新产品编号:2017559
Chemical Name: N-[2-(Dimethylamino)ethyl]-2-methyl-7-oxo-7H-naphtho[1,2,3-de]quinoline-11-carboxamide
项目整合开发状态: Preclinical
项目研究机构: La Trobe University (Originator), University of Auckland (Originator)
合成路线:Nitration of anthraquinone-1-carboxylic acid (I) produced a mixture of 5-nitro (II) and 8-nitro (III) anthraquinones from which the desired 8-nitro isomer (III) was separated by fractional crystallization from ethanol and further purified by washing with toluene.Reduction of the nitro group of (III) with aqueous sodium sulfide gave 8-aminoanthraquinone-1-carboxylic acid (IV).Condensation of (IV) with acetone in the presence of NaOH furnished the dibenzoisoquinolinone system (V).After activation of the carboxylate group of (V) as the imidazolide (VI) upon treatment with carbonyldiimidazole,its coupling with N,N-dimethylethylenediamine (VII) afforded the target amide.
📌 参考资料/链接:
参考文献标题:Synthesis and cytotoxic activity of 7-oxo-7H-dibenz [f,ij]isoquinoline and 7-oxo-7H-benzo[e]perimidine derivatives
文献作者:Bu,X.; Deady,L.W.; Finlay,G.J.; Baguley,B.C.; Denny,W.A.
参考来源:J Med Chem 2001,44(12),2004