N-[(7'-methyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3-dihydroindolizine]-6'-yl)methyl]acetamide | 485843-96-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-[(7'-methyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3-dihydroindolizine]-6'-yl)methyl]acetamide
• CAS: 485843-96-7
• 化学式: C₁₄H₁₈N₂O₄
• 分子量: 278.308
• InChiKey: JYMAAASECFFZOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(7'-methyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3-dihydroindolizine]-6'-yl)methyl]acetamide 在 溶剂黄146 作用下， 反应 11.0h， 生成 N-[7-methyl-9-oxo-9,11-dihydroindolizino[1,2-b]quinoline-8-ylmethyl]acetamide
  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：

  乙酸酐 、 2',3'-二氢-7'-甲基-5'-氧代-螺[1,3-二氧戊环-2,1'(5'H)-吲嗪]-6'-甲腈 在 镍 氢气 、 溶剂黄146 作用下， 45.0 ℃ 、344.75 kPa 条件下， 生成 N-[(7'-methyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3-dihydroindolizine]-6'-yl)methyl]acetamide
  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

• Formaldehyde-Induced DNA Cross-Link of Indolizino[1,2-<i>b</i>]quinolines Derived from the A−D Rings of Camptothecin
  作者：Aurore Perzyna、Carine Marty、Michael Facompré、Jean-François Goossens、Nicole Pommery、Pierre Colson、Claude Houssier、Raymond Houssin、Jean-Pierre Hénichart、Christian Bailly

  DOI：10.1021/jm020235g

  日期：2002.12.1

  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.