SM-20550
Chemical Name: N''-(1,4-Dimethyl-1H-indol-2-ylcarbonyl)guanidine mesylate
项目整合开发状态: Preclinical
项目研究机构: Sumitomo Pharmaceuticals (Originator)
合成路线:The methylaion of 4-methyl-1H-indole-2-carboxylic acid (I) with NaH and methyl iodide in DMF gives of 1,4-dimethylindole-2-carboxylic acid methyl ester (II),which is condensed with guanidine at 130 C,and treated with methanesulfonic acid in isopropanol.
合成路线: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.
📌 参考资料/链接:
参考文献标题:Indoloylguanidine derivs.as inhibitors of sodium-hydrogen exchange
文献作者:Kojima,A.; Kitano,M.; Miyagishi,A.; Noguchi,T.; Yagi,H.; Nakano,K.; Ohashi,N.(Sumitomo Pharmaceuticals Co.,Ltd.)
参考来源:CA 2121391; EP 0622356; JP 1995010839
📄 详细内容
合成路线:The methylaion of 4-methyl-1H-indole-2-carboxylic acid (I) with NaH and methyl iodide in DMF gives of 1,4-dimethylindole-2-carboxylic acid methyl ester (II),which is condensed with guanidine at 130 C,and treated with methanesulfonic acid in isopropanol.
参考文献标题:Indoloylguanidine derivs.
文献作者:Kitano,M.; Nakano,K.; Yagi,H.; Ohashi,N.; Kojima,A.; Noguchi,T.; Miyagishi,A.(Sumitomo Pharmaceuticals Co.,Ltd.)
参考来源:CA 2160600; EP 0708091; JP 1996208602