3-[2-(2,4-Dihydroxyanilino)pyrimidin-4-yl]-1,3-dihydroindol-2-one | 1292780-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-[2-(2,4-Dihydroxyanilino)pyrimidin-4-yl]-1,3-dihydroindol-2-one
• CAS: 1292780-74-5
• 化学式: C₁₈H₁₄N₄O₃
• 分子量: 334.334
• InChiKey: BCMBSFNFYAAVCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-吲哚酮 在 sodium hydride 、 potassium carbonate 作用下， 以 乙二醇乙醚 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-[2-(2,4-Dihydroxyanilino)pyrimidin-4-yl]-1,3-dihydroindol-2-one
  参考文献：
  名称：

  Oxindole derivatives as inhibitors of TAK1 kinase

  摘要：

  Several series of oxindole analogues were synthesized and screened for inhibitory activity against transforming growth factor-beta-activating kinase 1 (TAK1). Modifications around several regions of the lead molecules were made, with a distal hydroxyl group in the D region being critical for activity. The most potent compound 10 shows an IC50 of 8.9 nM against TAK1 in a biochemical enzyme assay, with compounds 3 and 6 showing low micromolar cellular inhibition. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.077

文献信息

• Oxindole derivatives as inhibitors of TAK1 kinase
  作者：Jeffrey W. Lockman、Matthew D. Reeder、Rosann Robinson、Patricia A. Ormonde、Daniel M. Cimbora、Brandi L. Williams、J. Adam Willardsen

  DOI：10.1016/j.bmcl.2011.01.077

  日期：2011.3

  Several series of oxindole analogues were synthesized and screened for inhibitory activity against transforming growth factor-beta-activating kinase 1 (TAK1). Modifications around several regions of the lead molecules were made, with a distal hydroxyl group in the D region being critical for activity. The most potent compound 10 shows an IC50 of 8.9 nM against TAK1 in a biochemical enzyme assay, with compounds 3 and 6 showing low micromolar cellular inhibition. (C) 2011 Elsevier Ltd. All rights reserved.