2-{2-[(2-aminoethyl)amino]ethyl}-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione -Drug Synthesis Database

【结构式】

【分子编号】55424

【品名】2-{2-[(2-aminoethyl)amino]ethyl}-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione

【CA登记号】

【分子式】C₁₆H₁₆N₄O₄

【分子量】328.3276

【元素组成】C 58.53% H 4.91% N 17.06% O 19.49%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

The reaction of 3-nitro-1,8-naphthalic anhydride (I) with diethylenetriamine (II) in cool ethanol gives the cyclic monoamide (III). The reaction of the 3-nitro-1,8-naphthalic anhydride (I) with 3-aminobenzoic acid (IV) in hot DMSO/pyridine gives the corresponding cyclic naphthalamide (V). Finally, the benzoic acid (V) is condensed with the amine group of (III) by means of CDI in DMSO to afford the target bis naphthalamide.

参考文献中间体

合成目标

【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)	15864	5-nitro-1H,3H-benzo[de]isochromene-1,3-dione; 3-Nitro-1,8-naphthalic anhydride	3027-38-1	C₁₂H₅NO₅	详情	详情
(II)	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
(III)	55424	2-{2-[(2-aminoethyl)amino]ethyl}-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione		C₁₆H₁₆N₄O₄	详情	详情
(IV)	26638	3-Aminobenzoic acid	99-05-8	C₇H₇NO₂	详情	详情
(V)	55382	3-[5-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl]benzoic acid		C₁₉H₁₀N₂O₆	详情	详情

Extended Information