(2-iodo-9-isopropyl-9H-purin-6-yl)(methoxyethyl)amine | 897040-21-0

• 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-iodo-9-isopropyl-9H-purin-6-yl)(methoxyethyl)amine
• 英文别名: 2-Iodo-N-(2-methoxyethyl)-9-(propan-2-yl)-9H-purin-6-amine；2-iodo-N-(2-methoxyethyl)-9-propan-2-ylpurin-6-amine
• CAS: 897040-21-0
• 化学式: C₁₁H₁₆IN₅O
• 分子量: 361.185
• InChiKey: HOSKSIPTNNQNRO-UHFFFAOYSA-N

物化性质

• 熔点：
  112 °C(Solv: pentane (109-66-0))
• 沸点：
  515.5±60.0 °C(Predicted)
• 密度：
  1.77±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-iodo-9-isopropyl-9H-purin-6-yl)(methoxyethyl)amine 、 4-甲氧基苯甲酰胺 在 tris(dibenzylideneacetone)dipalladium (0) caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以51%的产率得到4-methoxy-N-[6-(2-methoxyethylamino)-9-propan-2-ylpurin-2-yl]benzamide
  参考文献：
  名称：

  A Pd(0) based cross-coupling approach to the synthesis of 2-amidopurines and their evaluation as CDK inhibitors

  摘要：

  Two new series of 2-amido- and 2-aminocarbonylpurines have been synthesized using a Pd catalyst cross-coupling reaction either with amides or amines in the presence of CO. Moderate in vitro inhibitory activity against CDK1 and CDK5 was observed with IC50 of 0-9 mu M for the most active compound (18c). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.003
• 作为产物：
  描述：

  2-甲氧基乙胺 、 6-chloro-2-iodo-9-isopropylpurine 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以90%的产率得到(2-iodo-9-isopropyl-9H-purin-6-yl)(methoxyethyl)amine
  参考文献：
  名称：

  Suzuki-type Pd(0) coupling reactions in the synthesis of 2-arylpurines as Cdk inhibitors

  摘要：

  A new series of 2-aryl-substituted purine derivatives has been synthesized by Suzuki Pd(0) coupling reactions. Moderate in vitro inhibitory activity against Cdk1 and Cdk5 was observed. These compounds are inactive against GSK3. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.060

文献信息

• A Pd(0) based cross-coupling approach to the synthesis of 2-amidopurines and their evaluation as CDK inhibitors
  作者：Lucie Vandromme、Michel Legraverend、Sergio Kreimerman、Olivier Lozach、Laurent Meijer、David S. Grierson

  DOI：10.1016/j.bmc.2006.10.003

  日期：2007.1.1

  Two new series of 2-amido- and 2-aminocarbonylpurines have been synthesized using a Pd catalyst cross-coupling reaction either with amides or amines in the presence of CO. Moderate in vitro inhibitory activity against CDK1 and CDK5 was observed with IC50 of 0-9 mu M for the most active compound (18c). (c) 2006 Elsevier Ltd. All rights reserved.
• Suzuki-type Pd(0) coupling reactions in the synthesis of 2-arylpurines as Cdk inhibitors
  作者：Lucie Vandromme、Sandrine Piguel、Olivier Lozach、Laurent Meijer、Michel Legraverend、David S. Grierson

  DOI：10.1016/j.bmcl.2006.03.060

  日期：2006.6

  A new series of 2-aryl-substituted purine derivatives has been synthesized by Suzuki Pd(0) coupling reactions. Moderate in vitro inhibitory activity against Cdk1 and Cdk5 was observed. These compounds are inactive against GSK3. (c) 2006 Elsevier Ltd. All rights reserved.