3,6,9-trioxadecylhydrazine | 932739-27-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6,9-trioxadecylhydrazine
• 英文别名: (2-(2-(2-methoxyethoxy)ethoxy)ethyl)hydrazine；2-[2-(2-Methoxyethoxy)ethoxy]ethylhydrazine；2-[2-(2-methoxyethoxy)ethoxy]ethylhydrazine
• CAS: 932739-27-0
• 化学式: C₇H₁₈N₂O₃
• 分子量: 178.232
• InChiKey: SUNRNWQXKKBYOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  12
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  65.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,6,9-trioxadecylhydrazine 、 (-)-棉子素 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 5,5'-diisopropyl-3,3'-dimethyl-8,8'-di(6,9,12-trioxa-2,3-diazatridec-1-en-1-yl)-[2,2'-binaphthalene]-1,1',6,6',7,7'-hexaol
  参考文献：
  名称：

  Antifungal activity of alkyl and heterocyclic aza-derivatives of gossypol as well as their complexes with NaClO4 against Fusarium oxysporum f. sp. lupini

  摘要：

  Eight alkyl and six heterocyclic aza-derivatives of gossypol (2-15) have been synthesized using gossypol (1) extracted from Gossypium Herbaceum cottonseeds. The ability of gossypol aza-derivatives to form complexes with NaClO4 has been investigated by electrospray ionisation (ESI) mass spectra recorded in the positive and negative ion detection modes. The gossypol aza-derivatives have been characterized by FT-IR, H-1 and C-13 NMR spectroscopic methods and subsequently tested for their antifungal properties against Fusarium oxysporum. Four alkyl aza-derivatives (2-5), present in the enamine-enamine tautomeric form, have shown activity comparable or higher than that of gossypol against this fungus. To improve the antifungal activity the complexes of the most active compounds 2-5 with NaClO4 were prepared. Complexes of 2 and 5 with NaClO4 have shown antifungal activity higher than that of the uncomplexed compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.051
• 作为产物：
  描述：

  三甘醇单甲醚 在 甲基磺酰氯 、 三乙胺 、 一水合肼 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 3.0h， 以95%的产率得到3,6,9-trioxadecylhydrazine
  参考文献：
  名称：

  从具有基因编码非天然药效团的噬菌体展示大环文库中进行基于基因编码片段的发现

  摘要：

  具有非天然药效团的基因编码大环肽文库是发现许多感兴趣靶点的配体的宝贵来源。传统上，此类文库的生成采用“早期”将非天然结构单元掺入化学或翻译产生的大环化合物中。在这里，我们描述了从现成的起始材料开始的此类文库的不同后期方法：基因编码的肽文库。二酮关键 1,5-二氯戊烷-2,4-二酮可将噬菌体上展示的肽库转化为带有 1,3-二酮的大环肽 (DKMP)：用于克诺尔吡唑合成的耐贮存前体。将多种肼衍生物连接到携带沉默DNA条形码的噬菌体上展示的DKMP文库上，产生大环文库，其中氨基酸序列和药效团由DNA编码。该文库针对碳酸酐酶富集的具有苯磺酰胺药效基团和纳摩尔K d 的大环化合物进行选择。本手稿中描述的方法可以将不同的药效团移植到许多现有的基因编码噬菌体库中，并显着增加此类库在分子发现中的价值。

  DOI：

  10.1021/jacs.1c01186

文献信息

• Anion–π interaction at the solid/water interfaces
  作者：Masaaki Akamatsu、Ayumi Kimura、Koji Yamanaga、Kenichi Sakai、Hideki Sakai

  DOI：10.1039/d1cc01186c

  日期：——

  Anion–π interaction has been found to play a key role in interfacial phenomena. In this study, we evaluated the anion–π interactions at the solid/water interface. Anion adsorption originating from anion–π interaction at the interfaces followed the hydration energy and the presence of conjugated systems of the anions by the QCM measurements. Force curve measurements revealed that the single-molecule

  已发现阴离子-π相互作用在界面现象中起关键作用。在这项研究中，我们评估了固/水界面的阴离子-π相互作用。通过QCM测量，界面处阴离子与π相互作用引起的阴离子吸附遵循水合能和阴离子共轭体系的存在。力曲线测量表明，NDI单元与悬臂的带负电荷的表面之间阴离子-π相互作用的单分子力约为40 pN。据我们所知，这是获得阴离子-π相互作用单分子力的第一个例子。
• Spectroscopic studies and PM5 semiempirical calculations of new hydrazone of gossypol with 3,6,9-trioxadecylhydrazine
  作者：Grzegorz Bejcar、Piotr Przybylski、Monika Walkowiak、Bogumil Brzezinski

  DOI：10.1016/j.molstruc.2006.06.034

  日期：2007.3

  A new hydrazone of gossypol with 3,6,9-trioxadecylhydrazine (GHTO) has been synthesised and its structure has been studied by H-1 NMR, C-13 NMR, FT-IR spectroscopy and PM5 semiempirical methods. The results have shown that the newly synthesised hydrazone exists in solution in the N-imine N-imine tautomeric form, stabilized by several intramolecular hydrogen bonds among which the (O7HN16)-N-center dot center dot center dot intramolecular hydrogen bond is the strongest. The structure of GHTO is visualized by the PM5 semiempirical calculations. (c) 2006 Elsevier B.V. All rights reserved.
• Genetically Encoded Fragment-Based Discovery from Phage-Displayed Macrocyclic Libraries with Genetically Encoded Unnatural Pharmacophores
  作者：Arunika I. Ekanayake、Lena Sobze、Payam Kelich、Jihea Youk、Nicholas J. Bennett、Raja Mukherjee、Atul Bhardwaj、Frank Wuest、Lela Vukovic、Ratmir Derda

  DOI：10.1021/jacs.1c01186

  日期：2021.4.14

  genetically encoded libraries of peptides. A diketone linchpin 1,5-dichloropentane-2,4-dione converts peptide libraries displayed on phage to 1,3-diketone bearing macrocyclic peptides (DKMP): shelf-stable precursors for Knorr pyrazole synthesis. Ligation of diverse hydrazine derivatives onto DKMP libraries displayed on phage that carries silent DNA-barcodes yields macrocyclic libraries in which the

  具有非天然药效团的基因编码大环肽文库是发现许多感兴趣靶点的配体的宝贵来源。传统上，此类文库的生成采用“早期”将非天然结构单元掺入化学或翻译产生的大环化合物中。在这里，我们描述了从现成的起始材料开始的此类文库的不同后期方法：基因编码的肽文库。二酮关键 1,5-二氯戊烷-2,4-二酮可将噬菌体上展示的肽库转化为带有 1,3-二酮的大环肽 (DKMP)：用于克诺尔吡唑合成的耐贮存前体。将多种肼衍生物连接到携带沉默DNA条形码的噬菌体上展示的DKMP文库上，产生大环文库，其中氨基酸序列和药效团由DNA编码。该文库针对碳酸酐酶富集的具有苯磺酰胺药效基团和纳摩尔K d 的大环化合物进行选择。本手稿中描述的方法可以将不同的药效团移植到许多现有的基因编码噬菌体库中，并显着增加此类库在分子发现中的价值。
• Antifungal activity of alkyl and heterocyclic aza-derivatives of gossypol as well as their complexes with NaClO4 against Fusarium oxysporum f. sp. lupini
  作者：Piotr Przybylski、Krystian Pyta、Dorota Remlein-Starosta、Grzegorz Schroeder、Bogumil Brzezinski、Franz Bartl

  DOI：10.1016/j.bmcl.2009.02.051

  日期：2009.4

  Eight alkyl and six heterocyclic aza-derivatives of gossypol (2-15) have been synthesized using gossypol (1) extracted from Gossypium Herbaceum cottonseeds. The ability of gossypol aza-derivatives to form complexes with NaClO4 has been investigated by electrospray ionisation (ESI) mass spectra recorded in the positive and negative ion detection modes. The gossypol aza-derivatives have been characterized by FT-IR, H-1 and C-13 NMR spectroscopic methods and subsequently tested for their antifungal properties against Fusarium oxysporum. Four alkyl aza-derivatives (2-5), present in the enamine-enamine tautomeric form, have shown activity comparable or higher than that of gossypol against this fungus. To improve the antifungal activity the complexes of the most active compounds 2-5 with NaClO4 were prepared. Complexes of 2 and 5 with NaClO4 have shown antifungal activity higher than that of the uncomplexed compounds. (C) 2009 Elsevier Ltd. All rights reserved.