【结 构 式】 |
【药物名称】GYKI-16638 【化学名称】N-[4-[2-[N-[2-(2,6-Dimethylphenoxy)-1-methylethyl]-Nmethylamino] ethyl]phenyl]methanesulfonamide hydrochloride 【CA登记号】 【 分 子 式 】C21H31ClN2O3S 【 分 子 量 】427.00982 |
【开发单位】Albert Szent-Gy?rgyi Medical University, Szeged (HU); Institute for Drug Research, Budapest (HU) 【药理作用】ANTIARRHYTHMIC DRUGS |
合成路线1
Amine (I) was alkylated with 4-nitrophenethyl bromide (II) in refluxing isopropanol to yield the tertiary amine (III). Hydrogenation of the nitro group of (III) employing Pd/C afforded aniline (IV). Subsequent condensation of (IV) with methanesulfonyl chloride in the presence of Et3N produced the corresponding sulfonamide. The title compound was finally isolated as the hydrochloride salt.
【1】 Berzsenyi, P.; Druga, A.; Pátfalusi, M.; Varga, I.; Rettegi, T.; Barlocco, D.; Moravcsik, I.; Mátyus, P.; Papp, G.; Varró, A.; Cignarella, G.; Simay, A. (Albert Szent-Györgyi Medical University ; Gyogyszerkutato Intezet Kft.); Novel antiarrhythmic cpds.. WO 9929655 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
13467 | Methanesulfonyl chloride;Mesyl chloride;Methylsulfonyl chloride;Methanesulfonic acid chloride;Methanesulfonyl chloride;Methanesulphonyl chloride | 124-63-0 | CH3ClO2S | 详情 | 详情 | |
(I) | 34749 | 1-(2,6-dimethylphenoxy)-N-methyl-2-propanamine; N-[2-(2,6-dimethylphenoxy)-1-methylethyl]-N-methylamine | C12H19NO | 详情 | 详情 | |
(II) | 19191 | 1-(2-bromoethyl)-4-nitrobenzene | 5339-26-4 | C8H8BrNO2 | 详情 | 详情 |
(III) | 34750 | 1-(2,6-dimethylphenoxy)-N-methyl-N-(4-nitrophenethyl)-2-propanamine; N-[2-(2,6-dimethylphenoxy)-1-methylethyl]-N-methyl-N-(4-nitrophenethyl)amine | C20H26N2O3 | 详情 | 详情 | |
(IV) | 34751 | N-(4-aminophenethyl)-N-[2-(2,6-dimethylphenoxy)-1-methylethyl]-N-methylamine; 4-[2-[[2-(2,6-dimethylphenoxy)-1-methylethyl](methyl)amino]ethyl]aniline | C20H28N2O | 详情 | 详情 |
Extended Information