4-[4-(4-cyanophenyl)-1-piperazinyl]benzonitrile -Drug Synthesis Database

【结构式】

【分子编号】64041

【品名】4-[4-(4-cyanophenyl)-1-piperazinyl]benzonitrile

【CA登记号】

【分子式】C₁₈H₁₆N₄

【分子量】288.352

【元素组成】C 74.98% H 5.59% N 19.43%

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)

Condensation of 4-fluorobenzonitrile (I) with piperazine (II) in hot DMSO gives rise to the dinitrile adduct (III). This is then converted into imidate (IV) with HCl/EtOH. Treatment of imidate (IV) with ethanolic ammonia furnishes the corresponding bis-amidine derivative, which is finally isolated as the dihydrochloride salt. (1,2)

参考文献中间体

合成目标

【1】 Tao, B.; Huang, T.L.; Zhang, Q.; Jackson, L.; Queener, S.F.; Donkor, I.O.; Synthesis and anti-Pneumocystis carinii activity of conformationally restricted analogues of pentamidine. Eur J Med Chem 1999, 34, 6, 531.
【2】 Donkor, I.O.; Huang, T.L.; Tao, B.; Rattendi, D.; Lane, S.; Vargas, M.; Goldberg, B.; Bacchi, C.; Trypanocidal activity of conformationally restricted pentamidine congeners. J Med Chem 2003, 46, 6, 1041.

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)	14144	4-Fluorobenzonitrile	1194-02-1	C₇H₄FN	详情	详情
(II)	10355	Diethylenediamine; Piperazine	110-85-0	C₄H₁₀N₂	详情	详情
(III)	64041	4-[4-(4-cyanophenyl)-1-piperazinyl]benzonitrile		C₁₈H₁₆N₄	详情	详情
(IV)	64042	ethyl 4-(4-{4-[ethoxy(imino)methyl]phenyl}-1-piperazinyl)benzenecarboximidoate		C₂₂H₂₈N₄O₂	详情	详情

Extended Information