7-methoxy-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazole-6,9-dione | 1221422-93-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-methoxy-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazole-6,9-dione
• CAS: 1221422-93-0
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: CVVKGESDRXTAIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙烯亚胺 、 7-methoxy-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazole-6,9-dione 以 甲醇 为溶剂， 反应 2.0h， 以77%的产率得到7-(N-aziridinyl)-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazole-6,9-dione
  参考文献：
  名称：

  The influence of the aziridinyl substituent of benzimidazoles and benzimidazolequinones on toxicity towards normal and Fanconi anaemia cells

  摘要：

  Aziridinyl substituted benzimidazolequinones are more toxic than methoxy analogues towards normal human fibroblast cells (GM00637). The aziridinyl substituent is required for hypersensitive killing of Fanconi anaemia (FA) cells (PD20i) deficient in FANCD2. Despite lacking quinone functionality, 4,7-dimethoxy-N-[(aziridin-2-yl)methyl]benzimidazole also induces hypersensitivity from FA cells, similar to their response towards mitomycin C. Expression of FANCD2 (in PD20:RV) corrects FA cell hypersensitivity supporting cellular response via the FANC pathway. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.01.026
• 作为产物：
  描述：

  6-amino-7-methoxy-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazole 在 potassium dihydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 水 为溶剂， 反应 0.5h， 以83%的产率得到7-methoxy-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazole-6,9-dione
  参考文献：
  名称：

  The influence of the aziridinyl substituent of benzimidazoles and benzimidazolequinones on toxicity towards normal and Fanconi anaemia cells

  摘要：

  Aziridinyl substituted benzimidazolequinones are more toxic than methoxy analogues towards normal human fibroblast cells (GM00637). The aziridinyl substituent is required for hypersensitive killing of Fanconi anaemia (FA) cells (PD20i) deficient in FANCD2. Despite lacking quinone functionality, 4,7-dimethoxy-N-[(aziridin-2-yl)methyl]benzimidazole also induces hypersensitivity from FA cells, similar to their response towards mitomycin C. Expression of FANCD2 (in PD20:RV) corrects FA cell hypersensitivity supporting cellular response via the FANC pathway. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.01.026

文献信息

• The influence of the aziridinyl substituent of benzimidazoles and benzimidazolequinones on toxicity towards normal and Fanconi anaemia cells
  作者：Karen Fahey、Liz O'Donovan、Miriam Carr、Michael P. Carty、Fawaz Aldabbagh

  DOI：10.1016/j.ejmech.2010.01.026

  日期：2010.5

  Aziridinyl substituted benzimidazolequinones are more toxic than methoxy analogues towards normal human fibroblast cells (GM00637). The aziridinyl substituent is required for hypersensitive killing of Fanconi anaemia (FA) cells (PD20i) deficient in FANCD2. Despite lacking quinone functionality, 4,7-dimethoxy-N-[(aziridin-2-yl)methyl]benzimidazole also induces hypersensitivity from FA cells, similar to their response towards mitomycin C. Expression of FANCD2 (in PD20:RV) corrects FA cell hypersensitivity supporting cellular response via the FANC pathway. (C) 2010 Elsevier Masson SAS. All rights reserved.