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【结 构 式】

【药物名称】

【化学名称】5-Bromo-3-[(4-fluorophenyl)(1H-imidazol-1-yl)methyl]-1-methyl-1H-indole

【CA登记号】

【 分 子 式 】C19H15BrFN3

【 分 子 量 】384.2539

【开发单位】Universität des Saarlandes (Originator)

【药理作用】Oncolytic Drugs, Aromatase Inhibitors

合成路线1

The methylation of 5-bromo-1H-indole (I) with methyl iodide and NaH in DMSO gives the 1-methyl derivative (II), which is acylated with 4-fluorobenzoyl chloride (III) and AlCl3 in dichloromethane yielding the 3-acyl derivative (IV). The reduction of (IV) with NaBH4 in methanol affords the corresponding carbinol (V), which is finally treated with carbonyl diimidazole (VI) in THF.

1 Marchand, P.; Robert, J.-M.; Palzer, M.; Delovoye-Seiller, B.; Hartmann, R.W.; Le Baut, G.; Le Borgne, M.; New selective nonsteroidal aromatase inhibitors: Synthesis and inhibitory activity of 2, 3 or 5-(alpha-azolylbenzyl)-1H-indoles. Bioorg Med Chem Lett 1999, 9, 3, 333.
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) 13309 5-Bromo-1H-indole; 5-Bromoindole 10075-50-0 C8H6BrN 详情 详情
(II) 29521 5-bromo-1-methyl-1H-indole C9H8BrN 详情 详情
(III) 17263 4-fluorobenzoyl chloride 403-43-0 C7H4ClFO 详情 详情
(IV) 29522 (5-bromo-1-methyl-1H-indol-3-yl)(4-fluorophenyl)methanone C16H11BrFNO 详情 详情
(V) 29523 (5-bromo-1-methyl-1H-indol-3-yl)(4-fluorophenyl)methanol C16H13BrFNO 详情 详情
(VI) 11353 1,1'-Carbonyldiimidazole; Di(1H-imidazol-1-yl)methanone; N,N-Carbonyldiimidazole; 1,1'-Carbonylbis(1H-imidazole) 530-62-1 C7H6N4O 详情 详情
Extended Information