【结 构 式】 |
【药物名称】Naphthal-NU 【化学名称】N-(2-Chloroethyl)-N'-[2-(1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)ethyl]-N-nitrosourea 【CA登记号】 【 分 子 式 】C17H15ClN4O4 【 分 子 量 】374.7865 |
【开发单位】Chittaranjan National Cancer Institute (Originator) 【药理作用】Oncolytic Drugs, DNA-Damaging Drugs, Nitrosoureas |
合成路线1
Condensation of 1,8-naphthalic anhydride (I) with ethylenediamine (II) provides the N-aminoethyl naphthalimide (III). Amine (III) is subsequently condensed with 2-chloroethyl isocyanate (IV) to afford urea (V). Finally, nitrosation of (V) by means of NaNO2 and formic acid leads to the title N-nitrosourea.
【1】 Samanta, S.; et al.; Evaluation of naphthal-NU, a 2-chloroethylnitrosourea derivative of naphthalimide, as a mixed-function anticancer agent. J Exp Clin Cancer Res 2002, 21, 1, 87. |
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) | 16982 | 1H,3H-benzo[de]isochromene-1,3-dione; 1,8-Naphthalic Anhydride | 81-84-5 | C12H6O3 | 详情 | 详情 |
(II) | 14754 | ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine;1,2-Ethanediamine | 107-15-3 | C2H8N2 | 详情 | 详情 |
(III) | 59030 | 2-(2-aminoethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione | C14H12N2O2 | 详情 | 详情 | |
(IV) | 11237 | 1-Chloro-2-isocyanatoethane; 2-Chloroethyl isocyanate | 1943-83-5 | C3H4ClNO | 详情 | 详情 |
(V) | 59031 | N-(2-chloroethyl)-N'-{2-[1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl]ethyl}urea | C17H16ClN3O3 | 详情 | 详情 |
Extended Information