10-[(4-aminophenyl)methyl]-2H-[1,2,4]triazino[4,3-a]benzimidazole-3,4-dione | 1219829-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 10-[(4-aminophenyl)methyl]-2H-[1,2,4]triazino[4,3-a]benzimidazole-3,4-dione
• CAS: 1219829-43-2
• 化学式: C₁₆H₁₃N₅O₂
• 分子量: 307.312
• InChiKey: IHOIEQDRNXKNCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  91
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  10-[(4-aminophenyl)methyl]-2H-[1,2,4]triazino[4,3-a]benzimidazole-3,4-dione 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 Ethyl 2-[10-[(4-aminophenyl)methyl]-3,4-dioxo-[1,2,4]triazino[4,3-a]benzimidazol-2-yl]acetate
  参考文献：
  名称：

  RETRACTED: Synthesis and biological evaluation of [1,2,4]triazino[4,3-a] benzimidazole acetic acid derivatives as selective aldose reductase inhibitors

  摘要：

  The acetic acid derivatives of [1,2,4]triazino[4,3-a]benzimidazole (TBI) were synthesized and tested in vitro and in vivo as selective aldose reductase (ALR2) inhibitors. Compound PS11 showed highest inhibitory activity (IC50) 0.32 mu M and was found to be effective in preventing cataract development in severely galactosemic rats when administered as an eyedrop solution. All the compounds investigated were selective for ALR2, since none of them inhibited appreciably aldehyde reductase, sorbitol dehydrogenase, or glutathione reductase. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.031
• 作为产物：
  描述：

  4-[(2-Hydrazinylbenzimidazol-1-yl)methyl]aniline 、 草酸二乙酯 以 乙醇 为溶剂， 生成 10-[(4-aminophenyl)methyl]-2H-[1,2,4]triazino[4,3-a]benzimidazole-3,4-dione
  参考文献：
  名称：

  RETRACTED: Synthesis and biological evaluation of [1,2,4]triazino[4,3-a] benzimidazole acetic acid derivatives as selective aldose reductase inhibitors

  摘要：

  The acetic acid derivatives of [1,2,4]triazino[4,3-a]benzimidazole (TBI) were synthesized and tested in vitro and in vivo as selective aldose reductase (ALR2) inhibitors. Compound PS11 showed highest inhibitory activity (IC50) 0.32 mu M and was found to be effective in preventing cataract development in severely galactosemic rats when administered as an eyedrop solution. All the compounds investigated were selective for ALR2, since none of them inhibited appreciably aldehyde reductase, sorbitol dehydrogenase, or glutathione reductase. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.031

文献信息

• RETRACTED: Synthesis and biological evaluation of [1,2,4]triazino[4,3-a] benzimidazole acetic acid derivatives as selective aldose reductase inhibitors
  作者：Prasanta Kumar Sahoo、Pritishova Behera

  DOI：10.1016/j.ejmech.2009.11.031

  日期：2010.3

  The acetic acid derivatives of [1,2,4]triazino[4,3-a]benzimidazole (TBI) were synthesized and tested in vitro and in vivo as selective aldose reductase (ALR2) inhibitors. Compound PS11 showed highest inhibitory activity (IC50) 0.32 mu M and was found to be effective in preventing cataract development in severely galactosemic rats when administered as an eyedrop solution. All the compounds investigated were selective for ALR2, since none of them inhibited appreciably aldehyde reductase, sorbitol dehydrogenase, or glutathione reductase. (C) 2009 Elsevier Masson SAS. All rights reserved.