氨萘非特N-氧化物 | 112726-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 中文名称: 氨萘非特N-氧化物
• 英文名称: Amonafide N-Oxide
• 英文别名: 2-(5-amino-1,3-dioxobenzo[de]isoquinolin-2-yl)-N,N-dimethylethanamine oxide
• CAS: 112726-97-3
• 化学式: C₁₆H₁₇N₃O₃
• mdl: MFCD23160259
• 分子量: 299.329
• InChiKey: LJUFWPUIUNYNJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  81.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氨萘非特 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 氨萘非特N-氧化物
  参考文献：
  名称：

  Novel N-oxide of naphthalimides as prodrug leads against hypoxic solid tumor: Synthesis and biological evaluation

  摘要：

  Novel tertiary amine N-oxides of naphthalimides were designed and synthesized as potential anticancer agents against hypoxic solid tumors. Although their ctDNA-binding affinities and cytotoxic activities against usual tumor cell lines were lower than those of corresponding amines, the N-oxides All and A4 showed hypoxia preference activities against A375 cells in vitro and might be used as interesting candidates of prodrug leads in hypoxic tumor cells. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.015

文献信息

• Novel aliphatic N-oxide of naphthalimides as fluorescent markers for hypoxic cells in solid tumor
  作者：Hong Yin、Weiping Zhu、Yufang Xu、Min Dai、Xuhong Qian、Yuanli Li、Jianwen Liu

  DOI：10.1016/j.ejmech.2011.04.040

  日期：2011.7

  A series of novel aliphatic N-oxide of naphthalimides (A1-A5) were designed and prepared. The N-O group was firstly introduced into the amine side chain tailed to planar naphthalimide chromophore as hypoxic bioreductive marker. Fluorescence image analysis showed that the compounds could be used as potential markers for hypoxic cells (V79) in vitro especially for A1 with 17 times hypoxic-oxic fluorescence differential, which was probably due to the bis-bioreduction mechanism. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Novel N-oxide of naphthalimides as prodrug leads against hypoxic solid tumor: Synthesis and biological evaluation
  作者：Hong Yin、Yufang Xu、Xuhong Qian、Yuanli Li、Jianwen Liu

  DOI：10.1016/j.bmcl.2007.02.015

  日期：2007.4

  Novel tertiary amine N-oxides of naphthalimides were designed and synthesized as potential anticancer agents against hypoxic solid tumors. Although their ctDNA-binding affinities and cytotoxic activities against usual tumor cell lines were lower than those of corresponding amines, the N-oxides All and A4 showed hypoxia preference activities against A375 cells in vitro and might be used as interesting candidates of prodrug leads in hypoxic tumor cells. (c) 2007 Elsevier Ltd. All rights reserved.