Imiloxan, RS-21361
咪洛克生盐酸艾美洛沙Chemical Name: (?-2-[(2,3-Dihydro-1,4-benzodioxin-2-yl)methyl]-1-ethyl-1H-imidazole; (?-2-[(1,4-Benzodioxan-2-yl)methyl]-1-ethyl-1H-imidazole; (?-2-(1-Ethyl-2-imidazolyl)methyl-1,4-benzodioxane
CAS No. 81167-16-0, 86710-23-8 (HCl), 81167-22-8 (monoHCl)
项目整合开发状态: Phase II
项目研究机构: Roche Bioscience (Originator)
合成路线:The partial alcoholysis of 2-cyanomethyl-1,4-benzodioxane (I) with ethanol and HCl in ether gives ethyl-(1,4-benzodioxan-2-yl)acetimidate (II),which is cyclized with aminoacetaldehyde diethylketal (III) in refluxing ethanol yielding 2-[(1,4-benzodioxan-2-yl)methyl]imidazole (IV).Finally,this compound is alkylated with ethyl iodide (V) and NaH in DMF.
📌 参考资料/链接：
参考文献标题:2-(1,4-Benzodioxan-2-ylalkyl)miidazoles useful as antidepressants
文献作者:Kluge,A.F.; Strosberg,A.M.; Whiting,R.; Christie,G.(Syntex (USA),Inc.)
参考来源:EP 0047531; JP 57050989; US 4302469
📄 详细内容
合成路线:The partial alcoholysis of 2-cyanomethyl-1,4-benzodioxane (I) with ethanol and HCl in ether gives ethyl-(1,4-benzodioxan-2-yl)acetimidate (II),which is cyclized with aminoacetaldehyde diethylketal (III) in refluxing ethanol yielding 2-[(1,4-benzodioxan-2-yl)methyl]imidazole (IV).Finally,this compound is alkylated with ethyl iodide (V) and NaH in DMF.
参考文献标题:Imiloxan
文献作者:Castar,J.; Serradell,M.N.
参考来源:Drugs Fut 1986,11(2),108
合成路线:The partial alcoholysis of 2-cyanomethyl-1,4-benzodioxane (I) with ethanol and HCl in ether gives ethyl-(1,4-benzodioxan-2-yl)acetimidate (II),which is cyclized with aminoacetaldehyde diethylketal (III) in refluxing ethanol yielding 2-[(1,4-benzodioxan-2-yl)methyl]imidazole (IV).Finally,this compound is alkylated with ethyl iodide (V) and NaH in DMF.
参考文献标题:Structure-activity relationships for 2-substituted imidazoles as alpha2-adrenoceptor antagonists
文献作者:Caroon,J.M.; Clark,R.D.; Kluge,A.F.; Olah,R.; Repke,D.B.; Unger,S.H.; Michel,A.D.; Whiting,R.L.
参考来源:J Med Chem 1982,25(6),666-670