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【结 构 式】 
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【分子编号】48817 【品名】N-(2-[(E)-3-[(E)-2,2-dimethylhydrazono]-1-propenyl]phenyl)-2,2,2-trifluoroacetamide 【CA登记号】 |
【 分 子 式 】C13H14F3N3O 【 分 子 量 】285.2689896 【元素组成】C 54.74% H 4.95% F 19.98% N 14.73% O 5.61% |
合成路线1
该中间体在本合成路线中的序号：(I)The cyclization of quinoline-5,8-dione (I) with dimethylhydrazone (II) in refluxing acetic anhydride gives the pyridoquinolinedione (III), which is finally cyclized to the target pentacyclic ketone by means of TFA in refluxing dichloromethane.
| 【1】 Bastide, J.; Darro, F.; Bontemps-Subielos, N.; Frydman, A.; Decaestecker, C.; Delfourne, E.; Kiss, R.; Synthesis and characterization of the antitumor activities of analogues of meridine, a marine pyridoacridine alkaloid. J Med Chem 2001, 44, 20, 3275. |
| 【2】 Kiss, R.; Bontemps-Subielos, N.; Frydman, A.; Darro, F.; Bastide, J.; Deflourne, E. (Laboratoires L. Lafon); Pharmaceutical compsn. based on polyaromatic cpds.. FR 2790954; WO 0055160 . |
| 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) | 48817 | N-(2-[(E)-3-[(E)-2,2-dimethylhydrazono]-1-propenyl]phenyl)-2,2,2-trifluoroacetamide | C13H14F3N3O | 详情 | 详情 | |
| (II) | 25759 | 5,8-quinolinedione | C9H5NO2 | 详情 | 详情 | |
| (III) | 48818 | N-[2-(5,10-dioxo-5,10-dihydropyrido[3,2-g]quinolin-4-yl)phenyl]-2,2,2-trifluoroacetamide | C20H10F3N3O3 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)The cyclization of dimethylhydrazone (I) with 4-methoxyquinoline-5,8-dione (II) in refluxing acetic anhydride gives the pyridoquinolinedione (III), which is finally cyclized to the target pentacyclic ketone by means of TFA in refluxing dichloromethane.
| 【1】 Bastide, J.; Darro, F.; Bontemps-Subielos, N.; Frydman, A.; Decaestecker, C.; Delfourne, E.; Kiss, R.; Synthesis and characterization of the antitumor activities of analogues of meridine, a marine pyridoacridine alkaloid. J Med Chem 2001, 44, 20, 3275. |
| 【2】 Kiss, R.; Bontemps-Subielos, N.; Frydman, A.; Darro, F.; Bastide, J.; Deflourne, E. (Laboratoires L. Lafon); Pharmaceutical compsn. based on polyaromatic cpds.. FR 2790954; WO 0055160 . |
| 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) | 48817 | N-(2-[(E)-3-[(E)-2,2-dimethylhydrazono]-1-propenyl]phenyl)-2,2,2-trifluoroacetamide | C13H14F3N3O | 详情 | 详情 | |
| (II) | 48819 | 4-methoxy-5,8-quinolinedione | C10H7NO3 | 详情 | 详情 | |
| (III) | 52020 | 2,2,2-trifluoro-N-[2-(6-methoxy-5,10-dioxo-5,10-dihydropyrido[3,2-g]quinolin-4-yl)phenyl]acetamide | C21H12F3N3O4 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(II)The cyclization of 4-methoxyquinoline-5,8-dione (I) with dimethylhydrazone (II) in refluxing acetic anhydride gives the target pyridoquinolinedione.
| 【1】 Bastide, J.; Darro, F.; Bontemps-Subielos, N.; Frydman, A.; Decaestecker, C.; Delfourne, E.; Kiss, R.; Synthesis and characterization of the antitumor activities of analogues of meridine, a marine pyridoacridine alkaloid. J Med Chem 2001, 44, 20, 3275. |
| 【2】 Kiss, R.; Bontemps-Subielos, N.; Frydman, A.; Darro, F.; Bastide, J.; Deflourne, E. (Laboratoires L. Lafon); Pharmaceutical compsn. based on polyaromatic cpds.. FR 2790954; WO 0055160 . |
合成路线4
该中间体在本合成路线中的序号：(I)The cyclization of dimethylhydrazone (I) with quinoline-5,8-dione (II) in refluxing acetic anhydride gives the target pyridoquinolinedione.
| 【1】 Bastide, J.; Darro, F.; Bontemps-Subielos, N.; Frydman, A.; Decaestecker, C.; Delfourne, E.; Kiss, R.; Synthesis and characterization of the antitumor activities of analogues of meridine, a marine pyridoacridine alkaloid. J Med Chem 2001, 44, 20, 3275. |
| 【2】 Kiss, R.; Bontemps-Subielos, N.; Frydman, A.; Darro, F.; Bastide, J.; Deflourne, E. (Laboratoires L. Lafon); Pharmaceutical compsn. based on polyaromatic cpds.. FR 2790954; WO 0055160 . |