4-(4-nitro-phenoxy)-butyryl chloride | 30312-88-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-nitro-phenoxy)-butyryl chloride
• 英文别名: 4-(4-Nitro-phenoxy)-butyrylchlorid；γ-(p-Nitrophenoxy)-butyrylchlorid；p-Nitro-phenoxy-butyrylchlorid；4-(4-Nitrophenoxy)butanoyl chloride
• CAS: 30312-88-0
• 化学式: C₁₀H₁₀ClNO₄
• 分子量: 243.647
• InChiKey: DKKCJXCVBHSQJD-UHFFFAOYSA-N

物化性质

• 沸点：
  386.6±22.0 °C(Predicted)
• 密度：
  1.329±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-nitro-phenoxy)-butyryl chloride 在 4-二甲氨基吡啶 、 palladium 10% on activated carbon 、 氢气 、 三乙胺 、 barium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 22.5h， 生成
  参考文献：
  名称：

  The discovery and optimization of novel dual inhibitors of topoisomerase ii and histone deacetylase

  摘要：

  A novel class of podophyllotoxin derivatives have been designed and synthesized based on the synergistic antitumor effects of topoisomerase II and histone deacetylase inhibitors. Their inhibitory activities towards histone deacetylases and Topo II and their cytotoxicities in cancer cell lines were evaluated. The aromatic capping group connection, linker length and zinc-binding group were systematically varied and preliminary conclusions regarding structure-activity relationships are discussed. Among all of the synthesized hybrid compounds, compound 24d showed the most potent HDAC inhibitory activity at a low nanomolar level and exhibited powerful antiproliferative activity towards HCT116 colon carcinoma cells at a low micromolar level. Further exploration of this series led to the discovery of potent dual inhibitor 32, which exhibited the strongest in vitro cytotoxic activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.023
• 作为产物：
  描述：

  4-(4-nitrophenoxy)butanoic acid 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 4-(4-nitro-phenoxy)-butyryl chloride
  参考文献：
  名称：

  The discovery and optimization of novel dual inhibitors of topoisomerase ii and histone deacetylase

  摘要：

  A novel class of podophyllotoxin derivatives have been designed and synthesized based on the synergistic antitumor effects of topoisomerase II and histone deacetylase inhibitors. Their inhibitory activities towards histone deacetylases and Topo II and their cytotoxicities in cancer cell lines were evaluated. The aromatic capping group connection, linker length and zinc-binding group were systematically varied and preliminary conclusions regarding structure-activity relationships are discussed. Among all of the synthesized hybrid compounds, compound 24d showed the most potent HDAC inhibitory activity at a low nanomolar level and exhibited powerful antiproliferative activity towards HCT116 colon carcinoma cells at a low micromolar level. Further exploration of this series led to the discovery of potent dual inhibitor 32, which exhibited the strongest in vitro cytotoxic activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.023

文献信息

• 1-alkyl-3-acylamido-5-pyrazolone couplers for color photography
  申请人：EASTMAN KODAK CO

  公开号：US02865751A1

  公开（公告）日：1958-12-23
• US4835094A
  申请人：——

  公开号：US4835094A

  公开（公告）日：1989-05-30