Ethyl 9-(4-hydroxyphenyl)-8,12,14,16-tetraazatetracyclo[8.6.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2(7),3,5,10,13,15-heptaene-9-carboxylate | 1208307-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: Ethyl 9-(4-hydroxyphenyl)-8,12,14,16-tetraazatetracyclo[8.6.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2(7),3,5,10,13,15-heptaene-9-carboxylate
• 英文别名: ethyl 9-(4-hydroxyphenyl)-8,12,14,16-tetrazatetracyclo[8.6.1.02,7.013,17]heptadeca-1(17),2,4,6,10,13,15-heptaene-9-carboxylate
• CAS: 1208307-63-4
• 化学式: C₂₂H₁₈N₄O₃
• 分子量: 386.41
• InChiKey: OFXSAXAQVKKCEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  100
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(4-羟苯基)-2-氧代乙酸乙酯 、 2-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzenamine 在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 0.5h， 生成 Ethyl 9-(4-hydroxyphenyl)-8,12,14,16-tetraazatetracyclo[8.6.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2(7),3,5,10,13,15-heptaene-9-carboxylate
  参考文献：
  名称：

  A novel chemotype of kinase inhibitors: Discovery of 3,4-ring fused 7-azaindoles and deazapurines as potent JAK2 inhibitors

  摘要：

  Pictet-Spengler condensation of aldehydes or alpha-keto-esters with 4-(2-anilinophenyl)-7-azaindole (11) or deazapurine (12) gave high yields of the 3,4-fused cyclic compounds. SAR studies, by varying the substituted benzaldehyde components, lead to the discovery of a series of potent JAK2 kinase inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.021

文献信息

• A novel chemotype of kinase inhibitors: Discovery of 3,4-ring fused 7-azaindoles and deazapurines as potent JAK2 inhibitors
  作者：Tiansheng Wang、Mark W. Ledeboer、John P. Duffy、Albert C. Pierce、Harmon J. Zuccola、Eric Block、Dina Shlyakter、James K. Hogan、Youssef L. Bennani

  DOI：10.1016/j.bmcl.2009.11.021

  日期：2010.1

  Pictet-Spengler condensation of aldehydes or alpha-keto-esters with 4-(2-anilinophenyl)-7-azaindole (11) or deazapurine (12) gave high yields of the 3,4-fused cyclic compounds. SAR studies, by varying the substituted benzaldehyde components, lead to the discovery of a series of potent JAK2 kinase inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.