1,5-Bis-phthalimiidooxy-pentan | 94872-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 1,5-Bis-phthalimiidooxy-pentan
• 英文别名: N,N'-pentane-1,5-diyldioxy-bis-phthalimide；2-[5-(1,3-Dioxoisoindol-2-yl)oxypentoxy]isoindole-1,3-dione
• CAS: 94872-14-7
• 化学式: C₂₁H₁₈N₂O₆
• 分子量: 394.384
• InChiKey: PFJGNLGZLGFAGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  93.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,5-Bis-phthalimiidooxy-pentan 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 1,5-bis(aminooxy)pentane
  参考文献：
  名称：

  Synthesis and Characterization of Methoxy-Substituted Salamo-Type Bisoximes Based on Bis(aminooxy)alkane and 3-Methoxy-2-hydroxybenzaldehyde

  摘要：

  四种新的甲氧基取代的萨拉莫型双肟化合物6,6-二甲氧基-2,2-[(丙烯-1,3-二基二氧基)双(次氮基亚甲基)]联苯酚(H2L1)、6,6-二甲氧基-2、 2-[(丁烯-1,4-二基二氧基)双(次氮基亚甲基)]联苯酚(H2L2)、6,6-二甲氧基-2,2-[(丙烷-1,5-二基二氧基)双(次氮基亚甲基)]联苯酚(HH2L3)和6,6-二甲氧基-2,2-[(己烷-1,6-二基二氧基)双(次氮基亚甲基)]联苯酚(H2L4)分别在热乙醇介质下通过缩合反应合成，并表征为元素分析、红外光谱、紫外-可见光谱和 1H NMR 光谱。

  DOI：

  10.14233/ajchem.2014.17468
• 作为产物：
  描述：

  1,5-二溴戊烷 、 N-羟基邻苯二甲酰亚胺 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 75.0h， 生成 1,5-Bis-phthalimiidooxy-pentan
  参考文献：
  名称：

  Synthesis and Characterization of Methoxy-Substituted Salamo-Type Bisoximes Based on Bis(aminooxy)alkane and 3-Methoxy-2-hydroxybenzaldehyde

  摘要：

  四种新的甲氧基取代的萨拉莫型双肟化合物6,6-二甲氧基-2,2-[(丙烯-1,3-二基二氧基)双(次氮基亚甲基)]联苯酚(H2L1)、6,6-二甲氧基-2、 2-[(丁烯-1,4-二基二氧基)双(次氮基亚甲基)]联苯酚(H2L2)、6,6-二甲氧基-2,2-[(丙烷-1,5-二基二氧基)双(次氮基亚甲基)]联苯酚(HH2L3)和6,6-二甲氧基-2,2-[(己烷-1,6-二基二氧基)双(次氮基亚甲基)]联苯酚(H2L4)分别在热乙醇介质下通过缩合反应合成，并表征为元素分析、红外光谱、紫外-可见光谱和 1H NMR 光谱。

  DOI：

  10.14233/ajchem.2014.17468

文献信息

• Synthesis and Characterization of Salamo-type Bisoximes Based on 3-Ethoxysalicyladehyde and Bis(aminooxy)alkane
  作者：Gang Li、Jian-Chun Ma、Zong-Li Ren、Wei-Min Zhou、Li Wang、Na Wen

  DOI：10.14233/ajchem.2015.17557

  日期：——

  A series of ethoxy-substituted Salamo-type bisoximes H2L1-H2L4 have been synthesized from 3-ethoxysalicyladehyde and 1,3-bis(aminooxy)propane, 1,4-bis(aminooxy)butane, 1,5-bis(aminooxy)pentane or 1,6-bis(aminooxy)hexane in hot ethanol medium, respectively and characterized by elemental analyses, IR, UV-visible spectra and 1H NMR spectroscopy. Salamo-type compounds are conducive to coordinate experiments and construct supramolecular complexes.

  在热乙醇介质中，分别从 3-乙氧基水杨醛和 1,3-双（氨基氧基）丙烷、1,4-双（氨基氧基）丁烷、1,5-双（氨基氧基）戊烷或 1,6-双（氨基氧基）己烷合成了一系列乙氧基取代的萨拉莫型双肟 H2L1-H2L4，并通过元素分析、红外光谱、紫外可见光谱和 1H NMR 光谱进行了表征。萨拉莫类化合物有利于进行配位实验和构建超分子复合物。
• Synthesis and Characterization of Multihalogen Substituted Salamo-Type Bisoximes
  作者：Yu-Hua Yang、Xiu-Yan Dong、Yu-Jie Zhang、Gang Li、Meng-Meng Zhao

  DOI：10.14233/ajchem.2014.15925

  日期：——

  Four tetrahalogen substituted Salamo-type bisoximes H2L1-H2L4 have been synthesized from 3-bromo-5-chloro-2-hydroxybenzaldehyde and 1,3-bis(aminooxy)propane, 1,4-bis(aminooxy)butane, 1,5-bis(aminooxy)pentane or 1,6-bis(aminooxy)hexane in ethanol solution, respectively and characterized by elemental analyses as well as IR, UV-visible and 1H NMR spectroscopy.

  四种四卤素取代的萨拉莫型双氧肟 H2L1-H2L4 分别由 3-溴-5-氯-2-羟基苯甲醛和乙醇溶液中的 1,3-双（氨基氧基）丙烷、1,4-双（氨基氧基）丁烷、1,5-双（氨基氧基）戊烷或 1,6-双（氨基氧基）己烷合成，并通过元素分析以及红外光谱、紫外可见光谱和 1H NMR 光谱进行了表征。
• Synthesis and Characterization of Salamo-Type Bisoxime Compounds Based on 2-Hydroxy-4-methoxybenzaldehyde and Bis(aminooxy)alkane
  作者：Li Wang、Wei-Min Zhou、Gang Li、Yang Zhang

  DOI：10.14233/ajchem.2014.17568

  日期：——

  Three new Salamo-type bisoxime compounds H2L1-H2L3 have been synthesized from 2-hydroxy-4-methoxybenzaldehyde and 1,5-bis(aminooxy)pentane, 1,6-bis(aminooxy)hexane or 1,9-bis(aminooxy)nonane in hot ethanol medium, respectively and characterized by elemental analysis, IR and 1H NMR spectroscopy.

  三种新的Salamo型双肟化合物H2L1-H2L3分别由2-羟基-4-甲氧基苯甲醛和1,5-双(氨基氧基)戊烷、1,6-双(氨基氧基)己烷或1,9-双(氨基氧基)壬烷在热乙醇介质中合成，并通过元素分析、红外光谱和1H NMR光谱进行了表征。
• Uracil-Directed Ligand Tethering:  An Efficient Strategy for Uracil DNA Glycosylase (UNG) Inhibitor Development
  作者：Yu Lin Jiang、Daniel J. Krosky、Lauren Seiple、James T. Stivers

  DOI：10.1021/ja055846n

  日期：2005.12.1

  Uracil DNA glycosylase (UNG) is an important DNA repair enzyme that recognizes and excises uracil bases in DNA using an extrahelical recognition mechanism. It is emerging as a desirable target for small-molecule inhibitors given its key role in a wide range of biological processes including the generation of antibody diversity, DNA replication in a number of viruses, and the formation of DNA strand breaks during anticancer drug therapy. To accelerate the discovery of inhibitors of UNG we have developed a uracil-directed ligand tethering strategy. In this efficient approach, a uracil aldehyde ligand is tethered via alkyloxyamine linker chemistry to a diverse array of aldehyde binding elements. Thus, the mechanism of extrahelical recognition of the uracil ligand is exploited to target the UNG active site, and alkyloxyamine linker tethering is used to randomly explore peripheral binding pockets. Since no compound purification is required, this approach rapidly identified the first small-molecule inhibitors of human UNG with micromolar to submicromolar binding affinities. In a surprising result, these uracil-based ligands are found not only to bind to the active site but also to bind to a second uncompetitive site. The weaker uncompetitive site suggests the existence of a transient binding site for uracil during the multistep extrahelical recognition mechanism. This very general inhibitor design strategy can be easily adapted to target other enzymes that recognize nucleobases, including other DNA repair enzymes that recognize other types of extrahelical DNA bases.
• S-[ι-(Aminoöxy)alkyl]isothiuronium Salts, ι,ι'-Bis(aminoöxy)alkanes and Related Compounds¹
  作者：Ludwig Bauer、K. S. Suresh

  DOI：10.1021/jo01041a042

  日期：1963.6