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化合物简介

Adrafinil (INN) (brand name Olmifon) is a discontinued wakefulness-promoting agent (or eugeroic) that was formerly used in France to promote vigilance (alertness), attention, wakefulness, mood, and other parameters, particularly in the elderly. It was also used off-label by individuals who wished to avoid fatigue, such as night workers or others who needed to stay awake and alert for long periods of time. Additionally, \"adrafinil is known to a larger nonscientific audience, where it is considered to be a nootropic agent.\"; Adrafinil is a prodrug; it is primarily metabolized in vivo to modafinil, resulting in very similar pharmacological effects. Unlike modafinil, however, it takes time for the metabolite to accumulate to active levels in the bloodstream. Effects usually are apparent within 45–60 minutes when taken orally on an empty stomach.

基本信息

CAS:63547-13-7
中文别名:N-羟基二苯甲基亚硫酰基乙酰胺;二苯甲基亚硫酰基乙酰羟胺;阿屈非尼;
英文别名:2-[(Diphenylmethyl)sulfinyl]acetohydroxamic acid;benzhydrylsulphinyl-acetohydroxamic acid;[2-(diphenyl)methanesulfinyl]-N-hydroxy-acetamide;2-(Benzhydrylsulfinyl)acetohydroxamic acid;2-(benzhydrylsulphinyl)acetohydroxamic acid;Olmifon;Acetamide,2-((diphenylmethyl)sulfinyl)-N-hydroxy;2-benzhydrylsulfinyl-N-hydroxyacetamide;
分子式:C15H15NO3S
分子量:289.35
精确质量:289.077
Psa:85.61
Logp:3.2867

编号系统

MDL号:MFCD00865357

物化性质

外观与性状:白色,吸湿的粉末
密度:1.342 g/cm3
熔点:159-1600C
折射率:1.652
稳定性:Stable at normal temperatures and pressures.
储存条件:Keep tightly closed.

安全信息

RTECS号:AB8139500
WGK Germany:3
危险类别码:R22
海关编码:2942000000
危险品标志:Xn

生产方法及用途

生产方法
二苯甲基溴(Ⅰ)在氢氧化钠作用下,和硫脲反应,得到巯醇(Ⅱ),收率97.5%。 (Ⅱ)在氢氧化钠存在下,和氯乙酸反应,得化合物(Ⅲ),收率79%。(Ⅲ)转化为其乙酯(Ⅳ),收率93%。(Ⅳ)在氢氧化钾催化下,和盐酸羟胺反应,得化合物(V),收率87.5%。用双氧水进行氧化,即得阿屈非尼,收率73%。 非苯丙胺类精神兴奋药,其作用是苏醒和提高警觉性。用于老年人觉醒障碍和抑郁症状的对症治疗。
用途
非苯丙胺类精神兴奋药,其作用是苏醒和提高警觉性。用于老年人觉醒障碍和抑郁症状的对症治疗。

合成路线

上游原料

下游产品

图谱

Predict 1H proton NMR


13C NMR : Predict


1H NMR : Predict


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