Neutral heroin impurities from tetrahydrobenzylisoquinoline alkaloids

Journal of Forensic Sciences

Volumn 51, Issue 2, 2006, Pages 308-320

  Toske, Steven G ^a   Cooper, Samuel D ^a   Morello, David R ^a   Hays, Patrick A ^a   Casale, John F ^a   Casale, Ellen ^a  

^a Drug Enforcement Administration   (United States)

Author keywords

Chemical analysis; Codamine; Forensic science; Heroin; Impurities; Isolation; Laudanine; Laudanosine; Reticuline; Rotamers; Synthesis; Tetrahydrobenzylisoquinoline

Indexed keywords

ACETIC ACID; CODAMINE; DIAMORPHINE; ISOQUINOLINE ALKALOID; LAUDANINE; LAUDANOSINE; RETICULINE; STILBENE; TETRAHYDROISOQUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ARTICLE; DEGRADATION; DRUG IMPURITY; DRUG ISOLATION; DRUG PURIFICATION; FORENSIC SCIENCE; GAS CHROMATOGRAPHY; MASS SPECTROMETRY; PAPAVER SOMNIFERUM; PRIORITY JOURNAL; SYNTHESIS;

EID: 33644913646     PISSN: 00221198     EISSN: 15564029     Source Type: Journal    
DOI: 10.1111/j.1556-4029.2006.00057.x     Document Type: Article

References (19)

1. Besacier F Chaudron-Thozet H. Chemical profiling of illicit heroin samples Forensic Sci Rev 1999 11 2 105 19
2. Lurie IS McGuiness K. The quantitation of heroin and selected basic impurities via reversed phase HPLC. II. The analysis of adulterated samples J Chrom 1987 10 2189 204
3. Lurie IS Hays PH Garcia AE Panicker S. Use of dynamically coated capillaries for the determination of heroin, basic impurities and adulterants with capillary electrophoresis J Chrom A 2004 1034 227 35
4. Neuman H Gloger M. Profiling of illicit heroin samples by high-resolution capillary gas chromatography for forensic application Chromatographia 1982 16 261 4
5. Perillo BA Klein RFX Franzosa ES. Recent advances by the U.S. Drug Enforcement Administration in drug signature and comparative analysis Forensic Sci Int 1994 64 1 6
6. Morello DR Meyers RP. Qualitative and quantitative determination of residual solvents in illicit cocaine HCl and heroin HCl J Forensic Sci 1995 40 957
7. Phillipson JD Handa SS El-Dabbas SW. N-oxides of morphine, codeine, and thebaine and their occurrence in papaver species Phytochem 1976 15 1297 301
8. Klein M. Mass spectroscopy in drug metabolism In Frigerio A Ghisalberti EL editors New York Plenum Publishing Co. 1977 449 63
9. Allen AC Copper DA Moore JM Teer CB. Thebaine rearrangements nonclassical D ring migrations J Org Chem 1984 49 3462 5
10. Allen AC Cooper DA Moore JM Gloger M Neumann H. Illicit heroin manufacturing byproducts capillary gas chromatographic determination and structural elucidation of narcotine-and norlaudanosine-related compounds Anal Chem 1984 56 2940 7
11. Shamma M. The isoquinoline alkaloids: chemistry and pharmacology In Blomquist AT Wasserman H editors New York Academic Press 1972 44 152
12. Brochmann-Hanssen E Furuya T. New opium alkaloid J Pharm Sci 1964 53 575
13. Brochmann-Hanssen E Nielsen B. (+)-Reticuline-a new opium alkaloid Tetrahedron Lett 1965 18 1271 4
14. Brochmann-Hanssen E Nielsen B Utzinger GE. Opium alkaloids II. Isolation and characterization of codamine J Pharm Sci 1965 54 1531 2
15. Kubota S Masui T Fujita E Kupchan SM. The structure and total synthesis of takatonine J Org Chem 1966 31 516 20
16. Gol'dfarb YL. Ispiryan RM Belen'kii LI. Influence of structural and other factors on the cleavage of tertiary amines by acetic anhydride Zhurnal Obshchei Khimii 1969 39 1100 5
17. N1 displacement the reaction of tertiary amines with acetic anhydride Can J Chem 1971 49 3348 51
18. N1 displacement: the reaction of tertiary amines with acetic anhydride Can J Chem 1973 51 2174 6
19. Mariella RP Brown KH. Comment concerning the cleavage of tertiary amines with acetic anhydride Can J Chem 1973 51 2177 9