N-(3-(5-formyl-1-tosyl-1H-pyrrol-3-yl)phenyl)acetamide | 946847-38-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N-(3-(5-formyl-1-tosyl-1H-pyrrol-3-yl)phenyl)acetamide
• CAS: 946847-38-7
• 化学式: C₂₀H₁₈N₂O₄S
• 分子量: 382.44
• InChiKey: CMUFORFYWUWCFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  85.24
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(3-(5-formyl-1-tosyl-1H-pyrrol-3-yl)phenyl)acetamide 、 5-ureidoindolin-2-one 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 N-[3-(5-{[(3Z)-5-(carbamoylamino)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-1H-pyrrol-3-yl)phenyl]acetamide
  参考文献：
  名称：

  Indolinone based phosphoinositide-dependent kinase-1 (PDK1) inhibitors. Part 2: Optimization of BX-517

  摘要：

  Based on the lead compound BX-517, a series of C-4 ' substituted indolinones have been synthesized and evaluated for PDK1 inhibition. Modification at C-4 ' of the pyrrole afforded potent compounds (7b and 7d) with improved solubility and ADME properties. In this letter, we describe the synthesis, selectivity profile, and pharmacokinetic data of selected compounds. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.060
• 作为产物：
  描述：

  4-溴-1H-吡咯-2-甲醛 在 四(三苯基膦)钯 sodium t-butanolate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 N-(3-(5-formyl-1-tosyl-1H-pyrrol-3-yl)phenyl)acetamide
  参考文献：
  名称：

  Indolinone based phosphoinositide-dependent kinase-1 (PDK1) inhibitors. Part 2: Optimization of BX-517

  摘要：

  Based on the lead compound BX-517, a series of C-4 ' substituted indolinones have been synthesized and evaluated for PDK1 inhibition. Modification at C-4 ' of the pyrrole afforded potent compounds (7b and 7d) with improved solubility and ADME properties. In this letter, we describe the synthesis, selectivity profile, and pharmacokinetic data of selected compounds. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.060