bis{2-[2-(2-methoxyethoxy)ethoxy]ethyl} N-chloroacetyl-L-aspartate | 646530-58-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: bis{2-[2-(2-methoxyethoxy)ethoxy]ethyl} N-chloroacetyl-L-aspartate
• 英文别名: bis[2-[2-(2-methoxyethoxy)ethoxy]ethyl] (2S)-2-[(2-chloroacetyl)amino]butanedioate
• CAS: 646530-58-7
• 化学式: C₂₀H₃₆ClNO₁₁
• 分子量: 501.959
• InChiKey: FALKNOLJXJBIEO-KRWDZBQOSA-N

物化性质

• 沸点：
  605.6±55.0 °C(Predicted)
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  33
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  bis{2-[2-(2-methoxyethoxy)ethoxy]ethyl} N-chloroacetyl-L-aspartate 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 bis{2-[2-(2-methoxyethoxy)ethoxy]ethyl} O,O-bis(S-acetyl-3-thiopropyl)-N-phosphonoacetyl-L-aspartate
  参考文献：
  名称：

  Synthesis and biological evaluation of S-acyl-3-thiopropyl prodrugs of N-phosphonoacetyl-?-aspartate (PALA)

  摘要：

  The synthesis of new prodrugs of PALA characterised by the presence of S-acyl-3-thiopropyl, as enzyme-labile groups on the phosphonate moiety of PALA, is reported. The cytotoxic activities of PALA prodrugs were determined against human cell line (SW1573 lung carcinoma cells). A number of prodrugs bearing S-pivaloyl as acyl groups displayed cytotoxic activity in the same order of magnitude of PALA. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2003.07.002
• 作为产物：
  描述：

  三甘醇单甲醚 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 1,4-环己二烯 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 bis{2-[2-(2-methoxyethoxy)ethoxy]ethyl} N-chloroacetyl-L-aspartate
  参考文献：
  名称：

  Synthesis and biological evaluation of S-acyl-3-thiopropyl prodrugs of N-phosphonoacetyl-?-aspartate (PALA)

  摘要：

  The synthesis of new prodrugs of PALA characterised by the presence of S-acyl-3-thiopropyl, as enzyme-labile groups on the phosphonate moiety of PALA, is reported. The cytotoxic activities of PALA prodrugs were determined against human cell line (SW1573 lung carcinoma cells). A number of prodrugs bearing S-pivaloyl as acyl groups displayed cytotoxic activity in the same order of magnitude of PALA. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2003.07.002

文献信息

• Synthesis and biological evaluation of S-acyl-3-thiopropyl prodrugs of N-phosphonoacetyl-?-aspartate (PALA)
  作者：V Gagnard

  DOI：10.1016/j.ejmech.2003.07.002

  日期：2003.10

  The synthesis of new prodrugs of PALA characterised by the presence of S-acyl-3-thiopropyl, as enzyme-labile groups on the phosphonate moiety of PALA, is reported. The cytotoxic activities of PALA prodrugs were determined against human cell line (SW1573 lung carcinoma cells). A number of prodrugs bearing S-pivaloyl as acyl groups displayed cytotoxic activity in the same order of magnitude of PALA. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.