methyl trans-1-(aminocarbonyl)octahydro-7,9-dioxo-2H-pyrazino<1,2-a>pyrazine-2-acetate | 79744-10-8

• 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: methyl trans-1-(aminocarbonyl)octahydro-7,9-dioxo-2H-pyrazino<1,2-a>pyrazine-2-acetate
• 英文别名: methyl 2-[(1S,9aR)-1-carbamoyl-7,9-dioxo-3,4,6,9a-tetrahydro-1H-pyrazino[1,2-a]pyrazin-2-yl]acetate
• CAS: 79744-10-8
• 化学式: C₁₁H₁₆N₄O₅
• 分子量: 284.272
• InChiKey: JTULGOHTAWSEAS-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl trans-1-(aminocarbonyl)octahydro-7,9-dioxo-2H-pyrazino<1,2-a>pyrazine-2-acetate 、 sodium methylate 、 甲醇 以71%的产率得到
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  piperazine-2,3-dicarboxamide 、 溴乙酸甲酯 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以14%的产率得到cis-tetrahydrodipyrazino<1,2-a:2',1'-c>pyrazine-1,3,10,12(2H,4H,9H,11H)tetrone monohydrate
  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

• US5130426A
  申请人：——

  公开号：US5130426A

  公开（公告）日：1992-07-14
• 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.
• 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：——