3-(4-methoxyphenoxy)-2H-isoindole-1-carboxaldehyde | 1285621-31-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-methoxyphenoxy)-2H-isoindole-1-carboxaldehyde
• 英文别名: 3-(4-methoxyphenoxy)-2H-isoindole-1-carbaldehyde
• CAS: 1285621-31-9
• 化学式: C₁₆H₁₃NO₃
• 分子量: 267.284
• InChiKey: FDLLTAURUKZPPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 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：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-Chloro-1-dimethylaminomethylidene-1H-isoindole 在 水 、 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.08h， 生成 3-(4-methoxyphenoxy)-2H-isoindole-1-carboxaldehyde
  参考文献：
  名称：

  Nucleophilic substitutions in the isoindole series as a valuable tool to synthesize derivatives with antitumor activity

  摘要：

  A novel synthetic approach to the synthesis of 3-substituted isoindoles through nucleophilic substitution of 3-halo derivatives by charged carbon, and neutral nitrogen, oxygen, and sulfur nucleophiles, assisted by a 1-acyl group, is reported. Aryl-thio-isoindoles, obtained through a direct nucleophilic substitution with sulfur nucleophiles, showed cytotoxic activity, with GI(50) values from micromolar to sub-micromolar concentrations, against the total number of cell lines investigated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.056

文献信息

• Nucleophilic substitutions in the isoindole series as a valuable tool to synthesize derivatives with antitumor activity
  作者：Patrizia Diana、Annamaria Martorana、Paola Barraja、Alessandra Montalbano、Anna Carbone、Girolamo Cirrincione

  DOI：10.1016/j.tet.2011.01.056

  日期：2011.3

  A novel synthetic approach to the synthesis of 3-substituted isoindoles through nucleophilic substitution of 3-halo derivatives by charged carbon, and neutral nitrogen, oxygen, and sulfur nucleophiles, assisted by a 1-acyl group, is reported. Aryl-thio-isoindoles, obtained through a direct nucleophilic substitution with sulfur nucleophiles, showed cytotoxic activity, with GI(50) values from micromolar to sub-micromolar concentrations, against the total number of cell lines investigated. (C) 2011 Elsevier Ltd. All rights reserved.