Мы используем файлы cookie.
Продолжая использовать сайт, вы даете свое согласие на работу с этими файлами.
Antidepressant
Azaloxan
Другие языки:

    Azaloxan

    Подписчиков: 0, рейтинг: 0
    Azaloxan
    Azaloxan.png
    Clinical data
    ATC code
    • None
    Identifiers
    • 1-(1-{2-[(2S)-2,3-dihydro-1,4-benzodioxin-2-yl]ethyl}piperidin-4-yl)imidazolidin-2-one
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    ChEMBL
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C18H25N3O3
    Molar mass 331.416 g·mol−1
    3D model (JSmol)
    • O=C1NCCN1C2CCN(CC2)CC[C@@H]3Oc4c(OC3)cccc4
    • InChI=1S/C18H25N3O3/c22-18-19-8-12-21(18)14-5-9-20(10-6-14)11-7-15-13-23-16-3-1-2-4-17(16)24-15/h1-4,14-15H,5-13H2,(H,19,22)/t15-/m0/s1 checkY
    • Key:CDFTVVPIMLXJRX-HNNXBMFYSA-N checkY
     ☒NcheckY (what is this?)  (verify)

    Azaloxan (CGS-7135A) is a drug which was patented as an antidepressant by Ciba-Geigy in the early 1980s, but was never marketed.

    Synthesis

    Thymoleptic described as a “psychostimulant” according to patent title.

    Patent:

    The halogenation of allyl cyanide [109-75-1] (1) with bromine gives 3,4-dibromobutyronitrile [25109-74-4] (2). This is further reacted with catechol [120-80-9] (3) to give the 1,4-benzodioxan-2-yl-acetonitrile [18505-91-4] (4). Acid catalyzed hydrolysis of the nitrile to the acid gives 1,4-benzodioxan-2-yl-acetic acid [18505-92-5] (5). The reduction of this to alcohol with sodium bis(2-methoxyethoxy)aluminium hydride gives 2-(1,4-benzodioxan-2-yl)ethanol [62590-71-0] (6). The tosylation of this intermediate gives CID:12850582 (7). The synthesis concludes with an SN-2 displacement reaction with 1-(4-piperidinyl)-2-imidazolidinone [52210-86-3] (8) completing the synthesis of Azaloxan (9).

    See also



    Новое сообщение