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【结 构 式】 
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【药物名称】DB-51808 【化学名称】N,N'-Bis[2-[2-[6-chloro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl]ethylamino]ethyl]-5-[1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl]isophthalamide 【CA登记号】254452-58-9 (diHCl) 【 分 子 式 】C52H39Cl2N7O8 【 分 子 量 】960.83873 |
【开发单位】Taiho (Originator) 【药理作用】Oncolytic Drugs |
合成路线1
The reaction of 5-aminoisophthalic acid (I) with 1,8-naphthalic anhydride (II) in DMSO/pyridine gives the expected naphthalimide (III), which is condensed with diethylenetriamine (IV) by means of CDI in DMA to yield the isophthalamide (V). Finally, the free amino groups of (V) are condensed with 4-chloronaphthalic anhydride (VI) in pyridine/DMSO to afford the target tris naphthalimide.
| 【1】 Suzuki, K.; Yamada, Y.; Asao, T.; Noguchi, K.; Wakida, M. (Taiho Pharmaceutical Co., Ltd.); Naphthalimidobenzamide derivs.. EP 1020446; US 6300331; WO 0001672 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 55377 | 5-Aminobenzene-1,3-dicarboxylic acid; 5-Aminoisophthalic acid; 5-Aminoisophthalmic acid | 99-31-0 | C8H7NO4 | 详情 | 详情 |
| (II) | 16982 | 1H,3H-benzo[de]isochromene-1,3-dione; 1,8-Naphthalic Anhydride | 81-84-5 | C12H6O3 | 详情 | 详情 |
| (III) | 55378 | 5-[1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl]isophthalic acid | C20H11NO6 | 详情 | 详情 | |
| (IV) | 55379 | 2,2'-Diaminodiethylamine; 2,2'-Iminodiethylamine; Bis(beta-Aminoethyl)amine; Diethylentriamine; N-(2-Aminoethyl)-1,2-ethanediamine | 111-40-0 | C4H13N3 | 详情 | 详情 |
| (V) | 55380 | N~1~,N~3~-bis{2-[(2-aminoethyl)amino]ethyl}-5-[1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl]isophthalamide | C28H33N7O4 | 详情 | 详情 | |
| (VI) | 55381 | 4-Chloro-1,8-naphthalic anhydride | 4053-08-1 | C12H5ClO3 | 详情 | 详情 |
Extended Information