naphthalen-2-ylmethyl 2-(diethoxyphosphoryl)acetate | 941582-76-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthalen-2-ylmethyl 2-(diethoxyphosphoryl)acetate
• 英文别名: Naphthalen-2-ylmethyl 2-diethoxyphosphorylacetate
• CAS: 941582-76-9
• 化学式: C₁₇H₂₁O₅P
• 分子量: 336.324
• InChiKey: IOOKMWZJYUEZCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 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：

  naphthalen-2-ylmethyl 2-(diethoxyphosphoryl)acetate 在 盐酸 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Development of anti-coxsackievirus agents targeting 3C protease

  摘要：

  Peptidomimetic anti-viral agents against Coxsackievirus B3 (CVB3) were developed using a strategy involving the inhibition of 3C protease (CVB3 3C(pro)), a target for CVB3-mediated myocarditis or pericarditis. In an attempt to improve the inhibitory activity against CVB3, a variety of hetero-aromatic groups were incorporated into the alpha,beta-unsaturated ester as Michael acceptor moiety, which is the position of interaction with the cysteine moiety in the P1' active site of CVB3 3C(pro). Among these hetero-aromatic groups, the quinoline analogs 9c and 9e, with IC50 values of 250 and 130 nM as determined from an enzyme assay, significantly inhibited the CVB3-mediated cell cytotoxicity, indicating parallel anti-viral activities. A comparison of the binding modes of the potent inhibitor 9e and the relatively weak inhibitor 9n was explored in a molecular docking study, which revealed that compound 9n lacked hydrogen bonds in its interactions with Gly129, 128, and 145. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.120

文献信息

• Synthesis and antibacterial activities of some novel 17, 18-unsaturated carbonyl compounds derivated from josamycin
  作者：Zhe-Hui Zhao、Long-Long Jin、Yan-Peng Xu、Chao Liu、A-Peng Wang、Ping-Sheng Lei

  DOI：10.1080/10286020.2016.1194834

  日期：2017.4.3

  Some novel josamycin derivatives bearing an arylalkyl-type side chain were designed and synthesized. By HWE or Wittig reaction, 16-aldehyde group of josamycin analogs were converted into unsaturated carbonyl compounds. They were evaluated for their in vitro antibacterial activities against a panel of respiratory pathogens. 8b and 8e exhibited comparable activities against a panel of respiratory pathogens

  设计并合成了一些带有芳烷基型侧链的新型久沙霉素衍生物。通过HWE或Wittig反应，将交沙霉素类似物的16-醛基转化为不饱和羰基化合物。评估了他们对一组呼吸道病原体的体外抗菌活性。图8b和图8e显示了针对一组呼吸道病原体的相当的活性，特别是对于一系列去霉菌糖基久他霉素类似物中的抗性病原体。在所有目标分子中，有21种显示出最佳的抗菌活性。