methyl 3-[4-({[(4-nitrobenzyl)oxy]imino}-methyl)phenyl]propiolate | 916811-54-6

• 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: methyl 3-[4-({[(4-nitrobenzyl)oxy]imino}-methyl)phenyl]propiolate
• 英文别名: Methyl 3-[4-[(4-nitrophenyl)methoxyiminomethyl]phenyl]prop-2-ynoate；methyl 3-[4-[(4-nitrophenyl)methoxyiminomethyl]phenyl]prop-2-ynoate
• CAS: 916811-54-6
• 化学式: C₁₈H₁₄N₂O₅
• 分子量: 338.32
• InChiKey: HRORCSKCXQOHCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  93.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3-[4-({[(4-nitrobenzyl)oxy]imino}-methyl)phenyl]propiolate 在 水 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 ST3618
  参考文献：
  名称：

  WO2006/131482

  摘要：

  公开号：
• 作为产物：
  描述：

  methyl 3-(4-formylphenyl)propiolate 、 (p-nitrobenzyl)-hydroxylamine hydrochloride 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以96%的产率得到methyl 3-[4-({[(4-nitrobenzyl)oxy]imino}-methyl)phenyl]propiolate
  参考文献：
  名称：

  N-Hydroxy-(4-oxime)-cinnamide: A versatile scaffold for the synthesis of novel histone deacetilase (HDAC) inhibitors

  摘要：

  With the aim to discover novel HDAC inhibitors with high potency and good safety profiles, we have designed a small library based on a N-hydroxy-(4-oxime)-cinnamide scaffold. We describe the synthesis of these novel compounds and some preliminary in vitro cytotoxic activity on three tumor cell lines, NB4, H460 and HCT116, as well as their inhibitory activity against class I, II and IV HDAC. Several 4-oxime derivatives demonstrated a promising inhibitory activity on HDAC6 and HDAC8 coupled to a good selectivity profile. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.029

文献信息

• Cinnamic, Phenylpropiolic and Phenylpropanoic Acid Derivatives Useful as Anti-Tumor Agents
  申请人：Pisano Claudio

  公开号：US20080194659A1

  公开（公告）日：2008-08-14

  Cinnamic and phenylpropiolic acid derivatives of formula (I) having antitumour and chemo sensitizing activity are described. Also described are pharmaceutical compositions containing the above-mentioned compounds, for the treatment of tumours.

  描述了具有抗肿瘤和化疗增敏活性的式（I）的肉桂酸和苯基丙炔酸衍生物。还描述了含有上述化合物的药物组合物，用于治疗肿瘤。
• N-Hydroxy-(4-oxime)-cinnamide: A versatile scaffold for the synthesis of novel histone deacetilase (HDAC) inhibitors
  作者：Giuseppe Giannini、Mauro Marzi、Riccardo Pezzi、Tiziana Brunetti、Gianfranco Battistuzzi、Maria Di Marzo、Walter Cabri、Loredana Vesci、Claudio Pisano

  DOI：10.1016/j.bmcl.2009.02.029

  日期：2009.4

  With the aim to discover novel HDAC inhibitors with high potency and good safety profiles, we have designed a small library based on a N-hydroxy-(4-oxime)-cinnamide scaffold. We describe the synthesis of these novel compounds and some preliminary in vitro cytotoxic activity on three tumor cell lines, NB4, H460 and HCT116, as well as their inhibitory activity against class I, II and IV HDAC. Several 4-oxime derivatives demonstrated a promising inhibitory activity on HDAC6 and HDAC8 coupled to a good selectivity profile. (C) 2009 Elsevier Ltd. All rights reserved.
• WO2006/131482
  申请人：——

  公开号：——

  公开（公告）日：——