Sodium ethyl (4-methoxyphenoxy)carbonylphosphonate | 83897-21-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Sodium ethyl (4-methoxyphenoxy)carbonylphosphonate
• 英文别名: sodium;ethoxy-(4-methoxyphenoxy)carbonylphosphinate
• CAS: 83897-21-6
• 化学式: C₁₀H₁₂O₆P*Na
• 分子量: 282.165
• InChiKey: QXNWDWQOKSUHPN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.21
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  氯甲酸4-甲氧基苯酯 在 sodium iodide 作用下， 以 四氢呋喃 为溶剂， 反应 121.5h， 生成 Sodium ethyl (4-methoxyphenoxy)carbonylphosphonate
  参考文献：
  名称：

  Synthesis of esters of phosphonoformic acid and their antiherpes activity

  摘要：

  Aliphatic and aromatic mono-, di-, and triesters of phosphonoformic acid (foscarnet) were synthesized. The triesters were prepared by the Michaelis-Arbuzov reaction and were hydrolyzed to di- and monoesters. The compounds were tested for antiviral activity on isolated herpes simplex virus type 1 (HSV-1) DNA polymerase, in a HSV-1 plaque reduction assay, and on a cutaneous HSV-1 infection in guinea pigs. None of the esters inhibited the activity of isolated HSV-1 polymerases. Monoesters with a free carboxylic group and diesters with an aromatic carboxylic ester function were active against the cutaneous herpes infection. Mono- and diesters with an aromatic phosphonic ester group also showed activity in the plaque-reduction assay. However, mono- and diesters with an aromatic phosphonic ester group also showed activity in the plaque-reduction assay. However, mono- and diesters with aliphatic carboxylic ester groups were inactive in all test systems. The results show that all three acidic groups of phosphonoformic acid must be free in order to get antiviral activity at the enzyme level. However, certain esters of this acid may be biotransformed to the acid itself to give antiherpes activity.

  DOI：

  10.1021/jm00356a028

文献信息

• NOREN, J. O.;HELGSTRAND, E.;JOHANSSON, N. G.;MISIORNY, A.;STENING, G., J. MED. CHEM., 1983, 26, N 2, 264-270
  作者：NOREN, J. O.、HELGSTRAND, E.、JOHANSSON, N. G.、MISIORNY, A.、STENING, G.

  DOI：——

  日期：——