9-butan-2-yl-2-chloro-N-[(4-phenylphenyl)methyl]purin-6-amine | 441055-21-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 9-butan-2-yl-2-chloro-N-[(4-phenylphenyl)methyl]purin-6-amine
• CAS: 441055-21-6
• 化学式: C₂₂H₂₂ClN₅
• 分子量: 391.903
• InChiKey: FLYWVRYDCYFELA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Biphenyl-4-ylmethyl-(2-chloro-9H-purin-6-yl)-amine 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 生成 9-butan-2-yl-2-chloro-N-[(4-phenylphenyl)methyl]purin-6-amine
  参考文献：
  名称：

  Biaryl purine derivatives as potent antiproliferative agents: Inhibitors of cyclin dependent kinases. Part I

  摘要：

  The introduction of an aryl ring onto the 4-position of the C-6 benzyl amino group of the Cdk inhibitor roscovitine (2), maintained the potent Cdk inhibition demonstrated by roscovitine (2) as well as greatly improving the antiproliferative activity. A series of C-6 biarylmethylamino derivatives was prepared addressing modifications on the C-6 biaryl rings, N-9 and C-2 positions to provide compounds that displayed potent cytotoxic activity against tumor cell lines. In particular, derivative 21h demonstrated a >750-fold improvement in the growth inhibition of HeLa cells compared to roscovitine (2). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.025

文献信息

• Biaryl purine derivatives as potent antiproliferative agents: Inhibitors of cyclin dependent kinases. Part I
  作者：Michael P. Trova、Keith D. Barnes、Curt Barford、Travis Benanti、Mark Bielaska、Lori Burry、John M. Lehman、Christine Murphy、Harold O’Grady、Denise Peace、Susan Salamone、Jennifer Smith、Patricia Snider、Joseph Toporowski、Steven Tregay、Alison Wilson、Michael Wyle、Xiaozhang Zheng、Thomas D. Friedrich

  DOI：10.1016/j.bmcl.2009.10.025

  日期：2009.12

  The introduction of an aryl ring onto the 4-position of the C-6 benzyl amino group of the Cdk inhibitor roscovitine (2), maintained the potent Cdk inhibition demonstrated by roscovitine (2) as well as greatly improving the antiproliferative activity. A series of C-6 biarylmethylamino derivatives was prepared addressing modifications on the C-6 biaryl rings, N-9 and C-2 positions to provide compounds that displayed potent cytotoxic activity against tumor cell lines. In particular, derivative 21h demonstrated a >750-fold improvement in the growth inhibition of HeLa cells compared to roscovitine (2). (C) 2009 Elsevier Ltd. All rights reserved.