ethyl 2-diethylphosphonoundecanoate | 150626-27-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-diethylphosphonoundecanoate
• 英文别名: triethyl 2-phosphonoundecanoate；Ethyl 2-diethoxyphosphorylundecanoate
• CAS: 150626-27-0
• 化学式: C₁₇H₃₅O₅P
• 分子量: 350.436
• InChiKey: OSIMVIXYISUXFW-UHFFFAOYSA-N

物化性质

• 沸点：
  420.7±28.0 °C(Predicted)
• 密度：
  1.001±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-diethylphosphonoundecanoate 在 vanadium acetylacetonate 叔丁基过氧化氢 、 乙酸乙烯酯 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 氯仿 、 苯 为溶剂， 反应 29.0h， 生成 (2S)-2-hydroxymethyl-2-nonyloxirane
  参考文献：
  名称：

  Enzymic resolution of 2-substituted oxiranemethanols, a class of synthetically useful building blocks, bearing a chiral quaternary center

  摘要：

  DOI：

  10.1021/jo00018a057
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 1-溴壬烷 反应 336.0h， 以70%的产率得到ethyl 2-diethylphosphonoundecanoate
  参考文献：
  名称：

  Enzymic resolution of 2-substituted oxiranemethanols, a class of synthetically useful building blocks, bearing a chiral quaternary center

  摘要：

  DOI：

  10.1021/jo00018a057

文献信息

• QUINONE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF
  申请人：Kelley Mark R.

  公开号：US20100297113A1

  公开（公告）日：2010-11-25

  This application describes quinone derivatives which target the redox site of Ape1/Ref1. Also included in the invention are pharmaceutical formulations containing the derivatives and therapeutic uses of the derivatives.

  这个应用描述了目标为Ape1/Ref1的氧化还原位点的醌衍生物。发明还包括含有这些衍生物的药物制剂和这些衍生物的治疗用途。
• Design and Synthesis of Novel Quinone Inhibitors Targeted to the Redox Function of Apurinic/Apyrimidinic Endonuclease 1/Redox Enhancing Factor-1 (Ape1/Ref-1)
  作者：Rodney L. Nyland、Meihua Luo、Mark R. Kelley、Richard F. Borch

  DOI：10.1021/jm9014857

  日期：2010.2.11

  The multifunctional enzyme apurinic endonuclease 1/redox enhancing factor 1 (Apel/ref-1) maintains genetic fidelity through the repair of apurinic sites and regulates transcription through redox-dependent activation of transcription factors. Apel can therefore serve as a therapeutic target in either a DNA repair or transcriptional context. Inhibitors of the redox function can be used as either therapeutics or novel tools for separating the two functions for in vitro study. Presently there exist only a few compounds that have been reported to inhibit Apel redox activity; here we describe a series of quinones that exhibit micromolar inhibition of the redox function of Apel. Benzoquinone and naphthoquinone analogues of the Apel-inhibitor E3330 were designed and synthesized to explore structural effects on redox function and inhibition of cell growth. Most of the naphthoquinones were low micromolar inhibitors of Apel redox activity, and the most potent analogues inhibited tumor cell growth with IC50 values in the 10-20 mu M range.
• US9089605B2
  申请人：——

  公开号：US9089605B2

  公开（公告）日：2015-07-28
• [EN] QUINONE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF<br/>[FR] DÉRIVES DE QUINONE, COMPOSITIONS PHARMACEUTIQUES ET UTILISATIONS CORRESPONDANTES
  申请人：UNIV INDIANA RES & TECH CORP

  公开号：WO2009042544A1

  公开（公告）日：2009-04-02

  This application describes quinone derivatives which target the redox site of Ape1/Ref1. Also included in the invention are pharmaceutical formulations containing the derivatives and therapeutic uses of the derivatives.
• Enzymic resolution of 2-substituted oxiranemethanols, a class of synthetically useful building blocks, bearing a chiral quaternary center
  作者：Patrizia Ferraboschi、Daria Brembilla、Paride Grisenti、Enzo Santaniello

  DOI：10.1021/jo00018a057

  日期：1991.8