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【结 构 式】 
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【药物名称】Janex-1, HI-P131, DDE-9501, WHI-P131 【化学名称】4-(4-Hydroxyphenylamino)-6,7-dimethoxyquinazoline 【CA登记号】202475-60-3 【 分 子 式 】C16H15N3O3 【 分 子 量 】297.31625 |
【开发单位】Parker Hughes Institute (Originator) 【药理作用】Colorectal Cancer Therapy, Drugs for Allergic Rhinitis, IMMUNOMODULATING AGENTS, Leukemia Therapy, Oncolytic Drugs, RESPIRATORY DRUGS, Treatment of Transplant Rejection, Treatment of Upper Respiratory Tract Disorders, Cell Adhesion Inhibitors, Inhibitors of Signal Transduction Pathways, Jak3 Inhibitors |
合成路线1
4,5-Dimethoxy-2-nitrobenzoic acid (I) was treated with thionyl chloride to form acid chloride (II), followed by reaction with ammonia to yield 4,5-dimethoxy-2-nitrobenzamide (III). This was reduced with sodium borohydride in the presence of copper sulfate to give aminobenzamide (IV), which was refluxed with formic acid to afford 6,7-dimethoxyquinazoline-4(3H)-one (V). Subsequent treatment of (V) with phosphoryl chloride gave the chloroquinazoline (VI). The title compound was then prepared by condensation of (VI) with 4-aminophenol (VII) in refluxing ethanol.
| 【1】 Liu, X.-P.; Narla, R.K.; Uckun, F.M. (Parker Hughes Institute); Quinazolines for treating brain tumor. WO 9961428 . |
| 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) | 31789 | 4,5-dimethoxy-2-nitrobenzoic acid | 4998-07-6 | C9H9NO6 | 详情 | 详情 |
| (II) | 31790 | 4,5-dimethoxy-2-nitrobenzoyl chloride | C9H8ClNO5 | 详情 | 详情 | |
| (III) | 31791 | 4,5-dimethoxy-2-nitrobenzamide | 4959-60-8 | C9H10N2O5 | 详情 | 详情 |
| (IV) | 31792 | 2-amino-4,5-dimethoxybenzamide | 5004-88-6 | C9H12N2O3 | 详情 | 详情 |
| (V) | 18684 | 6,7-dimethoxy-4(3H)-quinazolinone | 13794-72-4 | C10H10N2O3 | 详情 | 详情 |
| (VI) | 23765 | 4-chloro-6,7-dimethoxyquinazoline; 4-chloro-6-methoxy-7-quinazolinyl methyl ether | C10H9ClN2O2 | 详情 | 详情 | |
| (VII) | 15715 | 4-Aminophenol | 123-30-8 | C6H7NO | 详情 | 详情 |