2-[3-(2-nitro-1H-imidazol-1-yl)propyl]-1H-isoindole-1,3(2H)-dione -Drug Synthesis Database

【结构式】

【分子编号】41281

【品名】2-[3-(2-nitro-1H-imidazol-1-yl)propyl]-1H-isoindole-1,3(2H)-dione

【CA登记号】

【分子式】C₁₄H₁₂N₄O₄

【分子量】300.27384

【元素组成】C 56% H 4.03% N 18.66% O 21.31%

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 condensation of 2-nitroimidazole (I) with N-(3-bromopropyl)phthalimide (II) by means of NaH in DMSO gives N-[3-(2-nitroimidazol-1-yl)propyl]phthalimide (III), which is treated with hydrazine in ethanol/water to yield 3-(2-nitroimidazol-1-yl)propylamine (IV). Finally this amine is condensed with 9-chloroacridine by means of TEA.

参考文献中间体

合成目标

【1】 Bloomer, W.D.; Papadopoulou, M.V.; Nitroheterocyclic-linked acridines as DNA-targeting bioreductive agents. Drugs Fut 1993, 18, 3, 231.
【2】 DeCarneri, I.; Giraldi, P.N.; Mariotti, V.; Studies on antiprotozoans. Synthesis and biological activity of some styrylimidazole derivatives. J Med Chem 1968, 11, 60-70.
【3】 Adams, G.E.; Ahmed, I.; Stratford, I.J. (Gerald Edward Adams; Ian James Stratford; Israr Ahmed); Bis(nitro-1-imidazolyl alkylamine) platinum complexes useful in radiotheraphy or chemotherapy. GB 2131020 .

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)	10145	2-Nitro-1H-imidazole; 2-Nitroimidazole	527-73-1	C₃H₃N₃O₂	详情	详情
(II)	15216	N-(3-Bromopropyl)phthalimide; 2-(3-bromopropyl)-1H-isoindole-1,3(2H)-dione	5460-29-7	C₁₁H₁₀BrNO₂	详情	详情
(III)	41281	2-[3-(2-nitro-1H-imidazol-1-yl)propyl]-1H-isoindole-1,3(2H)-dione		C₁₄H₁₂N₄O₄	详情	详情
(IV)	41282	3-(2-nitro-1H-imidazol-1-yl)-1-propanamine; 3-(2-nitro-1H-imidazol-1-yl)propylamine		C₆H₁₀N₄O₂	详情	详情
(V)	32672	9-chloroacridine	1207-69-8	C₁₃H₈ClN	详情	详情

Extended Information