2-acridin-4-ylmethylisoindole-1,3-dione | 33258-95-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-acridin-4-ylmethylisoindole-1,3-dione
• 英文别名: N-acridin-4-ylmethyl-phthalimide；2-(acridin-4-ylmethyl)-1H-isoindole-1,3(2H)-dione；2-(acridin-4-ylmethyl)isoindole-1,3-dione
• CAS: 33258-95-6
• 化学式: C₂₂H₁₄N₂O₂
• mdl: MFCD03768418
• 分子量: 338.365
• InChiKey: MIACVWPCUHSXJM-UHFFFAOYSA-N

物化性质

• 熔点：
  199 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  575.0±33.0 °C(Predicted)
• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-acridin-4-ylmethylisoindole-1,3-dione 以 盐酸 为溶剂， 反应 96.0h， 以96%的产率得到C-acridin-4-ylmethylamine
  参考文献：
  名称：

  Synthesis and Crystallographic Studies of New Acridinic Esters and Amides: An Efficient Synthetic Route to 4-Methyl Functionalized Acridines

  摘要：

  In order to open a new way in antitumor drugs research, an efficient synthetic route to mono functional 4-substitued acridine derivatives has been developed on the basis of direct electrophilic substitution of acridine. This method leads to a wide range of simple acridinic patterns that can be linked to various side chains. We present here the synthesis of two new families of acridine ester and amide derivatives, obtained from acridinic alcohol and amine respectively, with high yields. Some crystallographic aspects of one representative compound of each family are discussed.

  DOI：

  10.3987/com-03-9778
• 作为产物：
  描述：

  吖啶 、 N-羟甲基邻苯二甲酰亚胺 以 硫酸 为溶剂， 反应 168000.0h， 以64%的产率得到2-acridin-4-ylmethylisoindole-1,3-dione
  参考文献：
  名称：

  Synthesis and Crystallographic Studies of New Acridinic Esters and Amides: An Efficient Synthetic Route to 4-Methyl Functionalized Acridines

  摘要：

  In order to open a new way in antitumor drugs research, an efficient synthetic route to mono functional 4-substitued acridine derivatives has been developed on the basis of direct electrophilic substitution of acridine. This method leads to a wide range of simple acridinic patterns that can be linked to various side chains. We present here the synthesis of two new families of acridine ester and amide derivatives, obtained from acridinic alcohol and amine respectively, with high yields. Some crystallographic aspects of one representative compound of each family are discussed.

  DOI：

  10.3987/com-03-9778

文献信息

• Synthesis and Crystallographic Studies of New Acridinic Esters and Amides: An Efficient Synthetic Route to 4-Methyl Functionalized Acridines
  作者：Julien Chiron、Jean-Pierre Galy

  DOI：10.3987/com-03-9778

  日期：——

  In order to open a new way in antitumor drugs research, an efficient synthetic route to mono functional 4-substitued acridine derivatives has been developed on the basis of direct electrophilic substitution of acridine. This method leads to a wide range of simple acridinic patterns that can be linked to various side chains. We present here the synthesis of two new families of acridine ester and amide derivatives, obtained from acridinic alcohol and amine respectively, with high yields. Some crystallographic aspects of one representative compound of each family are discussed.