(R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide | 1438252-08-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide
• 英文别名: 2-(5'-benzyl-2',6'-dioxospiro[adamantane-2,3'-piperazine]-1'-yl)-N-hydroxy-N-methylacetamide
• CAS: 1438252-08-4
• 化学式: C₂₃H₂₉N₃O₄
• 分子量: 411.501
• InChiKey: YYVRJKHJOOGGJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  90
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成 (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide hydrochloride
  参考文献：
  名称：

  An E/Z conformational behaviour study on the trypanocidal action of lipophilic spiro carbocyclic 2,6-diketopiperazine-1-acetohydroxamic acids

  摘要：

  An explanation for the vast difference observed in the trypanocidal activity between the new secondary (N-methylated) hydroxamic acids 5 and 6, and their primary (nonmethylated) congeners la and 2, based on their E/Z conformational behaviour in DMSO, is presented. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.128
• 作为产物：
  描述：

  2-(5'-benzyl-2',6'-dioxospiro[adamantane-2,3'-piperazine]-1'-yl)acetic acid 在 palladium 10% on activated carbon 、 氢气 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 20.0~45.0 ℃ 、344.75 kPa 条件下， 反应 29.0h， 生成 (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide
  参考文献：
  名称：

  An E/Z conformational behaviour study on the trypanocidal action of lipophilic spiro carbocyclic 2,6-diketopiperazine-1-acetohydroxamic acids

  摘要：

  An explanation for the vast difference observed in the trypanocidal activity between the new secondary (N-methylated) hydroxamic acids 5 and 6, and their primary (nonmethylated) congeners la and 2, based on their E/Z conformational behaviour in DMSO, is presented. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.128