7,12-dihydroimidazo[1,2-a]naphtho[2,3-g][1,5]naphthyridine | 1093239-90-7

• 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: 7,12-dihydroimidazo[1,2-a]naphtho[2,3-g][1,5]naphthyridine
• 英文别名: 4,7,12-Triazapentacyclo[11.8.0.03,11.04,8.015,20]henicosa-1,3(11),5,7,9,12,15,17,19-nonaene
• CAS: 1093239-90-7
• 化学式: C₁₈H₁₃N₃
• 分子量: 271.321
• InChiKey: DAHILPAAYYVDEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-aminoimidazo[1,2-a]pyridine-5-carbaldehyde 、 β-四氢萘酮 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以28%的产率得到7,12-dihydroimidazo[1,2-a]naphtho[2,3-g][1,5]naphthyridine
  参考文献：
  名称：

  Novel imidazo[1,2-a]naphthyridinic systems (part 1): Synthesis, antiproliferative and DNA-intercalating activities

  摘要：

  Novel imidazo[1,2-a]naphthyridinic systems 6a-15a and 6b-15b were obtained from Friedlander's reaction in imidazo[1,2-a]pyridine series. Most of the compounds were evaluated for their antitumor activity in the NCIs in vitro human tumor cell line screening panel. Among them, pentacyclic derivatives 13b and 14a exhibited in vitro activity comparable to anticancer agent such as amsacrine. Their mechanism of cytotoxicity action was unrelated to poisoning or inhibiting abilities against topo1. On the contrary, we highlighted a direct intercalation of the drugs into DNA by electrophoresis on agarose gel. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.017

文献信息

• Novel imidazo[1,2-a]naphthyridinic systems (part 1): Synthesis, antiproliferative and DNA-intercalating activities
  作者：Mounir Andaloussi、Emmanuel Moreau、Nicolas Masurier、Jacques Lacroix、René C. Gaudreault、Jean-Michel Chezal、Anas El Laghdach、Damien Canitrot、Eric Debiton、Jean-Claude Teulade、Olivier Chavignon

  DOI：10.1016/j.ejmech.2008.02.017

  日期：2008.11

  Novel imidazo[1,2-a]naphthyridinic systems 6a-15a and 6b-15b were obtained from Friedlander's reaction in imidazo[1,2-a]pyridine series. Most of the compounds were evaluated for their antitumor activity in the NCIs in vitro human tumor cell line screening panel. Among them, pentacyclic derivatives 13b and 14a exhibited in vitro activity comparable to anticancer agent such as amsacrine. Their mechanism of cytotoxicity action was unrelated to poisoning or inhibiting abilities against topo1. On the contrary, we highlighted a direct intercalation of the drugs into DNA by electrophoresis on agarose gel. (C) 2008 Elsevier Masson SAS. All rights reserved.