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【结 构 式】 
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【药物名称】Bz-423 【化学名称】7-Chloro-5-(4-hydroxyphenyl)-1-methyl-3-(2-naphthylmethyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one 【CA登记号】216691-95-1 【 分 子 式 】C27H21ClN2O2 【 分 子 量 】440.93362 |
【开发单位】University of California, Berkeley (Originator), University of Michigan (Originator) 【药理作用】Systemic Lupus Erythematosus, Agents for, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES, Treatment of Other Autoimmune Disorders, Apoptosis Inducers |
合成路线1
Acylation of the 2-aminobenzophenone (I) with bromoacetyl bromide (II) provides the bromoacetamide (III). Subsequent treatment of (III) with ammonia leads to the benzodiazepinone (IV). Methylation of the lactam N with iodomethane in the presence of K2CO3 gives rise to (V). The potassium enolate of benzodiazepinone (V) is then alkylated by 2-(bromomethyl)naphthalene (VI) to furnish the naphthylmethyl derivative (VII). Finally, methyl ether cleavage using AlBr3 in ethanethiol provides the target phenolic compound
| 【1】 Kim, K.; Volkman, S.K.; Ellman, J.A.; Synthesis of 3-substituted 1,4-benzodiazepin-2-ones. J Braz Chem Soc 1998, 9, 4, 375. |
| 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) | 63044 | C14H12ClNO2 | 详情 | 详情 | ||
| (II) | 14005 | 2-Bromoacetyl bromide; Bromoacetyl bromide | 598-21-0 | C2H2Br2O | 详情 | 详情 |
| (III) | 63045 | C16H13BrClNO3 | 详情 | 详情 | ||
| (IV) | 63046 | C16H13ClN2O2 | 详情 | 详情 | ||
| (V) | 63043 | C17H15ClN2O2 | 详情 | 详情 | ||
| (VI) | 35612 | 2-(bromomethyl)naphthalene | 939-26-4 | C11H9Br | 详情 | 详情 |
| (VII) | 63042 | C28H23ClN2O2 | 详情 | 详情 |