|
【结 构 式】 
|
【药物名称】B-4128 【化学名称】N,5-Bis(2,4-dichlorophenyl)-3-(2,2,6,6-tetramethylpiperidin-4-ylimino)-3,5-dihydrophenazin-2-amine 【CA登记号】175096-73-8 【 分 子 式 】C33H31Cl4N5 【 分 子 量 】639.46052 |
【开发单位】Adcock Ingram (Originator), University College Dublin (Originator), University of Pretoria (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Antimycobacterial Agents |
合成路线1
Hydrogenation of 1-anilino-2-nitrobenzene derivative (I) over Pd/C affords the corresponding diphenylamine (II), which is oxidatively condensed by means of FeCl3 and HCl or AcOH in EtOH to form the iminophenazine derivative (III). Finally, the target compound can be obtained by reaction of (III) with substituted amine (IV) in refluxing dioxane.
| 【1】 Medlen, C.E.; Anderson, R.; Huygens, F. (University of Pretoria); Use of riminophenazines as antimicrobial and antimalarial agents. WO 9745120 . |
| 【2】 Anderson, R.; Medlen, C.E.; O'Sullivan, J.F. (Adcock Ingram Ltd.; University of Pretoria); Use of riminophenzine for treating MDR resistance. EP 0676201; US 5763443 . |
| 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) | 48838 | 2,4-dichloro-N-(2-nitrophenyl)aniline; N-(2,4-dichlorophenyl)-N-(2-nitrophenyl)amine | C12H8Cl2N2O2 | 详情 | 详情 | |
| (II) | 48839 | N-(2-aminophenyl)-N-(2,4-dichlorophenyl)amine; N(1)-(2,4-dichlorophenyl)-1,2-benzenediamine | C12H10Cl2N2 | 详情 | 详情 | |
| (III) | 48840 | N,5-bis(2,4-dichlorophenyl)-3-imino-3,5,10,10a-tetrahydro-2-phenazinamine; N-(2,4-dichlorophenyl)-N-[5-(2,4-dichlorophenyl)-3-imino-3,5,10,10a-tetrahydro-2-phenazinyl]amine | C24H16Cl4N4 | 详情 | 详情 | |
| (IV) | 25596 | 2,2,6,6-tetramethyl-4-piperidinamine | 36768-62-4 | C9H20N2 | 详情 | 详情 |
Extended Information