diethyl cis-2-(aminocarbonyl)-3-<(2-ethoxy-2-oxoethoxy)carbonyl>-1,4-piperazinediacetate | 79744-12-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: diethyl cis-2-(aminocarbonyl)-3-<(2-ethoxy-2-oxoethoxy)carbonyl>-1,4-piperazinediacetate
• 英文别名: (2-ethoxy-2-oxoethyl) (2R,3S)-3-carbamoyl-1,4-bis(2-ethoxy-2-oxoethyl)piperazine-2-carboxylate
• CAS: 79744-12-0
• 化学式: C₁₈H₂₉N₃O₉
• 分子量: 431.443
• InChiKey: BZAGVTHVTJIHLT-JKSUJKDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  155
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  cis-3-(aminocarbonyl)-2-piperazinecarboxylic acid 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 3.5h， 以53%的产率得到diethyl cis-2-(aminocarbonyl)-3-<(2-ethoxy-2-oxoethoxy)carbonyl>-1,4-piperazinediacetate
  参考文献：
  名称：

  Synthesis and antimetastatic properties of stereoisomeric tricyclic bis(dioxopiperazine) analogs in a B16 melanoma model

  摘要：

  The synthesis for trans and cis tricyclic bis(dioxopiperazine)s 5 and 6 from pyrazine-2,3-dicarboxamide (7) is described. Stereoselective antimetastatic activity differences for these analogues were observed following pretreatment of B16-F10 melanoma cells in vitro. Activities for these isomers were compared with selected intermediates, and the data are discussed in relation to previous results obtained with cis- and trans-cyclopropane analogues.

  DOI：

  10.1021/jm00143a013

文献信息

• WITIAK, D. T.;TRIVEDI, B. K.;CAMPOLITO, L. B.;ZWILLING, B. S.;REICHES, N.+, J. MED. CHEM., 1981, 24, N 11, 1329-1332
  作者：WITIAK, D. T.、TRIVEDI, B. K.、CAMPOLITO, L. B.、ZWILLING, B. S.、REICHES, N.+

  DOI：——

  日期：——
• Synthesis and antimetastatic properties of stereoisomeric tricyclic bis(dioxopiperazine) analogs in a B16 melanoma model
  作者：Donald T. Witiak、Bharat K. Trivedi、Laura B. Campolito、Bruce S. Zwilling、Nancy A. Reiches

  DOI：10.1021/jm00143a013

  日期：1981.11

  The synthesis for trans and cis tricyclic bis(dioxopiperazine)s 5 and 6 from pyrazine-2,3-dicarboxamide (7) is described. Stereoselective antimetastatic activity differences for these analogues were observed following pretreatment of B16-F10 melanoma cells in vitro. Activities for these isomers were compared with selected intermediates, and the data are discussed in relation to previous results obtained with cis- and trans-cyclopropane analogues.