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

    Lomevactone

    Подписчиков: 0, рейтинг: 0
    Lomevactone
    Lomevactone.svg
    Clinical data
    ATC code
    • None
    Identifiers
    • (3R,4R,6R)-4-(4-chlorophenyl)-6-methyl-3-phenyltetrahydro-2H-pyran-2-one
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    Chemical and physical data
    Formula C18H17ClO2
    Molar mass 300.78 g·mol−1
    3D model (JSmol)
    • Clc1ccc(cc1)C2C(C(=O)OC(C)C2)c3ccccc3

    Lomevactone (INN) (developmental code name DR-250) is a drug described as a psychostimulant and antidepressant which was synthesized and assayed in the 1980s but was never marketed.

    Conformation

    Another cas number is [75115-73-0]

    It is the (3R,4R,6R)-form [82510-81-4] that contains the psychotherapeutic properties.

    (Although the SSS isomer is depicted in the referenced diagram)

    Synthesis

    Synthesis: Patents:

    The conjugate 1,4-alkylation reaction between 4-chlorobenzylideneacetone [3160-40-5] (1) and phenylacetonitrile [140-29-4] (2) gives 3-(4-chlorophenyl)-5-oxo-2-phenylhexanenitrile, CID:333058 (3). The selective reduction of the keto group to the alcohol with sodium borohydride gives 3-(4-chlorophenyl)-5-hydroxy-2-phenylhexanenitrile, CID:12754889 (4). Hydrolysis of the nitrile to an acid would give 3-(4-Chlorophenyl)-5-hydroxy-2-phenylhexanoic acid, CID:3058345. This is followed by the concomitant lactone formation completing the synthesis of Lomevactone (5).


    Новое сообщение