1-[(5-fluoro-2-oxoindol-3-yl)amino]-3-(4-hydroxyphenyl)thiourea | 1180528-23-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-[(5-fluoro-2-oxoindol-3-yl)amino]-3-(4-hydroxyphenyl)thiourea
• CAS: 1180528-23-7
• 化学式: C₁₅H₁₁FN₄O₂S
• 分子量: 330.342
• InChiKey: YVPMUDJQRDCXEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.75
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-[(5-fluoro-2-oxoindol-3-yl)amino]-3-(4-hydroxyphenyl)thiourea 、 溴乙酸乙酯 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 2-[(5-fluoro-2-oxoindol-3-yl)hydrazinylidene]-3-(4-hydroxyphenyl)-1,3-thiazolidin-4-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
• 作为产物：
  描述：

  5-氟靛红 、 4-(4-羟基苯基)-3-硫代氨基脲 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 1-[(5-fluoro-2-oxoindol-3-yl)amino]-3-(4-hydroxyphenyl)thiourea
  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

• COMPOUNDS WITH MDR1-INVERSE ACTIVITY
  申请人：Hall Matthew D.

  公开号：US20100316655A1

  公开（公告）日：2010-12-16

  Disclosed herein are drug compounds that have MDR-inverse activity and thus are effective against multidrug-resistant cells. Exemplary compounds disclosed herein have the structure: Examples of the disclosed compounds have been found to have, inter alia, efficacy in directly treating multidrug resistant cells, rendering multidrug resistant cells susceptible to other chemotherapeutics and in some instances reversing multidrug resistance.