O²-butyl-O^2'_,O3'-ethoxymethanediyl-isoguanosine | 56720-42-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: O²-butyl-O^2'_,O3'-ethoxymethanediyl-isoguanosine
• 英文别名: 2-Butoxy-2',3'-O-ethoxymethylidenadenosin
• CAS: 56720-42-4
• 化学式: C₁₇H₂₅N₅O₆
• 分子量: 395.415
• InChiKey: HONINHSMNBYSPT-FDGLDMCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.58
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  136.0
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  O²-butyl-O^2'_,O3'-ethoxymethanediyl-isoguanosine 在 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 生成 2-(n-butoxy)adenosine
  参考文献：
  名称：

  2-Alkoxyadenosines: potent and selective agonists at the coronary artery A2 adenosine receptor

  摘要：

  A Langendorff guinea pig heart preparation served for the assay of agonist activity of a series of 24 2-alkoxyadenosines at the A1 and A2 adenosine receptors of, respectively, the atrioventricular node (conduction block) and coronary arteries (vasodilation). Activities are low at the A1 receptor and do not show a clear relationship to the size or hydrophobicity of the C-2 substituent. All the analogues are more potent at the A2 receptor, activity varying directly with the size and hydrophobicity of the alkyl group. The most potent analogue in this series, 2-(2-cyclohexylethoxy)adenosine, has an EC50 of 1 nM for coronary vasodilation and is 8700-fold selective for the A2 receptor.

  DOI：

  10.1021/jm00108a014
• 作为产物：
  描述：

  2-chloro-2',3'-O-(ethoxymethylidene) adenosine 、 正丁醇 在 正丁基锂 作用下， 生成 O²-butyl-O^2'_,O3'-ethoxymethanediyl-isoguanosine
  参考文献：
  名称：

  2-Alkoxyadenosines: potent and selective agonists at the coronary artery A2 adenosine receptor

  摘要：

  A Langendorff guinea pig heart preparation served for the assay of agonist activity of a series of 24 2-alkoxyadenosines at the A1 and A2 adenosine receptors of, respectively, the atrioventricular node (conduction block) and coronary arteries (vasodilation). Activities are low at the A1 receptor and do not show a clear relationship to the size or hydrophobicity of the C-2 substituent. All the analogues are more potent at the A2 receptor, activity varying directly with the size and hydrophobicity of the alkyl group. The most potent analogue in this series, 2-(2-cyclohexylethoxy)adenosine, has an EC50 of 1 nM for coronary vasodilation and is 8700-fold selective for the A2 receptor.

  DOI：

  10.1021/jm00108a014