2-amino-9-(2,3-dihydro-1H-inden-1-yl)-1H-purin-6(9H)-one | 944450-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-amino-9-(2,3-dihydro-1H-inden-1-yl)-1H-purin-6(9H)-one
• 英文别名: 2-amino-9-(2,3-dihydro-1H-inden-1-yl)-1H-purin-6-one
• CAS: 944450-56-0
• 化学式: C₁₄H₁₃N₅O
• 分子量: 267.29
• InChiKey: TUYGXLJABZVNKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  85.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-9-(2,3-dihydro-1H-inden-1-yl)-1H-purin-6(9H)-one 在 溴 作用下， 以 水 为溶剂， 生成 2-Amino-8-bromo-9-indan-1-yl-1,9-dihydro-purin-6-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of guanine analogues as phosphodiesterase 7 (PDE7) inhibitors

  摘要：

  The synthesis of a novel series of guanine analogues is reported. The compounds have been assessed in vitro and some analogues have been found to be inhibitors of phosphodiesterase type 7 (PDE7). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00125-1
• 作为产物：
  描述：

  2-氨基-6-氯嘌呤 在 sodium hydroxide 、 potassium carbonate 作用下， 生成 2-amino-9-(2,3-dihydro-1H-inden-1-yl)-1H-purin-6(9H)-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of guanine analogues as phosphodiesterase 7 (PDE7) inhibitors

  摘要：

  The synthesis of a novel series of guanine analogues is reported. The compounds have been assessed in vitro and some analogues have been found to be inhibitors of phosphodiesterase type 7 (PDE7). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00125-1

文献信息

• Mitsunobu Coupling of Nucleobases and Alcohols:  An Efficient, Practical Synthesis for Novel Nonsugar Carbon Nucleosides
  作者：Weibing Lu、Sujata Sengupta、Jeffrey L. Petersen、Novruz G. Akhmedov、Xiaodong Shi

  DOI：10.1021/jo070515+

  日期：2007.6.1

  A simple facile synthesis of substituted purine derivatives has been developed by using Mitsunobu conditions for an alcohol and a respective nucleobase. A wide range of alcohols produces good to excellent yield (> 90%). The resulting purine analogues show good regioselectivity with N-9 substitution as the dominant products in most of the cases. Application of diastereospecific alcohols reveals a complete inversion of the carbon stereogenic center giving a single diastereomer. More than two dozen novel nucleobase derivatives have been prepared in high yield.