methyl 2-{[(1E)-(4-bromophenyl)methylene]amino}-1-oxo-1,2-dihydroisoquinoline-4-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: methyl 2-{[(1E)-(4-bromophenyl)methylene]amino}-1-oxo-1,2-dihydroisoquinoline-4-carboxylate
• 英文别名: methyl 2-[(E)-(4-bromophenyl)methyleneamino]-1-oxo-isoquinoline-4-carboxylate；methyl 2-[(E)-(4-bromophenyl)methylideneamino]-1-oxoisoquinoline-4-carboxylate
• 化学式: C₁₈H₁₃BrN₂O₃
• 分子量: 385.217
• InChiKey: BCBRADZKUJRXKE-KEBDBYFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  isocoumarin-4-carboxylic acid 在 硫酸 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.5h， 生成 methyl 2-{[(1E)-(4-bromophenyl)methylene]amino}-1-oxo-1,2-dihydroisoquinoline-4-carboxylate
  参考文献：
  名称：

  Synthesis and anti-measles virus activity of new isoquinolin-4-one derivatives

  摘要：

  Despite intense efforts to increase vaccine coverage, measles virus (MV) still causes significant morbidity and mortality in the world sometimes as a results of severe, chronic and lethal diseases. In an effort to develop therapies to supplement immunization strategies a number of 1-oxo-2-[[(1E)-phenylmethylene]amino]-1,2-dihydroisoquinoline-4-carboxylic acid derivatives were synthesized and evaluated for anti-measles activity. The substituents on the aromatic ring were chosen in order to evaluate the influence of electron-withdrawing or electron-donating effects on the electronic density of the aromatic moiety. We also evaluated the introduction of a vinyl chain between the exocyclic nitrogen and phenyl moiety. The biological results allow to outline some preliminary considerations on structure-activity relationship.

  DOI：

  10.1016/j.farmac.2003.07.003

文献信息

• Synthesis and anti-measles virus activity of new isoquinolin-4-one derivatives
  作者：N.A Santagati、E Bousquet、A Garozzo、O Prezzavento、A Spadaro、G Ronsisvalle

  DOI：10.1016/j.farmac.2003.07.003

  日期：2003.12

  Despite intense efforts to increase vaccine coverage, measles virus (MV) still causes significant morbidity and mortality in the world sometimes as a results of severe, chronic and lethal diseases. In an effort to develop therapies to supplement immunization strategies a number of 1-oxo-2-[[(1E)-phenylmethylene]amino]-1,2-dihydroisoquinoline-4-carboxylic acid derivatives were synthesized and evaluated for anti-measles activity. The substituents on the aromatic ring were chosen in order to evaluate the influence of electron-withdrawing or electron-donating effects on the electronic density of the aromatic moiety. We also evaluated the introduction of a vinyl chain between the exocyclic nitrogen and phenyl moiety. The biological results allow to outline some preliminary considerations on structure-activity relationship.