    Cooper, D.2    Moore, J.3
  • 15
    • 0018575952 scopus 로고
    • Assay of major and minor constituents of opium samples and studies of their origin
    • Narayanaswami K., Golani H.C., and Dua R.D. Assay of major and minor constituents of opium samples and studies of their origin. Forensic Sci. Int. 14 (1979) 181
    • (1979) Forensic Sci. Int. , vol.14 , pp. 181
    • Narayanaswami, K.1    Golani, H.C.2    Dua, R.D.3
  • 16
    • 0021742776 scopus 로고
    • The characterization of illicit heroin by the analysis of impurities using high-performance liquid chromatography
    • Hays P.A., Goddard C.P., Japp M., and Humphreys I.J. The characterization of illicit heroin by the analysis of impurities using high-performance liquid chromatography. J. Forensic Sci. 24 (1984) 561
    • (1984) J. Forensic Sci. , vol.24 , pp. 561
    • Hays, P.A.1    Goddard, C.P.2    Japp, M.3    Humphreys, I.J.4
  • 17
    • 0022363014 scopus 로고
    • Parameters for determining the origin of illicit heroin samples
    • Narayanaswami K. Parameters for determining the origin of illicit heroin samples. Bull. Narc. 37 (1985) 49
    • (1985) Bull. Narc. , vol.37 , pp. 49
    • Narayanaswami, K.1
  • 19
    • 0032490598 scopus 로고    scopus 로고
    • Heroin profiling: predicting the country of origin of seized heroin
    • Johnson A., and King L.A. Heroin profiling: predicting the country of origin of seized heroin. Forensic Sci. Int. 98 (1998) 47
    • (1998) Forensic Sci. Int. , vol.98 , pp. 47
    • Johnson, A.1    King, L.A.2
  • 20
    • 0034996461 scopus 로고    scopus 로고
    • Investigation of heroin profiling using trace organic impurities
    • Myors R.B., Skopec S.V., Crisp P.T., and Wells R.J. Investigation of heroin profiling using trace organic impurities. Analyst 126 (2001) 679-689
    • (2001) Analyst , vol.126 , pp. 679-689
    • Myors, R.B.1    Skopec, S.V.2    Crisp, P.T.3    Wells, R.J.4
  • 21
    • 1842300920 scopus 로고
    • Thebaine rearrangements: nonclassical ring migrations
    • Allen A., Cooper D., Moore J., and Teer C. Thebaine rearrangements: nonclassical ring migrations. J. Org. Chem. 49 (1984) 3462
    • (1984) J. Org. Chem. , vol.49 , pp. 3462
    • Allen, A.1    Cooper, D.2    Moore, J.3    Teer, C.4
  • 22
    • 0021697507 scopus 로고
    • Illicit heroin manufacturing by products: capillary gas chromatographic determination and structural elucidation of narcotine- and norlaudanosine-related compounds
    • Allen A., Cooper D., Moore J., Gloger M., and Neumann H. Illicit heroin manufacturing by products: capillary gas chromatographic determination and structural elucidation of narcotine- and norlaudanosine-related compounds. Anal. Chem. 56 (1984) 2940
    • (1984) Anal. Chem. , vol.56 , pp. 2940
    • Allen, A.1    Cooper, D.2    Moore, J.3    Gloger, M.4    Neumann, H.5
  • 23
    • 0000837215 scopus 로고    scopus 로고
    • Chemical profiling of illicit heroin samples
    • Bescier F., and Chaudron-Thozet H. Chemical profiling of illicit heroin samples. Forensic Sci. Rev. 11 (1999) 105
    • (1999) Forensic Sci. Rev. , vol.11 , pp. 105
    • Bescier, F.1    Chaudron-Thozet, H.2
  • 24
    • 0032490598 scopus 로고    scopus 로고
    • Heroin profiling: predicting the country of origin of seized heroin
    • Johnson A., and King L.A. Heroin profiling: predicting the country of origin of seized heroin. Forensic Sci. Int. 95 (1998) 47
    • (1998) Forensic Sci. Int. , vol.95 , pp. 47
    • Johnson, A.1    King, L.A.2
  • 25
    • 85167637567 scopus 로고    scopus 로고
    • Formation of O-6-acetylmorphine in the 'Homebake' preparation of heroin
    • Sibley J.A. Formation of O-6-acetylmorphine in the 'Homebake' preparation of heroin. Forensic Sci. Int. 44 (1996) 110
    • (1996) Forensic Sci. Int. , vol.44 , pp. 110
    • Sibley, J.A.1
  • 26
    • 0034996461 scopus 로고    scopus 로고
    • Investigation of heroin profiling using trace organic impurities
    • Myors R.B., Crisp P.T., Skopec S.Z., and Wells R.J. Investigation of heroin profiling using trace organic impurities. Analyst 126 (2001) 679
    • (2001) Analyst , vol.126 , pp. 679
    • Myors, R.B.1    Crisp, P.T.2    Skopec, S.Z.3    Wells, R.J.4
  • 27
    • 0025763211 scopus 로고
    • Gas chromatography with mass spectrometry or isotope-ratio mass spectrometry in studying the geographical origin of heroin
    • Desage M., Guilluy R., Brazier J.L., Chaudron H., Girard J., Cherpin H., and Jumeau J. Gas chromatography with mass spectrometry or isotope-ratio mass spectrometry in studying the geographical origin of heroin. Anal. Chim. Acta 247 (1991) 249
    • (1991) Anal. Chim. Acta , vol.247 , pp. 249
    • Desage, M.1    Guilluy, R.2    Brazier, J.L.3    Chaudron, H.4    Girard, J.5    Cherpin, H.6    Jumeau, J.7
  • 29
    • 0035227050 scopus 로고    scopus 로고
    • In common batch searching of illicit heroin samples-evaluation of data by chemometrics methods
    • Klemenc S. In common batch searching of illicit heroin samples-evaluation of data by chemometrics methods. Forensic Sci. Int. 115 (2001) 43
    • (2001) Forensic Sci. Int. , vol.115 , pp. 43
    • Klemenc, S.1
  • 30
    • 0032986899 scopus 로고    scopus 로고
    • Development of a predictive model for batch membership of street samples of heroin
    • Janhunen K., and Cole M.D. Development of a predictive model for batch membership of street samples of heroin. Forensic Sci. Int. 102 (1999) 1
    • (1999) Forensic Sci. Int. , vol.102 , pp. 1
    • Janhunen, K.1    Cole, M.D.2
  • 32
    • 0032818338 scopus 로고    scopus 로고
    • Comparative analysis of heroin and cocaine seizures
    • Chiarotti M., and Fucci N. Comparative analysis of heroin and cocaine seizures. J. Chrom. B 733 (1999) 127-136
    • (1999) J. Chrom. B , vol.733 , pp. 127-136
    • Chiarotti, M.1    Fucci, N.2
  • 33
    • 0021256268 scopus 로고
    • Illicitly imported heroin products: some physical and chemical features indicative of their origin
    • O'Neill P.J., Baker P.B., and Gough T.A. Illicitly imported heroin products: some physical and chemical features indicative of their origin. J. Forensic Sci. 29 (1984) 899-902
    • (1984) J. Forensic Sci. , vol.29 , pp. 899-902
    • O'Neill, P.J.1    Baker, P.B.2    Gough, T.A.3
  • 34
    • 0028695333 scopus 로고
    • Fifty years of opium characterisation methods
    • Remberg B., Nikiforov A., and Buchbauer G. Fifty years of opium characterisation methods. Bull. Narc. XLVI (1994) 79-108
    • (1994) Bull. Narc. , vol.XLVI , pp. 79-108
    • Remberg, B.1    Nikiforov, A.2    Buchbauer, G.3
  • 35
    • 0022557554 scopus 로고
    • An effective thin-layer chromatographic system for separating eight opiates and five adulterants
    • Nair N.K., Navaratnam V., and Rajananda V. An effective thin-layer chromatographic system for separating eight opiates and five adulterants. J. Chrom. A 366 (1986) 363
    • (1986) J. Chrom. A , vol.366 , pp. 363
    • Nair, N.K.1    Navaratnam, V.2    Rajananda, V.3
  • 36
    • 0030853697 scopus 로고    scopus 로고
    • Application of micellar electrokinetic capillary chromatography to the analysis of illicit drugs
    • Lurie I.S. Application of micellar electrokinetic capillary chromatography to the analysis of illicit drugs. J. Chrom. A 780 (1997) 265
    • (1997) J. Chrom. A , vol.780 , pp. 265
    • Lurie, I.S.1
  • 37
    • 0026077257 scopus 로고
    • Quantitative analysis of adulterants in illicit heroin samples via revered phase HPLC
    • Hays P.A., and Lurie I.S. Quantitative analysis of adulterants in illicit heroin samples via revered phase HPLC. J. Liq. Chrom. 14 (1991) 3513
    • (1991) J. Liq. Chrom. , vol.14 , pp. 3513
    • Hays, P.A.1    Lurie, I.S.2
  • 38
    • 85167638424 scopus 로고    scopus 로고
    • United Nations Drug Control Program, Recommended Methods for Testing Opium, Morphine and Heroin, United Nations, New York, 1998.
  • 39
    • 85167640859 scopus 로고
    • Ethylene diacetate-a substitute for acetic anhydride in heroin production
    • DEA Special Testing and Research Laboratory. Ethylene diacetate-a substitute for acetic anhydride in heroin production. Microgram 20 (1987) 195
    • (1987) Microgram , vol.20 , pp. 195
    • DEA Special Testing and Research Laboratory1
  • 40
    • 85167639324 scopus 로고    scopus 로고
    • J. Skopec, S.Z. Skopec, unpublished results.
  • 41
    • 33947548676 scopus 로고
    • The use of trifluoroacetic anhydride and related compounds in organic synthesis
    • Tedder J.M. The use of trifluoroacetic anhydride and related compounds in organic synthesis. Chem. Rev. 55 (1955) 787
    • (1955) Chem. Rev. , vol.55 , pp. 787
    • Tedder, J.M.1
  • 42
    • 0011280025 scopus 로고
    • Studies on trifluoroacetic acid Part I. Trifluoroacetic anhydride as a promotor of ester formation between hydroxy-compounds and carboxylic acids
    • Bourne E.J., Stacey M., Tatlow J.C., and Tedder J.M. Studies on trifluoroacetic acid Part I. Trifluoroacetic anhydride as a promotor of ester formation between hydroxy-compounds and carboxylic acids. J. Chem. Soc. (1949) 2976
    • (1949) J. Chem. Soc. , pp. 2976
    • Bourne, E.J.1    Stacey, M.2    Tatlow, J.C.3    Tedder, J.M.4
  • 43
    • 85167638096 scopus 로고    scopus 로고
    • United Nations Office on Drugs and Crime, http://www.unodc.org/unodc/en/undcp.html.
  • 46
    • 0014208441 scopus 로고
    • Mass spectral studies of alkaloids related to morphine
    • Wheeler D., Kinstle T.H., and Rinehart K.L. Mass spectral studies of alkaloids related to morphine. J. Am. Chem. Soc. 89 (1967) 4494
    • (1967) J. Am. Chem. Soc. , vol.89 , pp. 4494
    • Wheeler, D.1    Kinstle, T.H.2    Rinehart, K.L.3
  • 47
    • 0020694302 scopus 로고
    • Analytical studies on illicit heroin I. The occurrence of O3-monoacetylmorphine
    • Huizer H. Analytical studies on illicit heroin I. The occurrence of O3-monoacetylmorphine. J. Forensic Sci. 28 (1983) 32
    • (1983) J. Forensic Sci. , vol.28 , pp. 32
    • Huizer, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.