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【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