新产品编号:367533
Chemical Name: 4-Nitro-N-[1,2,3-tris(acetyloxy)-5,6,7,9-tetrahydro-10-(methylsulfanyl)-9-oxobenzo[a]heptalen-7(S)-yl]benzamide
CAS No. 205805-09-0
项目整合开发状态: Biological Testing
项目研究机构: National Cancer Institute (Originator), University of North Carolina (Originator)
合成路线:Thiocolchicine (II) was prepared from colchicine (I) by treatment with sodium methylthiolate.Then,hydrolysis of acetamide group with methanolic HCl afforded deacetyl thiocolchicine (III).Subsequent acylation with p-nitrobenzoyl chloride (IV) in the presence of pyridine provided amide (V),which was demethylated with excess BBr3 to give the corresponding triphenol (VI).Finally,esterification with acetyl chloride in the presence of pyridine and 4-(dimethylamino)pyridine furnished the target triacetate.
合成路线:Thiocolchicine (II) was prepared from colchicine (I) by treatment with sodium methylthiolate.Then,hydrolysis of acetamide group with methanolic HCl afforded deacetyl thiocolchicine (III).Subsequent acylation with p-nitrobenzoyl chloride (IV) in the presence of pyridine provided amide (V),which was demethylated with excess BBr3 to give the corresponding triphenol.
📌 参考资料/链接:
参考文献标题:Antitumor agents.185.Synthesis and biological evaluation of tridemethylthiocolchicine analogues as novel topoisomerase II inhibitors
文献作者:Guan,J.; Zhu,X.K.; Tachibana,Y.; Bastow,K.F.; Brossi,A.; Hamel,E.; Lee,K.H.
参考来源:J Med Chem 1998,41(11),1956