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【结 构 式】 
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【药物名称】 【化学名称】N4-[2-(4-Phenoxyphenyl)ethyl]quinazoline-4,6-diamine 【CA登记号】 【 分 子 式 】C22H20N4O 【 分 子 量 】356.4309 |
【开发单位】Japan Energy (Originator) 【药理作用】Antiarthritic Drugs, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES, NF-kappaB (NFKB) Activation Inhibitors |
合成路线1
Chlorination of 6-nitro-4-quinazolone (I) in refluxing SOCl2 affords 4-chloro-6-nitroquinazoline (II), which is then condensed with 4-phenoxyphenethylamine (III) to furnish the 4-aminoquinazoline (IV). Finally, nitro group reduction employing iron powder and acetic acid gives rise to the title compound.
| 【1】 Tobe, M.; Isobe, Y.; Tomizawa, H.; Nagasaki, T.; Takahashi, H.; Fukazawa, T.; Hayashi, H.; Discovery of quinazolines as a novel structural class of potent inhibitors of NF-kappaB activation. Bioorg Med Chem 2003, 11, 3, 383. |
| 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) | 34444 | 6-nitro-4(3H)-quinazolinone | C8H5N3O3 | 详情 | 详情 | |
| (II) | 63327 | 4-chloro-6-nitroquinazoline | C8H4ClN3O2 | 详情 | 详情 | |
| (III) | 63328 | 2-(4-phenoxyphenyl)-1-ethanamine; 4-phenoxyphenethylamine | C14H15NO | 详情 | 详情 | |
| (IV) | 63329 | 6-nitro-N-(4-phenoxyphenethyl)-4-quinazolinamine; N-(6-nitro-4-quinazolinyl)-N-(4-phenoxyphenethyl)amine | C22H18N4O3 | 详情 | 详情 |
Extended Information