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    • 1. 发明授权
    • Dextro 1-methyl-2-(2-naphthyl) aziridine
    • 右旋1-甲基-2-(2-萘基)氮丙啶
    • US3890302A
    • 1975-06-17
    • US25983972
    • 1972-06-05
    • KOTERA KATSUMIKITAHONOKI KEIZOKIDO RYONOSUKE
    • KOTERA KATSUMIKITAHONOKI KEIZOKIDO RYONOSUKE
    • C07D203/08C07D23/06
    • C07D203/08
    • Racemic 1-methyl-2-(2-naphthyl)aziridine, being useful as a tranquilizer, is prepared via three routes: (a) halogenation of the corresponding aminoalcohol and treatment of the resulting haloamine with an alkali; (b) treatment of the corresponding aminoalcohol with sulfuric acid and treatment of the resulting hydrogen sulfate with an alkali; and (c) treatment of 2-(2naphthyl)aziridine with an oxonium methylating agent. Dextro-1methyl-2-(2-naphthyl)aziridine, being more potent in the tranquilizing activity than the racemate, is prepared by optical resolution of racemic 2-(2-naphthyl)-2-methylaminoethanol with levo-tartaric acid, treatment of the resulting dextro-2-(2naphthyl)-2-methylaminoethanol levo-tartrate with an alkali, treatment of the resulting dextro-2-(2-naphthyl)-2methylaminoethanol with a halogenating agent and treatment of the resulting levo-N-methyl-2-halogeno-1-(2-naphthyl)ethylamine with an alkali.
    • 通过三种途径制备用作镇定剂的外消旋1-甲基-2-(2-萘基)氮丙啶:(a)卤化相应的氨基醇并用碱处理得到的卤代胺; (b)用硫酸处理相应的氨基醇,用碱处理得到的硫酸氢盐; 和(c)用氧代甲基化剂处理2-(2-萘基)氮丙啶。 通过用左旋酒石酸旋光拆分外消旋的2-(2-萘基)-2-甲基氨基乙醇,制备了比外消旋物更有效的镇痛活性的右旋-1-甲基-2-(2-萘基)氮丙啶, 用碱处理得到的右旋-2-(2-萘基)-2-甲基氨基乙醇左旋酒石酸盐,用卤化剂处理所得的右旋-2-(2-萘基)-2-甲基氨基乙醇,并处理所得的 左旋-N-甲基-2-卤代-1-(2-萘基)乙胺与碱反应。