4-[2-(3-chloroanilino)-7H-purin-6-yl]phenol | 1356090-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-[2-(3-chloroanilino)-7H-purin-6-yl]phenol
• CAS: 1356090-76-0
• 化学式: C₁₇H₁₂ClN₅O
• 分子量: 337.768
• InChiKey: DVJXBMQCLHDFIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-dichloro-9-(4-methoxybenzyl)-9H-purine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium carbonate 、 三氟乙酸 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 4-[2-(3-chloroanilino)-7H-purin-6-yl]phenol
  参考文献：
  名称：

  2-Anilino-4-aryl-8H-purine derivatives as inhibitors of PDK1

  摘要：

  A series of 2-anilino substituted 4-aryl-8H-purines were prepared as potent inhibitors of PDK1, a serine-threonine kinase thought to play a role in the PI3K/Akt signaling pathway, a key mediator of cancer cell growth, survival and tumorigenesis. The synthesis, SAR and ADME properties of this series of compounds are discussed culminating in the discovery of compound 6 which possessed sub-micromolar cell proliferation activity and 65% oral bioavailability in mice. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.058

文献信息

• 2-Anilino-4-aryl-8H-purine derivatives as inhibitors of PDK1
  作者：Stéphanie Blanchard、Chang Kai Soh、Chai Ping Lee、Anders Poulsen、Zahid Bonday、Kay Lin Goh、Kee Chuan Goh、Miah Kiat Goh、Mohammed Khalid Pasha、Haishan Wang、Meredith Williams、Jeanette M. Wood、Kantharaj Ethirajulu、Brian W. Dymock

  DOI：10.1016/j.bmcl.2012.02.058

  日期：2012.4

  A series of 2-anilino substituted 4-aryl-8H-purines were prepared as potent inhibitors of PDK1, a serine-threonine kinase thought to play a role in the PI3K/Akt signaling pathway, a key mediator of cancer cell growth, survival and tumorigenesis. The synthesis, SAR and ADME properties of this series of compounds are discussed culminating in the discovery of compound 6 which possessed sub-micromolar cell proliferation activity and 65% oral bioavailability in mice. (C) 2012 Elsevier Ltd. All rights reserved.