Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester 2,2,2-trifluoro-ethyl ester | 556808-17-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester 2,2,2-trifluoro-ethyl ester
• CAS: 556808-17-4
• 化学式: C₁₁H₂₀F₃N₂O₂P
• 分子量: 300.261
• InChiKey: RYQUMULWYPUDRS-UHFFFAOYSA-N

物化性质

• 沸点：
  254.9±40.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  19.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  45.49
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester 2,2,2-trifluoro-ethyl ester 在 四氮唑 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 35.5h， 生成 Phosphoric acid 2-cyano-ethyl ester 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenyl ester 2,2,2-trifluoro-ethyl ester
  参考文献：
  名称：

  Synthesis, in vitro, and in vivo evaluation of phosphate ester derivatives of combretastatin A-4

  摘要：

  Combretastatin A-4 disodiumphosphate (CA4P), a prodrug formulation of the natural product combretastatin A-4 (CA4), is currently in clinical investigation for the treatment of cancer. In vivo, CA4P is rapidly enzymatically converted to CA4, a potent inhibitor of tubulin polymerization (IC50 = 1-2 muM), and rapidly causes bloodflow shutdown in tumor tissues. A variety of alkyl and aryl di- and triesters of CA4P have been synthesized and evaluated as potential CA4 prodrugs and/or stable CAV analogues. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00206-3
• 作为产物：
  描述：

  2,2,2-三氟乙醇 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester 2,2,2-trifluoro-ethyl ester
  参考文献：
  名称：

  Synthesis, in vitro, and in vivo evaluation of phosphate ester derivatives of combretastatin A-4

  摘要：

  Combretastatin A-4 disodiumphosphate (CA4P), a prodrug formulation of the natural product combretastatin A-4 (CA4), is currently in clinical investigation for the treatment of cancer. In vivo, CA4P is rapidly enzymatically converted to CA4, a potent inhibitor of tubulin polymerization (IC50 = 1-2 muM), and rapidly causes bloodflow shutdown in tumor tissues. A variety of alkyl and aryl di- and triesters of CA4P have been synthesized and evaluated as potential CA4 prodrugs and/or stable CAV analogues. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00206-3