3′,4′,5′-Trimethoxy-Substituted Analogs of Cocaine, Cis-/Trans-Cinnamoylcocaine and Tropacocaine: Characterization and Quantitation of New Alkaloids in Coca Leaf, Coca Paste and Refined Illicit Cocaine

    Volume 39, Issue 2 (March 1994)

    ISSN: 0022-1198

    CODEN: JFSOAD

    Page Count: 11


    Casale, JF
    Special Testing and Research Laboratory, U.S. Drug Enforcement Administration, McLean, VA

    Moore, JM
    Special Testing and Research Laboratory, U.S. Drug Enforcement Administration, McLean, VA

    (Received 18 June 1993; accepted 29 August 1993)

    Abstract

    Four new alkaloids have been detected in South American coca leaf, coca paste and refined illicit cocaine. The compounds 3′,4′,5′-trimethoxycocaine (TMC), 3′,4′,5′-trimethoxytropacocaine (TMT), 3′,4′,5′-trimethoxy-cis-cinnamoylcocaine (cTMCC) and 3′,4′,5′-trimethoxy-trans-cinnamoylcocaine (tTMCC) were isolated from the coca leaf matrix and other alkaloids by toluene extraction followed by trap and ion-pair column chromatography. The identity of each alkaloid was verified via comparison of its mass spectrum with a synthesized standard. All four alkaloids were quantitated in leaf, paste and refined samples at levels of less than 0.1% relative to cocaine via capillary gas chromatography—flame ionization detection (cGC-FID).


    Paper ID: JFS13617J

    DOI: 10.1520/JFS13617J

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    Title 3′,4′,5′-Trimethoxy-Substituted Analogs of Cocaine, Cis-/Trans-Cinnamoylcocaine and Tropacocaine: Characterization and Quantitation of New Alkaloids in Coca Leaf, Coca Paste and Refined Illicit Cocaine
    Symposium , 0000-00-00
    Committee E30