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【结 构 式】 
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【分子编号】63195 【品名】N-[2-(dimethylamino)ethyl]-N-(9-imino-4-nitro-9,10-dihydro-1-acridinyl)amine; N~1~-(9-imino-4-nitro-9,10-dihydro-1-acridinyl)-N~2~,N~2~-dimethyl-1,2-ethanediamine 【CA登记号】 |
【 分 子 式 】C17H19N5O2 【 分 子 量 】325.37036 【元素组成】C 62.76% H 5.89% N 21.52% O 9.83% |
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)1-Chloro-4-nitro-9,10-dihydroacridin-9-one (I) is refluxed with POCl3 in the presence of a catalytic amount of DMF and subsequently reacted with ammonium carbonate in hot phenol to provide the amino acridine (II). Displacement of the 4-chloro group of (II) with N,N-dimethylethanediamine (III) in DMF at 100 C leads to amine (IV). Cyclization of (IV) with SOCl2 yields the target thiadiazinoacridine, which is finally isolated as the corresponding maleate salt.
| 【1】 Antonini, I.; Polucci, P.; Magnano, A.; Cacciamani, D.; Konieczny, M.T.; Paradziej-Lukowicz, J.; Martelli, S.; Rational design, synthesis and biological evaluation of thiadiazinoacridines: A new class of antitumor agents. Bioorg Med Chem 2003, 11, 3, 399. |
| 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) | 52276 | 1-chloro-4-nitro-9(10H)-acridinone | C13H7ClN2O3 | 详情 | 详情 | |
| (II) | 63194 | 1-chloro-4-nitro-9-acridinamine; 1-chloro-4-nitro-9-acridinylamine | C13H8ClN3O2 | 详情 | 详情 | |
| (III) | 14881 | N-(2-aminoethyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,2-ethanediamine; 2-Dimethylaminoethylamine | 108-00-9 | C4H12N2 | 详情 | 详情 |
| (IV) | 63195 | N-[2-(dimethylamino)ethyl]-N-(9-imino-4-nitro-9,10-dihydro-1-acridinyl)amine; N~1~-(9-imino-4-nitro-9,10-dihydro-1-acridinyl)-N~2~,N~2~-dimethyl-1,2-ethanediamine | C17H19N5O2 | 详情 | 详情 |
Extended Information