dimethyl 1-methylbenzimidazole-5,6-dicarboxylate | 338450-75-2

• 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: dimethyl 1-methylbenzimidazole-5,6-dicarboxylate
• CAS: 338450-75-2
• 化学式: C₁₂H₁₂N₂O₄
• 分子量: 248.238
• InChiKey: IUIZABVMJGTNOL-UHFFFAOYSA-N

物化性质

• 沸点：
  370.8±45.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 1-methylbenzimidazole-5,6-dicarboxylate 在 氢氧化钾 、 乙酸酐 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 1-methylbenzimidazole-5,6-dicarboxylic acid anhydride
  参考文献：
  名称：

  Nonpeptide Cholecystokinin-2 Receptor Agonists

  摘要：

  In the course of structural explorations around a series of potent CCK2 receptor antagonists, it was noted that simple N-methylation of the indolic N-H in the parent molecule gave rise to behavior in vivo that was consistent with the compound acting as an agonist. Exploration in vitro confirmed this property, and it was shown that the agonist action could be blocked by the reference CCK2 receptor antagonist, L-365,260. Further examples of this type of modification were explored, and a common theme with regard to agonist behavior was uncovered. Some molecular modeling is also presented in an attempt to throw light on the nature of the ligand receptor interactions that may be giving rise to the differing properties of these, apparently, structurally similar molecules.

  DOI：

  10.1021/jm0010668
• 作为产物：
  描述：

  dimethyl 4,5-diaminophthalate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.5h， 生成 dimethyl 1-methylbenzimidazole-5,6-dicarboxylate
  参考文献：
  名称：

  Nonpeptide Cholecystokinin-2 Receptor Agonists

  摘要：

  In the course of structural explorations around a series of potent CCK2 receptor antagonists, it was noted that simple N-methylation of the indolic N-H in the parent molecule gave rise to behavior in vivo that was consistent with the compound acting as an agonist. Exploration in vitro confirmed this property, and it was shown that the agonist action could be blocked by the reference CCK2 receptor antagonist, L-365,260. Further examples of this type of modification were explored, and a common theme with regard to agonist behavior was uncovered. Some molecular modeling is also presented in an attempt to throw light on the nature of the ligand receptor interactions that may be giving rise to the differing properties of these, apparently, structurally similar molecules.

  DOI：

  10.1021/jm0010668

文献信息

• Nonpeptide Cholecystokinin-2 Receptor Agonists
  作者：S. Barret Kalindjian、David J. Dunstone、Caroline M. R. Low、Michael J. Pether、Sonia P. Roberts、Matthew J. Tozer、Gillian F. Watt、Nigel P. Shankley

  DOI：10.1021/jm0010668

  日期：2001.4.1

  In the course of structural explorations around a series of potent CCK2 receptor antagonists, it was noted that simple N-methylation of the indolic N-H in the parent molecule gave rise to behavior in vivo that was consistent with the compound acting as an agonist. Exploration in vitro confirmed this property, and it was shown that the agonist action could be blocked by the reference CCK2 receptor antagonist, L-365,260. Further examples of this type of modification were explored, and a common theme with regard to agonist behavior was uncovered. Some molecular modeling is also presented in an attempt to throw light on the nature of the ligand receptor interactions that may be giving rise to the differing properties of these, apparently, structurally similar molecules.