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【结 构 式】

【药物名称】SM-20220

【化学名称】N-(1-Methyl-1H-indol-2-ylcarbonyl)guanidine methanesulfonate

【CA登记号】

【 分 子 式 】C12H16N4O4S

【 分 子 量 】312.34972

【开发单位】Sumitomo Pharmaceuticals (Originator)

【药理作用】Cerebrovascular Diseases, Treatment of, Ischemic Stroke, Treatment of, NEUROLOGIC DRUGS, Stroke, Treatment of, Na+/H+ Exchange (NHE) Inhibitors

合成路线1

2-Indolecarboxylic acid (I) was esterified with MeOH and SOCl2 to provide methyl ester (II). Subsequent N-alkylation of (II) using methyl iodide and NaH afforded N-methyl indole (III). Guanidine, liberated by treatment of the hydrochloride salt with NaOMe, was finally condensed with indole ester (III) at 130 C to produce the corresponding acylguanidine, which was isolated as the mesylate salt.

1 Kojima, A.; Kitano, M.; Miyagishi, A.; Noguchi, T.; Yagi, H.; Nakano, K.; Ohashi, N. (Sumitomo Pharmaceuticals Co., Ltd.); Indoloylguanidine derivs. as inhibitors of sodium-hydrogen exchange. CA 2121391; EP 0622356; JP 1995010839 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 25226 1H-Indole-2-carboxylic acid; Indole-2-carboxylic acid 1477-50-5 C9H7NO2 详情 详情
(II) 27750 Indole-2-carboxylic acid methyl ester; 1H-indole-2-carboxylic acid methyl ester 1202-04-6 C10H9NO2 详情 详情
(III) 27751 methyl 1-methyl-1H-indole-2-carboxylate C11H11NO2 详情 详情
(IV) 14790 Guanidine 113-00-8 CH5N3 详情 详情
Extended Information