2-amino-6-guanidino-9-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-9H-purine | 851213-47-3

• 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-6-guanidino-9-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-9H-purine
• CAS: 851213-47-3
• 化学式: C₁₃H₂₀N₈O₂
• 分子量: 320.354
• InChiKey: HJBYRJUYFFYHDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.14
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  152.48
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-amino-6-guanidino-9-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-9H-purine 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以67%的产率得到N-[2-amino-9-(2-hydroxy-ethyl)-9H-purin-6-yl]-guanidine
  参考文献：
  名称：

  Synthesis of 9-alkyl and 9-heteroalkyl substituted 2-amino-6-guanidinopurines and their influence on the NO-production in macrophages

  摘要：

  9-Alkyl and 9-heteroalkyl substituted derivatives of the 2-amino-6-guanidinopurine were synthesized by alkylation of 2amino -6-chloropurine and subsequent guanidinolysis. The activity of the thus prepared compounds on murine macrophages was examined. Compounds 4a, 4b, and 4d inhibit the LPS + IFN-gamma-induced NO production in murine macrophages while compound 4h stimulates this production. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.02.008
• 作为产物：
  描述：

  2-氨基-6-氯嘌呤 在 三乙烯二胺 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 20.0h， 生成 2-amino-6-guanidino-9-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-9H-purine
  参考文献：
  名称：

  Synthesis of 9-alkyl and 9-heteroalkyl substituted 2-amino-6-guanidinopurines and their influence on the NO-production in macrophages

  摘要：

  9-Alkyl and 9-heteroalkyl substituted derivatives of the 2-amino-6-guanidinopurine were synthesized by alkylation of 2amino -6-chloropurine and subsequent guanidinolysis. The activity of the thus prepared compounds on murine macrophages was examined. Compounds 4a, 4b, and 4d inhibit the LPS + IFN-gamma-induced NO production in murine macrophages while compound 4h stimulates this production. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.02.008