Sanazole, AK-2123

N-(2-甲氧基乙基)-2-(3-硝基-1H-1,2,4-三唑-1-基)乙酰胺Chemical Name: 2-(3-Nitro-1,2,4-triazol-1-yl)-N-(2-methoxyethyl)acetamide; N-(2-Methoxyethyl)-2-(3-nitro-1,2,4-triazol-1-yl)acetamide
CAS No. 104958-90-9
项目整合开发状态: Phase I
项目研究机构: Adeka Fine Chem. (Originator), Kyoto University (Originator)
合成路线:Condensation of aminoguanidine carbonate (I) with formic acid gives 3-aminotriazole (II),which by treatment with concentrated nitric acid in a sodium nitrite solution gives 3-nitrotriazole (III).N-Alkylation of (III) with bromoacetic acid ethyl ester affords 2-(3-nitro-1,2,4-triazol-1-yl)acetic acid ethyl ester (IV).Reaction of (IV) with 2-methoxyethylamine in dioxane yields AK-2123.
📌 参考资料/链接:
参考文献标题:AK-2123
文献作者:Huan,L.C.; Rong,S.
参考来源:Drugs Fut 1995,20(7),659

📄 详细内容


合成路线:Condensation of aminoguanidine carbonate (I) with formic acid gives 3-aminotriazole (II),which by treatment with concentrated nitric acid in a sodium nitrite solution gives 3-nitrotriazole (III).N-Alkylation of (III) with bromoacetic acid ethyl ester affords 2-(3-nitro-1,2,4-triazol-1-yl)acetic acid ethyl ester (IV).Reaction of (IV) with 2-methoxyethylamine in dioxane yields AK-2123.

参考文献标题:Nitrotriazoles bearing sulfur-substituted side chains: Preparation and characterization as hypoxic cell radiosensitizers
文献作者:Sugita,T.; Masuoka,M.; Nishikawa,Y.; Nishimoto,S.; Zhuo,L.; Sasai,K.; Kagiya,T.
参考来源:Anti-Cancer Drug Des 1992,7277-84


合成路线:Condensation of aminoguanidine carbonate (I) with formic acid gives 3-aminotriazole (II),which by treatment with concentrated nitric acid in a sodium nitrite solution gives 3-nitrotriazole (III).N-Alkylation of (III) with bromoacetic acid ethyl ester affords 2-(3-nitro-1,2,4-triazol-1-yl)acetic acid ethyl ester (IV).Reaction of (IV) with 2-methoxyethylamine in dioxane yields AK-2123.
参考文献标题:
文献作者:Horning,E.C.
参考来源:Organic Syntheses,Vol.3,1st Ed.University of Missouri 1995,95


产品链接: CAS No. 104958-90-9››