diethyl cis-2,3-dicarbamoyl-1,4-piperazinediacetate | 79744-14-2

• 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: diethyl cis-2,3-dicarbamoyl-1,4-piperazinediacetate
• 英文别名: Diethy cis-2,3-Dicarbamoyl-1,4-piperazinediacetate；ethyl 2-[(2S,3R)-2,3-dicarbamoyl-4-(2-ethoxy-2-oxoethyl)piperazin-1-yl]acetate
• CAS: 79744-14-2
• 化学式: C₁₄H₂₄N₄O₆
• 分子量: 344.368
• InChiKey: USSCIFCFHSHABT-TXEJJXNPSA-N

物化性质

• 沸点：
  589.8±50.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  145
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl cis-2,3-dicarbamoyl-1,4-piperazinediacetate 在 sodium 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以71%的产率得到trans-tetrahydrodipirazino<1,2-a:2',1'-c>pyrazine-1,3,10,12(2H,4H,9H,11H)-tetrone
  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
• 作为产物：
  描述：

  piperazine-2,3-dicarboxamide 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以91%的产率得到diethyl cis-2,3-dicarbamoyl-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

• Synthesis of bis (morpholinomethyl) derivatives of tricyclic bis
  申请人：Ohio State University

  公开号：US05130426A1

  公开（公告）日：1992-07-14

  Bis(morpholinomethyl) derivatives of tricyclic bisdioxopyperzaines of the formula ##STR1## wherein R is H, ##STR2## R' is H, lower alkyl groups (straight or branched chain of 1 to 6 carbon atoms) and the processes for the syntheses thereof are provided.

  本发明提供了公式##STR1##中R为H，##STR2##R'为H，低碳基团（1至6个碳原子的直链或支链）的三环双二氧杂喹啉的Bis（吗啡基甲基）衍生物及其合成过程。
• 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：——