2-(2-nitro-1H-imidazol-1-yl)ethylamine; 2-(2-nitro-1H-imidazol-1-yl)-1-ethanamine -Drug Synthesis Database

【结构式】

【分子编号】41284

【品名】2-(2-nitro-1H-imidazol-1-yl)ethylamine; 2-(2-nitro-1H-imidazol-1-yl)-1-ethanamine

【CA登记号】

【分子式】C₅H₈N₄O₂

【分子量】156.14428

【元素组成】C 38.46% H 5.16% N 35.88% O 20.49%

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：(IV)

The condensation of 2-nitroimidazole (I) with N-(2-bromoethyl)phthalimide (II) by means of NaH in DMSO gives N-[2-(2-nitroimidazol-1-yl)ethyl]phthalimide (III), which is treated with hydrazine in ethanol/water to yield 2-(2-nitroimidazol-1-yl)ethylamine (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)	37025	2-(2-bromoethyl)-1H-isoindole-1,3(2H)-dione	574-98-1	C₁₀H₈BrNO₂	详情	详情
(III)	41283	2-[2-(2-nitro-1H-imidazol-1-yl)ethyl]-1H-isoindole-1,3(2H)-dione		C₁₃H₁₀N₄O₄	详情	详情
(IV)	41284	2-(2-nitro-1H-imidazol-1-yl)ethylamine; 2-(2-nitro-1H-imidazol-1-yl)-1-ethanamine		C₅H₈N₄O₂	详情	详情
(V)	32672	9-chloroacridine	1207-69-8	C₁₃H₈ClN	详情	详情

Extended Information