2-(6-amino-9H-purin-9-yl)-1-phenylethanone | 79892-45-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(6-amino-9H-purin-9-yl)-1-phenylethanone
• 英文别名: phenacyl-9 adenine；9-phenacyladenine；2-(6-Amino-9H-purine-9-yl)-1-phenylethanone；2-(6-aminopurin-9-yl)-1-phenylethanone
• CAS: 79892-45-8
• 化学式: C₁₃H₁₁N₅O
• 分子量: 253.263
• InChiKey: BDKWLPNYCJDNMC-UHFFFAOYSA-N

物化性质

• 熔点：
  292.4 °C (decomp)
• 沸点：
  530.7±60.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  86.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(6-Chloro-purin-9-yl)-1-phenyl-ethanone 在 氨 作用下， 以 水 为溶剂， 以63.6%的产率得到2-(6-amino-9H-purin-9-yl)-1-phenylethanone
  参考文献：
  名称：

  Design, synthesis and characterization of N9/N7-substituted 6-aminopurines as VEGF-R and EGF-R inhibitors

  摘要：

  In this study we report on the design, synthesis and biological characterization of novel N-9 or N-7 arylethanone-substituted 6-aminopurines and 6-methoxypurines, respectively, as EGF-R and VEGF-R. inhibitors. The compounds were initially profiled in a panel of 24 cancer-relevant protein kinases. Dependent on the regio-substitution of the purine core we found inhibition activity for EGF-R. and VEGF-R with IC50 values in the mu M range. The two novel N-9/N-7 2-(6-amino-purine)-1-(1H-indole-3-yl)ethanone derivatives were characterized in an enhanced panel of 78 kinases showing the N-9 derivative to also inhibit MNK1 and IRR while the N-7 isomer was found to be specific for VEGF-R2. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.012

文献信息

• Hedayatullah, Mir; Roger, Annie, Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 1093 - 1096
  作者：Hedayatullah, Mir、Roger, Annie

  DOI：——

  日期：——
• Rasmussen, Malcolm; Hope, Janet M., Australian Journal of Chemistry, 1982, vol. 35, # 3, p. 535 - 542
  作者：Rasmussen, Malcolm、Hope, Janet M.

  DOI：——

  日期：——
• Rasmussen, Malcolm; Hope, Janet M., Australian Journal of Chemistry, 1982, vol. 35, # 3, p. 525 - 534
  作者：Rasmussen, Malcolm、Hope, Janet M.

  DOI：——

  日期：——
• RASMUSSEN, M.;HOPE, J., AUSTRAL. J. CHEM., 1982, 35, N 3, 525-534
  作者：RASMUSSEN, M.、HOPE, J.

  DOI：——

  日期：——
• RASMUSSEN, M.;HOPE, J. M., AUSTRAL. J. CHEM., 1982, 35, N 3, 535-542
  作者：RASMUSSEN, M.、HOPE, J. M.

  DOI：——

  日期：——