4-[[3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronoyl]amino]benzoic acid

• 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: 4-[[3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronoyl]amino]benzoic acid
• 英文别名: 4-[[(2S,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-1H-purin-9-yl)oxolane-2-carbonyl]amino]benzoic acid
• 化学式: C₁₇H₁₅N₅O₇
• 分子量: 401.335
• InChiKey: UPARWGJEVAQSCU-MEQWQQMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  175
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-[[3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronoyl]amino]benzoic acid 在 氨 作用下， 以 水 为溶剂， 以100%的产率得到potassium 4-[[3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronoyl]amino]benzoate
  参考文献：
  名称：

  A New Method for Synthesis and Angiogenic Evaluation of Leteprinim Potassium and Its Novel Analogs

  摘要：

  We developed a novel pathway for the successful synthesis of leteprinim potassium 1, which is one of the candidate substances for treating Alzheimer's disease, and subsequently synthesized 4 types of corresponding novel derivatives 2-5 that have hypoxanthine or 2-chloro-6-aminopurine as the nucleobase. We then determined the angiogenic activity of these compounds by using human umbilical vein endothelial cells. Compounds 1-4 showed no angiogenic potencies judging from statistical analysis, student's t-test.

  DOI：

  10.3987/com-13-12824
• 作为产物：
  描述：

  2',3'-O-异丙叉肌苷 在 氯化亚砜 、 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 、 水 、 potassium carbonate 、 三氟乙酸 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 21.5h， 生成 4-[[3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronoyl]amino]benzoic acid
  参考文献：
  名称：

  A New Method for Synthesis and Angiogenic Evaluation of Leteprinim Potassium and Its Novel Analogs

  摘要：

  We developed a novel pathway for the successful synthesis of leteprinim potassium 1, which is one of the candidate substances for treating Alzheimer's disease, and subsequently synthesized 4 types of corresponding novel derivatives 2-5 that have hypoxanthine or 2-chloro-6-aminopurine as the nucleobase. We then determined the angiogenic activity of these compounds by using human umbilical vein endothelial cells. Compounds 1-4 showed no angiogenic potencies judging from statistical analysis, student's t-test.

  DOI：

  10.3987/com-13-12824