2-amino-4-(2-piperidin-1-ylethoxy)benzaldehyde | 485843-94-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-amino-4-(2-piperidin-1-ylethoxy)benzaldehyde
• 英文别名: Benzaldehyde, 2-amino-4-[2-(1-piperidinyl)ethoxy]-
• CAS: 485843-94-5
• 化学式: C₁₄H₂₀N₂O₂
• 分子量: 248.325
• InChiKey: QBZSVOIZNXIPLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-4-(2-piperidin-1-ylethoxy)benzaldehyde 在 盐酸 、 溶剂黄146 作用下， 反应 32.0h， 生成 8-aminomethyl-7-methyl-9-oxo-3-(2-piperidin-1-ylethoxy)-9,11-dihydroindolizino[1,2-b]quinoline dihydrochloride
  参考文献：
  名称：

  Formaldehyde-Induced DNA Cross-Link of Indolizino[1,2-b]quinolines Derived from the A−D Rings of Camptothecin

  摘要：

  Camptothecin consists of a lactone E ring adjacent to tetracyclic A-D rings of a planar chromophore, which are essential for topoisomerase I inhibition and DNA interaction. The A-D rings can be exploited to develop DNA-sequence-reading molecules. Indolizino[1,2-b]-quinoline derivatives substituted with a piperidinoethyloxy side chain and an aminomethyl function on rings A and D, respectively, were synthesized, and their DNA binding and formaldehyde-mediated bonding properties were investigated.

  DOI：

  10.1021/jm020235g
• 作为产物：
  描述：

  4-羟基-2-硝基苯甲醛 在 盐酸 、 铁粉 、 potassium carbonate 作用下， 以 乙醇 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 生成 2-amino-4-(2-piperidin-1-ylethoxy)benzaldehyde
  参考文献：
  名称：

  Formaldehyde-Induced DNA Cross-Link of Indolizino[1,2-b]quinolines Derived from the A−D Rings of Camptothecin

  摘要：

  Camptothecin consists of a lactone E ring adjacent to tetracyclic A-D rings of a planar chromophore, which are essential for topoisomerase I inhibition and DNA interaction. The A-D rings can be exploited to develop DNA-sequence-reading molecules. Indolizino[1,2-b]-quinoline derivatives substituted with a piperidinoethyloxy side chain and an aminomethyl function on rings A and D, respectively, were synthesized, and their DNA binding and formaldehyde-mediated bonding properties were investigated.

  DOI：

  10.1021/jm020235g

文献信息

• Microwave-Assisted Synthesis of Indolizino[1,2-<i>b</i>]quinolines
  作者：Jean-Pierre Hénichart、Aurore Perzyna、Raymond Houssin、Didier Barbry

  DOI：10.1055/s-2002-35585

  日期：——

  An improved preparation of indolizinoquinolines using microwave-assisted synthesis is described. The process involves the Friedländer reaction of o-aminobenzaldehydes or imine with tetrahydroindolizinediones to form the quinoline structure.

  本文介绍了一种利用微波辅助合成法制备吲哚喹啉类化合物的改进方法。该工艺涉及邻氨基苯甲醛或亚胺与四氢吲哚二酮的弗里德拉德反应，从而形成喹啉结构。