메뉴 건너뛰기




Volumn 61, Issue 3, 2006, Pages 188-193

NMR regulatory analysis: Enantiomeric purity determination for (R)-(-)-desoxyephedrine and antipode methamphetamine

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL THIOCYANATE; DECONGESTIVE AGENT; METHAMPHETAMINE;

EID: 33645352491     PISSN: 00317144     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (7)

References (37)
  • 1
    • 0021939939 scopus 로고
    • Liquid chromatographic determination of the enantiomeric composition of amphetamine and related drugs by diastereomeric derivatization
    • Barksdale JM, Clark CR (1985) Liquid chromatographic determination of the enantiomeric composition of amphetamine and related drugs by diastereomeric derivatization. J Chromatogr Sci 23: 176-180.
    • (1985) J Chromatogr Sci , vol.23 , pp. 176-180
    • Barksdale, J.M.1    Clark, C.R.2
  • 2
    • 0025062690 scopus 로고
    • Ice: A new dosage form of an old drug
    • Cho AK (1990) Ice: A new dosage form of an old drug. Science 249: 631-634.
    • (1990) Science , vol.249 , pp. 631-634
    • Cho, A.K.1
  • 3
    • 0027425169 scopus 로고
    • Interpretation of methamphetamine and amphetamine enantiomer data
    • Cody JT, Schwarzhoff R (1993) Interpretation of methamphetamine and amphetamine enantiomer data. J Anal Toxicol 17: 321-326.
    • (1993) J Anal Toxicol , vol.17 , pp. 321-326
    • Cody, J.T.1    Schwarzhoff, R.2
  • 4
    • 0027392649 scopus 로고
    • Enantiospecific drug analysis via the ortho-phthalaldehyde/homochiral thiol derivatization method
    • Desai DM, Gal J (1993) Enantiospecific drug analysis via the ortho-phthalaldehyde/homochiral thiol derivatization method. J Chromatogr 629: 215-228.
    • (1993) J Chromatogr , vol.629 , pp. 215-228
    • Desai, D.M.1    Gal, J.2
  • 5
    • 0021705085 scopus 로고
    • Quantitative investigation of rapid injector port derivatization of amphetamine using trifluoroacetic anhydride with packed and capillary column GC and GC/MS methods
    • Eiceman GA, Leasure CS, Selim SL (1984) Quantitative investigation of rapid injector port derivatization of amphetamine using trifluoroacetic anhydride with packed and capillary column GC and GC/MS methods. J Chromatogr Sci 22: 509-513.
    • (1984) J Chromatogr Sci , vol.22 , pp. 509-513
    • Eiceman, G.A.1    Leasure, C.S.2    Selim, S.L.3
  • 6
    • 0023712157 scopus 로고
    • Resolution of methamphetamine stereoisomers in urine drug testing: Urinary excretion of R(-)-methamphetamine following use of nasal inhalers
    • Fitzgerald RL, Ramos JM Jr, Bogema SC, Poklis A (1988) Resolution of methamphetamine stereoisomers in urine drug testing: urinary excretion of R(-)-methamphetamine following use of nasal inhalers. J Anal Toxicol 12: 255-259.
    • (1988) J Anal Toxicol , vol.12 , pp. 255-259
    • Fitzgerald, R.L.1    Ramos Jr., J.M.2    Bogema, S.C.3    Poklis, A.4
  • 7
    • 0031859385 scopus 로고    scopus 로고
    • Enantiomeric determination of amphetamine and methamphetamine in urine by precolumn derivatization with Marfey's reagent and HPLC
    • Foster BS, Gilbert DD (1998) Enantiomeric determination of amphetamine and methamphetamine in urine by precolumn derivatization with Marfey's reagent and HPLC. J Anal Toxicol 22: 265-269.
    • (1998) J Anal Toxicol , vol.22 , pp. 265-269
    • Foster, B.S.1    Gilbert, D.D.2
  • 8
    • 0017335703 scopus 로고
    • Stereochemistry of metabolism of amphetamines: Use of (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride for GLC resolution of chiral amines
    • Gal J (1977) Stereochemistry of metabolism of amphetamines: use of (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride for GLC resolution of chiral amines. J Pharm Sci 66: 169-1732.
    • (1977) J Pharm Sci , vol.66 , pp. 169-1732
    • Gal, J.1
  • 9
    • 0024856401 scopus 로고
    • Determination of enantiomeric drugs in physiological fluids using on-line solid phase derivatization and reversed-phase liquid chromatography
    • Gao CX, Krull IS (1989) Determination of enantiomeric drugs in physiological fluids using on-line solid phase derivatization and reversed-phase liquid chromatography. J Pharm Biomed Anal 7: 1183-1198.
    • (1989) J Pharm Biomed Anal , vol.7 , pp. 1183-1198
    • Gao, C.X.1    Krull, I.S.2
  • 10
    • 0014083264 scopus 로고
    • The urinary output of d- and 1-amphetamine in man
    • Gunne LM (1967) The urinary output of d- and 1-amphetamine in man. Biochem Pharm 16: 863-869.
    • (1967) Biochem Pharm , vol.16 , pp. 863-869
    • Gunne, L.M.1
  • 11
    • 0023162495 scopus 로고
    • Enantiomeric composition analysis of amphetamine and methamphetamine by chiral phase high-performance liquid chromatography-mass spectrometry
    • Hayes SM, Liu RH, Tsang WS, Legendre MG, Berni RJ, Pillion DJ, Barnes S, Ho MH (1987) Enantiomeric composition analysis of amphetamine and methamphetamine by chiral phase high-performance liquid chromatography-mass spectrometry. J Chromatogr 398: 239-246.
    • (1987) J Chromatogr , vol.398 , pp. 239-246
    • Hayes, S.M.1    Liu, R.H.2    Tsang, W.S.3    Legendre, M.G.4    Berni, R.J.5    Pillion, D.J.6    Barnes, S.7    Ho, M.H.8
  • 12
    • 0027931135 scopus 로고
    • Sensitive enantiomer-specific high-performance liquid chromatographic analysis of methamphetamine and amphetamine from serum using precolumn fluorescent derivatization
    • Hutchaleelaha A, Walters A, Chow H, Mayersohn M (1994) Sensitive enantiomer-specific high-performance liquid chromatographic analysis of methamphetamine and amphetamine from serum using precolumn fluorescent derivatization. J Chromatogr B 658: 103-112.
    • (1994) J Chromatogr B , vol.658 , pp. 103-112
    • Hutchaleelaha, A.1    Walters, A.2    Chow, H.3    Mayersohn, M.4
  • 13
    • 0030071050 scopus 로고    scopus 로고
    • Direct high-performance liquid chromatographic and high-performance liquid chromatographic-thermo spray-mass spectrometric determination of enantiomers of methamphetamine and its main metabolites amphetamine and p-hydroxymethamphetamine in human urine
    • Katagi M, Nishika H, Nakajima K, Tsuchihashi H, Fujima H, Wada H, Nakamura K, Makino K (1996) Direct high-performance liquid chromatographic and high-performance liquid chromatographic-thermo spray-mass spectrometric determination of enantiomers of methamphetamine and its main metabolites amphetamine and p-hydroxymethamphetamine in human urine. J Chromatogr B 676: 35-43.
    • (1996) J Chromatogr B , vol.676 , pp. 35-43
    • Katagi, M.1    Nishika, H.2    Nakajima, K.3    Tsuchihashi, H.4    Fujima, H.5    Wada, H.6    Nakamura, K.7    Makino, K.8
  • 14
    • 0026634337 scopus 로고
    • Studies on comparison of metabolites in urine between deprenyl and methamphetamine. III. Enantiomeric composition analysis of metabolites in mouse urine by HPLC with GITC chiral reagent
    • Kikura R, Ishigami A, Nakahara Y (1992) Studies on comparison of metabolites in urine between deprenyl and methamphetamine. III. Enantiomeric composition analysis of metabolites in mouse urine by HPLC with GITC chiral reagent. Jpn J Toxicol Environ Health 38: 136-141.
    • (1992) Jpn J Toxicol Environ Health , vol.38 , pp. 136-141
    • Kikura, R.1    Ishigami, A.2    Nakahara, Y.3
  • 15
    • 0022732174 scopus 로고
    • High-performance liquid chromatographic chiral stationary phase separation with filament-on thermo spray mass spectrometric identification of the enantiomer contaminant (S)-(+)-methamphetamine
    • Lee ED, Henion JD, Brunner CA, Wainer IW, Doyle TD, Gal J (1986) High-performance liquid chromatographic chiral stationary phase separation with filament-on thermo spray mass spectrometric identification of the enantiomer contaminant (S)-(+)-methamphetamine. Anal Chem 58: 1349-1352.
    • (1986) Anal Chem , vol.58 , pp. 1349-1352
    • Lee, E.D.1    Henion, J.D.2    Brunner, C.A.3    Wainer, I.W.4    Doyle, T.D.5    Gal, J.6
  • 16
    • 0029853265 scopus 로고    scopus 로고
    • Effect of some parameters on enantiomer separation of ephedrine, methamphetamine and selegiline using HPLC with β-cyclodextrin stationary phase
    • Lemur K, Jirovsky D, Seveik J (1996) Effect of some parameters on enantiomer separation of ephedrine, methamphetamine and selegiline using HPLC with β-cyclodextrin stationary phase. J Liq Chromatogr Relat Technol 19: 3173-3191.
    • (1996) J Liq Chromatogr Relat Technol , vol.19 , pp. 3173-3191
    • Lemur, K.1    Jirovsky, D.2    Seveik, J.3
  • 17
    • 0019856421 scopus 로고
    • Determination of enantiomeric N-trifluoroacetyl-L-prolyl chloride amphetamine derivatives by capillary gas chromatography/mass spectrometry with chiral and achiral stationary phases
    • Liu JH, Ku WW (1981) Determination of enantiomeric N-trifluoroacetyl-L- prolyl chloride amphetamine derivatives by capillary gas chromatography/mass spectrometry with chiral and achiral stationary phases. Anal Chem 53: 2180-2184.
    • (1981) Anal Chem , vol.53 , pp. 2180-2184
    • Liu, J.H.1    Ku, W.W.2
  • 18
    • 0019480274 scopus 로고
    • Approaches to drug sample differentiation. II: Nuclear magnetic resonance spectroscopic determination of methamphetamine enantiomers
    • Liu JH, Ramesh S, Tsay JT, Ku WW, Fitzgerald MP, Angelos SA, Lins CLK (1981) Approaches to drug sample differentiation. II: Nuclear magnetic resonance spectroscopic determination of methamphetamine enantiomers. J Forensic Sci 26: 656-663.
    • (1981) J Forensic Sci , vol.26 , pp. 656-663
    • Liu, J.H.1    Ramesh, S.2    Tsay, J.T.3    Ku, W.W.4    Fitzgerald, M.P.5    Angelos, S.A.6    Lins, C.L.K.7
  • 19
    • 0029872135 scopus 로고    scopus 로고
    • Enantiomeric separation of amphetamine by high-performance liquid chromatography using chiral crown ether-coated reversed-phase packing: Application to forensic analysis
    • Makino Y, Ohta S, Hirobe M (1996) Enantiomeric separation of amphetamine by high-performance liquid chromatography using chiral crown ether-coated reversed-phase packing: application to forensic analysis. Forensic Sci Int 78: 65-70.
    • (1996) Forensic Sci Int , vol.78 , pp. 65-70
    • Makino, Y.1    Ohta, S.2    Hirobe, M.3
  • 20
    • 0015621638 scopus 로고
    • Synthesis of N-pentafluorobenzoyl-S-(-)- prolyl 1-imidazolide, a new electron-capture sensitive reagent for determination of enantiomeric composition
    • Matin SB, Rowland M, Castagnoli Jr M (1973) Synthesis of N-pentafluorobenzoyl-S-(-)- prolyl 1-imidazolide, a new electron-capture sensitive reagent for determination of enantiomeric composition. J Pharm Sci 62: 821-823.
    • (1973) J Pharm Sci , vol.62 , pp. 821-823
    • Matin, S.B.1    Rowland, M.2    Castagnoli Jr., M.3
  • 21
    • 0032889782 scopus 로고    scopus 로고
    • Pharmacological effects of methamphetamine and other stimulants via inhalation exposure
    • Meng Y, Dukat M, Bridgen DT, Martin BR, Lichtman AH (1999) Pharmacological effects of methamphetamine and other stimulants via inhalation exposure. Drug Alcohol Depend 53: 111-120.
    • (1999) Drug Alcohol Depend , vol.53 , pp. 111-120
    • Meng, Y.1    Dukat, M.2    Bridgen, D.T.3    Martin, B.R.4    Lichtman, A.H.5
  • 22
    • 0021238182 scopus 로고
    • High-performance liquid chromatographic resolution of enantiomers of 1-phenyl-2-aminopropanes (amphetamines) with four chiral reagents
    • Miller KJ, Gal J, Ames MM (1984) High-performance liquid chromatographic resolution of enantiomers of 1-phenyl-2-aminopropanes (amphetamines) with four chiral reagents. J Chromatogr 307: 335-342.
    • (1984) J Chromatogr , vol.307 , pp. 335-342
    • Miller, K.J.1    Gal, J.2    Ames, M.M.3
  • 23
    • 0025098018 scopus 로고
    • Assay of the optical isomers of methamphetamine and amphetamine in rat urine using high-performance liquid chromatography with chiral cellulose-based columns
    • Nagai T, Kamiyama S (1990) Assay of the optical isomers of methamphetamine and amphetamine in rat urine using high-performance liquid chromatography with chiral cellulose-based columns. J Chromatogr 525: 203-209.
    • (1990) J Chromatogr , vol.525 , pp. 203-209
    • Nagai, T.1    Kamiyama, S.2
  • 24
    • 0026485511 scopus 로고
    • Identification of optical isomers of methamphetamine and its application to forensic medicine
    • Nagai T, Kamiyama S, Kurosu A, Iwamoto F (1992) Identification of optical isomers of methamphetamine and its application to forensic medicine. J Legal Med 46: 244-253.
    • (1992) J Legal Med , vol.46 , pp. 244-253
    • Nagai, T.1    Kamiyama, S.2    Kurosu, A.3    Iwamoto, F.4
  • 25
    • 0024853536 scopus 로고
    • A new analytical method for stereoisomers of methamphetamine and amphetamine and its application to forensic toxicology
    • Nagai T, Sato M, Nagai T, Kamiyama S, Miura Y (1989) A new analytical method for stereoisomers of methamphetamine and amphetamine and its application to forensic toxicology. Clin Biochem 22: 439-442.
    • (1989) Clin Biochem , vol.22 , pp. 439-442
    • Nagai, T.1    Sato, M.2    Nagai, T.3    Kamiyama, S.4    Miura, Y.5
  • 26
    • 0026323303 scopus 로고
    • Studies on comparison of metabolites in urine between deprenyl and methamphetamine administration. II. Enantiomeric composition analysis of metabolites in mouse urine administered with deprenyl and methamphetamines by GC-MS using chiral reagent
    • Nakahara Y, Takahashi K, Ishigami A, Kikurai R, Shimamine M (1991) Studies on comparison of metabolites in urine between deprenyl and methamphetamine administration. II. Enantiomeric composition analysis of metabolites in mouse urine administered with deprenyl and methamphetamines by GC-MS using chiral reagent. Jpn J Toxicol Environ Health 37: 473-479.
    • (1991) Jpn J Toxicol Environ Health , vol.37 , pp. 473-479
    • Nakahara, Y.1    Takahashi, K.2    Ishigami, A.3    Kikurai, R.4    Shimamine, M.5
  • 28
    • 0022539212 scopus 로고
    • Resolution of some enantiomeric amines of forensic interest by high-performance liquid chromatography
    • Noggle Jr. FT, Clark CR (1986) Resolution of some enantiomeric amines of forensic interest by high-performance liquid chromatography. J Forensic Sci 31: 732-742.
    • (1986) J Forensic Sci , vol.31 , pp. 732-742
    • Noggle Jr., F.T.1    Clark, C.R.2
  • 29
    • 0025499483 scopus 로고
    • Methods for the analysis and characterization of forensic samples containing amphetamines and related amines
    • Noggle Jr FT, DeRuiter J, Clark CR (1990) Methods for the analysis and characterization of forensic samples containing amphetamines and related amines J Chromatogr Sci 28: 529-536.
    • (1990) J Chromatogr Sci , vol.28 , pp. 529-536
    • Noggle Jr., F.T.1    Deruiter, J.2    Clark, C.R.3
  • 30
    • 0022757774 scopus 로고
    • Liquid chromatographic determination of the enantiomeric composition of methamphetamine prepared from ephedrine and pseudoephedrine
    • Noggle Jr FT, DeRuiter J, Clark CR (1986) Liquid chromatographic determination of the enantiomeric composition of methamphetamine prepared from ephedrine and pseudoephedrine. Anal Chem 58: 1643-1648.
    • (1986) Anal Chem , vol.58 , pp. 1643-1648
    • Noggle Jr., F.T.1    Deruiter, J.2    Clark, C.R.3
  • 31
    • 0002709209 scopus 로고
    • Assignment of absolute configuration of sulfoxides by NMR a salvation model
    • Pirkle WH, Beare SD, Muntz RL (1974) Assignment of absolute configuration of sulfoxides by NMR a salvation model. Tetrahedron Lett 26: 2295-2298.
    • (1974) Tetrahedron Lett , vol.26 , pp. 2295-2298
    • Pirkle, W.H.1    Beare, S.D.2    Muntz, R.L.3
  • 32
    • 0015623019 scopus 로고
    • A new chiral reagent for the determination of nantiomeric purity and absolute configuration of certain substituted arylethylamines
    • Pohl LR, Trager WF (1973) A new chiral reagent for the determination of nantiomeric purity and absolute configuration of certain substituted arylethylamines. J Med Chem 16: 475-479.
    • (1973) J Med Chem , vol.16 , pp. 475-479
    • Pohl, L.R.1    Trager, W.F.2
  • 33
    • 0028239820 scopus 로고
    • Current regulatory (draft) guidance on chiral medicinal products: Canada, EEC, Japan, United States
    • Rauus AG, Groen K (1994) Current regulatory (draft) guidance on chiral medicinal products: Canada, EEC, Japan, United States. Chirality 6: 72-75.
    • (1994) Chirality , vol.6 , pp. 72-75
    • Rauus, A.G.1    Groen, K.2
  • 34
    • 33645336941 scopus 로고
    • Enantiomeric separation of amphetamine, methamphetamine and ring substituted amphetamines by means of a β-cyclodextrin-chiral stationary phase
    • Rizzi AM, Hirz R, Cladrowa-Runge S, Jonsson H (1994) Enantiomeric separation of amphetamine, methamphetamine and ring substituted amphetamines by means of a β-cyclodextrin-chiral stationary phase. Chromatographia 339: 31-37.
    • (1994) Chromatographia , vol.339 , pp. 31-37
    • Rizzi, A.M.1    Hirz, R.2    Cladrowa-Runge, S.3    Jonsson, H.4
  • 35
    • 0029028744 scopus 로고
    • Separation and quantitation of the enantiomers of methamphetamine and its metabolites in urine by HPLC: Precolumn derivatization and fluorescence detection
    • Sukbuntherng J, Hutchaleelaha A, Chow HH, Mayersohn M (1995) Separation and quantitation of the enantiomers of methamphetamine and its metabolites in urine by HPLC: precolumn derivatization and fluorescence detection. J Anal Toxicol 19: 139-147.
    • (1995) J Anal Toxicol , vol.19 , pp. 139-147
    • Sukbuntherng, J.1    Hutchaleelaha, A.2    Chow, H.H.3    Mayersohn, M.4
  • 36
    • 0021224743 scopus 로고
    • Liquid chromatographic chiral stationary phases in pharmaceutical analysis: Determination of trace amounts of the (-)-enantiomer in (+)-amphetamine
    • Wainer IW, Doyle TD, Adams WM (1984) Liquid chromatographic chiral stationary phases in pharmaceutical analysis: determination of trace amounts of the (-)-enantiomer in (+)-amphetamine. J Pharm Sci 73: 1162-1164.
    • (1984) J Pharm Sci , vol.73 , pp. 1162-1164
    • Wainer, I.W.1    Doyle, T.D.2    Adams, W.M.3
  • 37
    • 0027402444 scopus 로고
    • Direct enantiomeric analysis of amphetamine in plasma by simultaneous solid phase extraction and chiral derivatization
    • Zhou FX, Krall IS (1993) Direct enantiomeric analysis of amphetamine in plasma by simultaneous solid phase extraction and chiral derivatization. Chromatographia 35: 153-159.
    • (1993) Chromatographia , vol.35 , pp. 153-159
    • Zhou, F.X.1    Krall, I.S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.