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Respiratory system drug stubs
Thiazinamium metilsulfate
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    Thiazinamium metilsulfate

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    Thiazinamium metilsulfate
    Thiazinamium.png
    Thiazinamium
    Clinical data
    ATC code
    Identifiers
    • N,N,N-trimethyl-1-(10H-phenothiazin-10-yl)propan-2-aminium
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    ECHA InfoCard 100.017.320
    Chemical and physical data
    Formula C18H23N2S+
    Molar mass 299.46 g·mol−1
    3D model (JSmol)
    • CC(CN1C2=CC=CC=C2SC3=CC=CC=C31)[N+](C)(C)C
    • InChI=1S/C18H23N2S.CH4O4S/c1-14(20(2,3)4)13-19-15-9-5-7-11-17(15)21-18-12-8-6-10-16(18)19;1-5-6(2,3)4/h5-12,14H,13H2,1-4H3;1H3,(H,2,3,4)/q+1;/p-1
    • Key:BVIDQAVCCRUFGU-UHFFFAOYSA-M
     ☒NcheckY (what is this?)  (verify)

    Thiazinamium metilsulfate (INN) or thiazinam is an antihistamine. The USAN is thiazinamium chloride (with a different counterion).

    Synthesis

    Since many of the uses of antihistamines involve conditions such as rashes, which should be treatable by local application, there is some rationale for developing drugs for topical use. The known side effects of antihistamines could in principle be avoided if the drug were functionalized to avoid systemic absorption. The known poor absorption of quat salts make such derivatives attractive for nonabsorbable antihistamines for topical use.

    Thiazinamium chloride synthesis

    Thus, reaction of the well-known antihistaminic drug promethazine with methylchloride leads to thiazinamium chloride.

    See also


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