1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one oxime

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one oxime
• 英文别名: 1,5-dimethyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane；1,5-dimethyl-9-oxo-3,7-diazobicyclo[3.3.1]nonane；1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one；1,5-dimethylbispidine-9-one
• 化学式: C₉H₁₆N₂O
• 分子量: 168.239
• InChiKey: VAXDAORNOMZREO-DTORHVGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.23
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  41.13
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one oxime 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 2-(4-isopropylphenyl)-5,7-dimethyl-1,3-diazaadamantan-6-one oxime
  参考文献：
  名称：

  Synthesis and conversions of polyhedral compounds. 30*. Synthesis of 2-substituted 6-amino-5,7-dimethyl-1,3-diazaadamantanes

  摘要：

  A method has been developed for the synthesis of 6-amino-5,7-dimethyl-1,3-diazaadamantanes containing various aliphatic, aromatic, and heterocyclic groups in position 2.

  DOI：

  10.1007/s10593-013-1191-7
• 作为产物：
  描述：

  5,7-dimethyl-1,3-diazaadamantane-6-one 在 乙酸酐 、 盐酸 、 sodium hydroxide 作用下， 生成 1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one oxime
  参考文献：
  名称：

  [含氮金刚烷衍生物的单萜类片段对酪氨酰-DNA磷酸二酯酶的抑制特性]。

  摘要：

  发现将二氮杂金刚烷和单萜类片段结合的化合物是人重组DNA修复酶酪氨酰-DNA磷酸二酯酶I（Tdp1）的新结构类型的有效抑制剂。已证明抑制效率取决于取代基的脂族链的长度和柔性。

  DOI：

  10.1134/s1068162015060199

文献信息

• Synthesis and conversions of polyhedral compounds. 25. Synthesis and convepsions of certain oxindole derivatives of 1,3-diazaadamantane and 3,7-diazabicyclo[3.3.1]nonane
  作者：Ts. E. Agadzhanyan、K. A. Gevorkyan

  DOI：10.1007/bf02320329

  日期：1997.11
• Synthesis and antitumor properties of some spirocyclic 1,3-diazaadamantanes
  作者：G. L. Arutyunyan、A. A. Chachoyan、Ts. E. Agadzhanyan、B. T. Garibdzhanyan

  DOI：10.1007/bf02218824

  日期：1996.12
• Synthesis and conversions of polyhedral compounds. 28. Synthesis of 2-(naphthyl-1′) and 2-(2′-hydroxynaphthyl-1′) derivatives of 5,7-dialkyl-1,3-diazaadamantanes
  作者：G. L. Harutyunyan、K. A. Gevorkyan、M. A. Manukyan

  DOI：10.1007/s10593-007-0199-2

  日期：2007.10
• Bispidine-based bis-azoles as a new family of supramolecular receptors: the theoretical approach
  作者：Sergey Z. Vatsadze、Aleksei V. Medved’ko、Artem A. Bodunov、Konstantin A. Lyssenko

  DOI：10.1016/j.mencom.2020.05.028

  日期：2020.5

  Two new bis-azoles derived from 1,5-dimethylbispidin-9-one were synthesized and structurally characterized. In both cases the bispidine backbone adopts the double chair conformation, which is also confirmed by calculations. In both structures, the azole rings are spatially pre-reorganized for the supramolecular interactions with the proper substrates like electron-rich aromatic compounds; the origin and nature of tiny intramolecular interactions are discussed in view of conformation stability.
• Inhibitory properties of nitrogen-containing adamantane derivatives with monoterpenoid fragments against tyrosyl-DNA phosphodiesterase 1
  作者：A. L. Zakharenko、K. U. Ponomarev、E. V. Suslov、D. V. Korchagina、K. P. Volcho、I. A. Vasil’eva、N. F. Salakhutdinov、O. I. Lavrik

  DOI：10.1134/s1068162015060199

  日期：2015.11

  It was found that compounds combining diazaadamantane and monoterpenoid fragments are potent inhibitors of new structural type of human recombinant DNA repair enzyme Tyrosyl-DNA phosphodiesterase I (Tdp1). It was demonstrated that the inhibition efficiency depended on the length and flexibility of the aliphatic chain of the substituent.

  发现将二氮杂金刚烷和单萜类片段结合的化合物是人重组DNA修复酶酪氨酰-DNA磷酸二酯酶I（Tdp1）的新结构类型的有效抑制剂。已证明抑制效率取决于取代基的脂族链的长度和柔性。