新产品编号:2126717
Chemical Name: 2,3-Dimethoxy-6-propyl-12H-[1,3]dioxolo[5,6]indeno[1,2-c]isoquinolin-6-ium chloride
项目整合开发状态: Preclinical
项目研究机构: National Cancer Institute (Originator), Purdue University (Originator)
合成路线:Isoquinoline (III) was prepared by the condensation of piperonal N-propylimine (I) with 4,5-dimethoxyhomophthalic anhydride (II).Subsequent intramolecular Friedel-Crafts acylation of (III) in the presence of Eaton's reagent gave rise to the indenoisoquinoline (IV).Reduction of the ketone and lactam functions of (IV) using borane-tetrahydrofuran complex provided alcohol (V).This underwent simultaneous dehydration and dehydrogenation in the presence of Pd/C in refluxing HOAc to afford,after treatment with NaCl,the target indenoisoquinolinium chloride salt.
📌 参考资料/链接：
参考文献标题:Synthesis of new dihydroindeno[1,2-c]isoquinoline and indenoisoquinolinium chloride topoisomerase I inhibitor having high in vivo anticancer activity in the hollow fiber animal model
文献作者:Jayaraman,M.; Fox,B.M.; Hollingshead,M.; Kohlhagen,G.; Pommier,Y.; Cushman,M.
参考来源:J Med Chem 2002,45(1),242