|
【结 构 式】 
|
【药物名称】ABT-751, E-7010 【化学名称】N-[2-(4-Hydroxyphenylamino)-3-pyridyl]-4-methoxybenzenesulfonamide 【CA登记号】141430-65-1, 141450-48-8 (monoHCl) 【 分 子 式 】C18H17N3O4S 【 分 子 量 】371.41789 |
【开发单位】Eisai (Originator), Abbott (Licensee) 【药理作用】Breast Cancer Therapy, Colorectal Cancer Therapy, Lung Cancer Therapy, Oncolytic Drugs, Renal Cancer Therapy, Solid Tumors Therapy, Antimitotic Drugs, Microtubule-Stabilizing Agents |
合成路线1
The condensation of 4-aminophenol (I) with 2-chloro-3-nitropyridine (II) in DMF at 100 C gives 4-(3-nitropyridin-2-ylamino)phenol (III), which is reduced with H2 over Pd/C in THF-methanol to afford 4-(3-aminopyridin-2-ylamino)phenol (IV). Finally, this compound is condensed with 4-methoxybenzenesulfonylchloride (V) by means of pyridine in THF.
| 【1】 Yoshino, H.; Ueda, N.; Sugumi, H.; Niijima, J.; Kotake, Y.; Okada, T.; Koyanagi, N.; Watanabe, T.; Asada, M.; Yoshimatsu, K.; Iijima, A.; Nagasu, T.; Tsukahara, K.; Kitoh, K. (Eisai Co., Ltd.); Sulfonamide derivs. EP 0472053; JP 1993039256; US 5250549; US 5292758; US 5332751; US 5434172 . |
| 【2】 Niijima, J.; Yoshino, H.; Ueda, N.; et al.; Novel sulfonamides as potential, systemically active antitumor agents. J Med Chem 1992, 35, 13, 2496-7. |
| 【3】 Hoshi, A.; Castaner, J.; E-7010. Drugs Fut 1993, 18, 11, 995. |
| 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) | 15715 | 4-Aminophenol | 123-30-8 | C6H7NO | 详情 | 详情 |
| (II) | 10321 | 2-Chloro-3-nitropyridine | 5470-18-8 | C5H3ClN2O2 | 详情 | 详情 |
| (III) | 15717 | 4-[(3-nitro-2-pyridinyl)amino]phenol | C11H9N3O3 | 详情 | 详情 | |
| (IV) | 15718 | 4-[(3-amino-2-pyridinyl)amino]phenol | C11H11N3O | 详情 | 详情 | |
| (V) | 15719 | 4-methoxybenzenesulfonyl chloride | 98-68-0 | C7H7ClO3S | 详情 | 详情 |