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Abandoned drugs
Amixetrine
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    Amixetrine

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    Amixetrine
    Amixetrine.png
    Clinical data
    Routes of
    administration    		 Oral
    ATC code
    • none
    Legal status
    Legal status
    • In general: ℞ (Prescription only)
    Identifiers
    • 1-[2-(3-methylbutoxy)-2-phenylethyl]pyrrolidine
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    ChEMBL
    Chemical and physical data
    Formula C17H27NO
    Molar mass 261.409 g·mol−1
    3D model (JSmol)
    • O(CCC(C)C)C(c1ccccc1)CN2CCCC2
    • InChI=1S/C17H27NO/c1-15(2)10-13-19-17(14-18-11-6-7-12-18)16-8-4-3-5-9-16/h3-5,8-9,15,17H,6-7,10-14H2,1-2H3 checkY
    • Key:ISRODTBNJUAWEJ-UHFFFAOYSA-N checkY
     ☒NcheckY (what is this?)  (verify)

    Amixetrine (INN) (brand name Somagest; developmental code name CERM-898) is a drug that was formerly marketed in France but is now no longer sold. According to various sources it has been said to be an anti-inflammatory, antidepressant, antispasmodic, anticholinergic, antihistamine, and antiserotonergic, but its definitive indications and pharmacology are unclear. The drug was first synthesized in 1969 and was introduced in France in 1972.

    Synthesis

    Patent: Reagent:

    The treatment of isoamyl alcohol (1) with styrene (2) at -10°C with dropwise addition of tert-Butyl Hypobromite [1611-82-1] gives (2-bromo-1-(isopentyloxy)ethyl)benzene [5452-50-6] (3). Dispalcement of the halogen leaving group by pyrrolidine completes the synthesis of amixetrine (4).



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