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Antipsychotic
Fluperlapine
Другие языки:

    Fluperlapine

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    Fluperlapine
    Fluperlapine.svg
    Clinical data
    ATC code
    • none
    Identifiers
    • 3-fluoro-6-(4-methylpiperazin-1-yl)-11H-dibenzo[b,e]azepine
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    ChEMBL
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C19H20FN3
    Molar mass 309.388 g·mol−1
    3D model (JSmol)
    • Fc4ccc3c(/N=C(/N1CCN(C)CC1)c2ccccc2C3)c4
    • InChI=1S/C19H20FN3/c1-22-8-10-23(11-9-22)19-17-5-3-2-4-14(17)12-15-6-7-16(20)13-18(15)21-19/h2-7,13H,8-12H2,1H3 checkY
    • Key:OBWGMKKHCLHVIE-UHFFFAOYSA-N checkY
     ☒NcheckY (what is this?)  (verify)

    Fluperlapine (NB 106-689), also known as fluoroperlapine, is a morphanthridine (11H-dibenzo[b,e]azepine) atypical antipsychotic with additional antidepressant and sedative effects. It was first synthesized in 1979, and then subsequently studied in animals and humans in 1984 and beyond, but despite demonstrating efficacy in the treatment of a variety of medical conditions including schizophrenia,psychosis associated with Parkinson's disease,depressive symptoms, and dystonia, it was never marketed. This was perhaps due to its capacity for producing potentially life-threatening agranulocytosis, similarly to clozapine, which it closely resembles both structurally and pharmacologically.

    Pharmacology

    Binding profile

    Receptor Ki (nM)
    5-HT2A 7.9
    5-HT2C 18.2
    5-HT6 29
    5-HT7 4.6
    M1 8.8
    M2 71
    M3 41
    M4 14
    M5 17
    D1 85
    D2 316.2
    D3 254.7
    D4 21

    Synthesis

    Patents:

    3-fluoro-5,11-dihydro-6H-dibenz[b,e]azepin-6-one [62662-88-8] (3)

    See also


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