N-{3-[(6-aminoacridin-3-yl)methoxycarbonylamino]propyl}succinamic acid | 713513-42-9

• 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: N-{3-[(6-aminoacridin-3-yl)methoxycarbonylamino]propyl}succinamic acid
• 英文别名: 4-[3-[(6-Aminoacridin-3-yl)-methoxycarbonylamino]propylamino]-4-oxobutanoic acid；4-[3-[(6-aminoacridin-3-yl)-methoxycarbonylamino]propylamino]-4-oxobutanoic acid
• CAS: 713513-42-9
• 化学式: C₂₂H₂₄N₄O₅
• 分子量: 424.456
• InChiKey: WNBQPDATYHHMCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (6-aminoacridin-3-yl)-(3-aminopropyl)carbamic acid methyl ester 、 N-{3-[(6-aminoacridin-3-yl)methoxycarbonylamino]propyl}succinamic acid 在 N,N'-二环己基碳二亚胺 作用下， 反应 2.0h， 生成 N,N'-bis-{3-[(6-aminoacridin-3-yl)methoxycarbonylamino]propyl}succinamide
  参考文献：
  名称：

  Synthesis, DNA intercalation and europium(III)-triggered DNA photocleavage by a bis-proflavine succinamide conjugate

  摘要：

  We describe the synthesis of a bis-proflavine derivative containing a succinamide linking chain. Levels of pUC19 plasmid DNA photocleavage by this compound are significantly enhanced in the presence of Eu3+ (350 nm, 22 degreesC, pH 7.0). UV-visible spectrophotometric Studies of the ligand With Calf thymus DNA show bathochromic-shifts and hypochromicity in the major absorption bands of the bis-proflavine derivative. Viscosimetric analysis of the helical extension of sonicated calf thymus DNA agrees with a monofunctional intercalation process. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.177
• 作为产物：
  描述：

  6-amino-3-methoxycarbonylaminoacridine 在 4-二甲氨基吡啶 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 N-{3-[(6-aminoacridin-3-yl)methoxycarbonylamino]propyl}succinamic acid
  参考文献：
  名称：

  Synthesis, DNA intercalation and europium(III)-triggered DNA photocleavage by a bis-proflavine succinamide conjugate

  摘要：

  We describe the synthesis of a bis-proflavine derivative containing a succinamide linking chain. Levels of pUC19 plasmid DNA photocleavage by this compound are significantly enhanced in the presence of Eu3+ (350 nm, 22 degreesC, pH 7.0). UV-visible spectrophotometric Studies of the ligand With Calf thymus DNA show bathochromic-shifts and hypochromicity in the major absorption bands of the bis-proflavine derivative. Viscosimetric analysis of the helical extension of sonicated calf thymus DNA agrees with a monofunctional intercalation process. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.177

文献信息

• Synthesis, DNA intercalation and europium(III)-triggered DNA photocleavage by a bis-proflavine succinamide conjugate
  作者：Juan-Félix Espinosa、Marı́a-José Fernández、Kathryn B. Grant、Lourdes Gude、Marı́a-Melia Rodrigo、Antonio Lorente

  DOI：10.1016/j.tetlet.2004.03.177

  日期：2004.5

  We describe the synthesis of a bis-proflavine derivative containing a succinamide linking chain. Levels of pUC19 plasmid DNA photocleavage by this compound are significantly enhanced in the presence of Eu3+ (350 nm, 22 degreesC, pH 7.0). UV-visible spectrophotometric Studies of the ligand With Calf thymus DNA show bathochromic-shifts and hypochromicity in the major absorption bands of the bis-proflavine derivative. Viscosimetric analysis of the helical extension of sonicated calf thymus DNA agrees with a monofunctional intercalation process. (C) 2004 Elsevier Ltd. All rights reserved.