methoxycarbonyl-phosphonic acid-chloride methyl ester | 119185-84-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: methoxycarbonyl-phosphonic acid-chloride methyl ester
• 英文别名: Methoxycarbonyl-phosphonsaeure-chlorid-methylester；Methyl [chloro(methoxy)phosphoryl]formate
• CAS: 119185-84-1
• 化学式: C₃H₆ClO₄P
• 分子量: 172.505
• InChiKey: WOGCCUANFYEIKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methoxycarbonyl-phosphonic acid-chloride methyl ester 在 劳森试剂 作用下， 生成 Methyl [chloro(methoxy)phosphinothioyl]formate
  参考文献：
  名称：

  McKenna, Charles E.; Li, Zeng-Min; Ju, Jing-Yue, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 74, # 1-4, p. 469 - 470

  摘要：

  DOI：
• 作为产物：
  描述：

  磷羧基甲酸三甲酯 在 五氯化磷 作用下， 以 四氯化碳 为溶剂， 生成 methoxycarbonyl-phosphonic acid-chloride methyl ester
  参考文献：
  名称：

  McKenna, Charles E.; Li, Zeng-Min; Ju, Jing-Yue, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 74, # 1-4, p. 469 - 470

  摘要：

  DOI：

文献信息

• Ylagan, Lourdes; Benjamin, Anat; Gupta, Amar, Synthetic Communications, 1988, vol. 18, # 3, p. 285 - 290
  作者：Ylagan, Lourdes、Benjamin, Anat、Gupta, Amar、Engler, Robert

  DOI：——

  日期：——
• Hybrids of [TSAO-T]−[Foscarnet]:  The First Conjugate of Foscarnet with a Non-nucleoside Reverse Transcriptase Inhibitor through a Labile Covalent Ester Bond
  作者：Sonsoles Velázquez、Esther Lobatón、Erik De Clercq、Dianna L. Koontz、John W. Mellors、Jan Balzarini、María-José Camarasa

  DOI：10.1021/jm031045o

  日期：2004.6.1

  This paper describes the first example of combination of non-nucleoside reverse transcriptase inhibitors such as TSAO derivatives and foscarnet (PFA) in a single molecule through a labile covalent ester bond. The essential criteria in the design of these hybrids [TSAO-T]-[PFA] was to explore if the conjugation of foscarnet with the highly lipophilic TSAO derivative may facilitate the penetration of the conjugates through the cell membrane and if the hybrids escape extracellular hydrolysis and regenerate the parent inhibitors intracellulary. Several [TSAO-T]-[PFA] conjugates proved markedly inhibitory to HIV-1. Some of them also showed potent activity against PFA-resistant HIV-1 strains but fewer had detectable inhibitory activity against TSAO-resistant HIV-1 strains. These results indicated a pivotal role of the TSAO component of the hybrid but not the PFA component in the activity of the conjugates. Moreover, stability studies of the [TSAO-T]-[PFA] conjugates demonstrated that the compounds were stable in PBS whereas some of the conjugates regenerated the parent inhibitors in extracts from CEM cells.
• Petrow et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 301,303;engl.Ausg.S.304,305,306
  作者：Petrow et al.

  DOI：——

  日期：——
• YLAGAN, LOURDES;BENJAMIN, RNAT;GUPTA, AMAR;ENGEL, ROBERT, SYNTH. COMMUN., 18,(1988) N 3, 285-289
  作者：YLAGAN, LOURDES、BENJAMIN, RNAT、GUPTA, AMAR、ENGEL, ROBERT

  DOI：——

  日期：——
• McKenna, Charles E.; Li, Zeng-Min; Ju, Jing-Yue, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 74, # 1-4, p. 469 - 470
  作者：McKenna, Charles E.、Li, Zeng-Min、Ju, Jing-Yue、Pham, Phuong-Truc T.、Kilkuskie, Robert、et al.

  DOI：——

  日期：——