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Norepinephrine–dopamine reuptake inhibitors
2β-Propanoyl-3β-(4-tolyl)-tropane
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    2β-Propanoyl-3β-(4-tolyl)-tropane

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    2β-Propanoyl-3β-(4-tolyl)-tropane
    WF-11.svg
    Identifiers
    • 1-[(1R,2S,3S,5S)-8-methyl-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octan-2-yl]propan-1-one
    CAS Number
    PubChem CID
    ChemSpider
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C18H25NO
    Molar mass 271.404 g·mol−1
    3D model (JSmol)
    • CCC(=O)[C@@H]1[C@H]2CC[C@H](N2C)C[C@@H]1C3=CC=C(C=C3)C
    • InChI=1S/C18H25NO/c1-4-17(20)18-15(13-7-5-12(2)6-8-13)11-14-9-10-16(18)19(14)3/h5-8,14-16,18H,4,9-11H2,1-3H3/t14-,15+,16+,18-/m0/s1
    • Key:PZEAJTAVRYLBTK-LHHMISFZSA-N

    2β-Propanoyl-3β-(4-tolyl)tropane also known as WF-11 or 2-PTT is a cocaine analogue 20 times more potent than cocaine at binding to the dopamine transporter with increased selectivity for the norepinephrine transporters. It also shows marked increase in metabolic stability. In contrast to the findings of cocaine effects, WF-11 has been shown to produce a uniform downregulation of tyrosine hydroxylase protein and activity gene expression with a regimen of use.

    See also


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