Ethyl 18-methyl-6,20-dioxa-2,8,18-triazapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1,3(12),4(9),10,13,15,17(22)-heptaene-8-carboxylate | 169944-62-1

• 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: Ethyl 18-methyl-6,20-dioxa-2,8,18-triazapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1,3(12),4(9),10,13,15,17(22)-heptaene-8-carboxylate
• CAS: 169944-62-1
• 化学式: C₂₁H₂₁N₃O₄
• 分子量: 379.415
• InChiKey: QXLDFHIDRVKMFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 18-methyl-6,20-dioxa-2,8,18-triazapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1,3(12),4(9),10,13,15,17(22)-heptaene-8-carboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 5.0h， 以61%的产率得到8-Methyl-6,20-dioxa-2,8,18-triazapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1,3(12),4(9),10,13,15,17(22)-heptaene
  参考文献：
  名称：

  Reaction of Proflavine Derivatives with Formaldehyde: Access to Mono- and Bis-(3,4-dihydro[1,3]oxazino)acridines of Pharmacological Interest

  摘要：

  DOI：

  10.3987/com-97-8083
• 作为产物：
  描述：

  聚合甲醛 、 3-acetylamino-6-ethoxycarbonylaminoacridine 在 甲烷磺酸 作用下， 以 水 为溶剂， 以43%的产率得到Ethyl 18-methyl-6,20-dioxa-2,8,18-triazapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1,3(12),4(9),10,13,15,17(22)-heptaene-8-carboxylate
  参考文献：
  名称：

  Reaction of Proflavine Derivatives with Formaldehyde: Access to Mono- and Bis-(3,4-dihydro[1,3]oxazino)acridines of Pharmacological Interest

  摘要：

  DOI：

  10.3987/com-97-8083

文献信息

• 4-Hydroxymethyl-3-aminoacridine Derivatives as a New Family of Anticancer Agents
  作者：Franck Charmantray、Martine Demeunynck、Danièle Carrez、Alain Croisy、Amélie Lansiaux、Christian Bailly、Pierre Colson

  DOI：10.1021/jm020389w

  日期：2003.3.1

  3-Amino- and 3-alkylamino-4-hydroxymethylacridines bearing various substituents on the C ring have been prepared by regioselective electrophilic aromatic substitution of the corresponding 3-aminoacridines and ring opening of the dihydrooxazinoacridine key intermediates. Most of the new compounds show potent cytotoxic activities against murine L1210 (leukemia), human A549 (lung), and HT29 (colon) cancer cell lines. The most cytotoxic molecules, 1 and 13, are active at nanomolar concentrations. As predicted for acridine derivatives, the new compounds intercalate in DNA, but interestingly they do not interfere with topoisomerase I and II activities. The mode of action remains uncertain because intracellular distribution indicated very different behaviors for 1 and 13. Compound 13 is uniformly distributed in the cell both in the cytoplasm and in the nucleus, whereas compound 1 is essentially localized in cytoplasmic granules.
• Reaction of Proflavine Derivatives with Formaldehyde: Access to Mono- and Bis-(3,4-dihydro[1,3]oxazino)acridines of Pharmacological Interest
  作者：Martine Demeunynck、Noémie Fixler Fixler、Alain Duflos、Jean Lhomme

  DOI：10.3987/com-97-8083

  日期：——