新产品编号:617489
Chemical Name: 2-[2-(Dimethylamino)ethyl]-6-[2-(dimethylamino)ethylamino]-9-hydroxy-2,3-dihydro-1H,7H-pyrimido[5,6,1-de]acridine-1,3,7-trione dihydrobromide
CAS No. 236402-26-9
项目整合开发状态: Biological Testing
项目研究机构: Roche (Originator)
合成路线:The reaction of 2-bromo-5-methoxybenzoic acid (I) with ethyl 2-amino-4-chlorobenzoate (II) by means of Cu(OAc)2 and 1-methyl-2-pyrrolidone in DIEA,followed by cyclization by means of polyphosphoric acid ethyl ester in refluxing chloroform gives the acridone (III),which is hydrolyzed with NaOH in refluxing ethanol yielding the carboxylic acid (IV).The condensation of (IV) with N,N-dimethylethylenediamine (V) by means of CDI in DMF affords the corresponding amide (VI),which is cyclized with phosgene in chloroform to provide the pyrimidoacridinetrione (VII).The reaction of (VII) with N,N-dimethyleythylenediamine (V) gives the final intermediate (VIII),which is demethylated with refluxing 48% HBr.
📌 参考资料/链接:
参考文献标题:2,3-Dihydro-1H,7H-pyrimido[5,6,1-de]acridine-1,3,7-trione derivatives,a class of cytotoxic agents active on multidrug-resistant cell lines: Synthesis,biological evaluation,and structure-activity relationships
文献作者:Antonini,I.; Polucci,P.; Kelland,L.R.; Menta,E.; Pescalli,N.; Martelli,S.
参考来源:J Med Chem 1999,42(14),2535