[(3aR,4R,6R,6aR)-4-[6-amino-2-[[(1S)-1-phenylpropyl]amino]purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol | 254741-29-2

• 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: [(3aR,4R,6R,6aR)-4-[6-amino-2-[[(1S)-1-phenylpropyl]amino]purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol
• CAS: 254741-29-2
• 化学式: C₂₂H₂₈N₆O₄
• 分子量: 440.502
• InChiKey: FUITUABTPRPHNE-SWQDORGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(3aR,4R,6R,6aR)-4-[6-amino-2-[[(1S)-1-phenylpropyl]amino]purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 0.25h， 以18%的产率得到(R)-2-[(1-phenylpropyl)amino]adenosine
  参考文献：
  名称：

  The Synthesis and Biological activity of a Highly Selective Adenosine A_2a. Receptor Agonist

  摘要：

  Three novel nucleosides 1, 2, and 3 were prepared that contained side chains at the 2-position of adenosine. Compound I was shown to be the most selective A(2a) receptor agonist reported to date having an A(1)/A(2) ratio of 2400. In addition, compound 1 was shown to reduce blood pressure in rats and dogs with only minimal effects on heart rate.

  DOI：

  10.1080/07328319908044874
• 作为产物：
  描述：

  2-氯腺嘌呤核苷 在 对甲苯磺酸 作用下， 反应 18.0h， 生成 [(3aR,4R,6R,6aR)-4-[6-amino-2-[[(1S)-1-phenylpropyl]amino]purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol
  参考文献：
  名称：

  The Synthesis and Biological activity of a Highly Selective Adenosine A_2a. Receptor Agonist

  摘要：

  Three novel nucleosides 1, 2, and 3 were prepared that contained side chains at the 2-position of adenosine. Compound I was shown to be the most selective A(2a) receptor agonist reported to date having an A(1)/A(2) ratio of 2400. In addition, compound 1 was shown to reduce blood pressure in rats and dogs with only minimal effects on heart rate.

  DOI：

  10.1080/07328319908044874