4,7-bis(2-aminoethylamino)-1,10-phenanthroline | 1204587-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 4,7-bis(2-aminoethylamino)-1,10-phenanthroline
• 英文别名: N1,N1'-(1,10-phenanthroline-4,7-diyl)diethane-1,2-diamine；4-N,7-N-bis(2-aminoethyl)-1,10-phenanthroline-4,7-diamine
• CAS: 1204587-46-1
• 化学式: C₁₆H₂₀N₆
• 分子量: 296.375
• InChiKey: GBNDRIVALDKOLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  102
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,7-bis(2-aminoethylamino)-1,10-phenanthroline 、 1H-吡唑-1-甲脒盐酸盐 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以100%的产率得到1,1'-(2,2'-(1,10-phenanthroline-4,7-diyl)bis(azanediyl)bis(ethane-2,1-diyl))diguanidine
  参考文献：
  名称：

  Design, synthesis and evaluation of 4,7-diamino-1,10-phenanthroline G-quadruplex ligands

  摘要：

  A series of 4,7-diamino-1,10-phenanthroline derivatives carrying positively charged side chains has been synthesized, and their G-quadruplex interaction evaluated by circular dichroism (CD) and surface plasmon resonance (SPR). In absence of side chains, 4,7-diamino-1,10-phenanthroline exhibits a weak but significant G-quadruplex stabilizing effect, compared to no stabilization by 1,10-phenanthroline. We hypothesize that this effect is due to increased basicity of the phenanthroline nitrogens and protonation or ion chelation to form a central positive charge which stack on the G-tetrad above the central ionic column. Introduction of positively charged side chains results in compounds with appreciable G-quadruplex stabilizing properties and high aqueous solubility, with the longer side chains giving more potent compounds. Ligands carrying guanidine side chains in general show higher quadruplex stabilizing activity and distinctly slower kinetic properties than their amino and dimethylamino analogues, possibly due to specific hydrogen bond interactions with the G-quadruplex loops. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.09.055
• 作为产物：
  描述：

  4,7-二氯-1,10-菲咯啉 、 乙二胺 反应 5.0h， 以74%的产率得到4,7-bis(2-aminoethylamino)-1,10-phenanthroline
  参考文献：
  名称：

  基于钌 (II) 多吡啶配合物的聚集诱导发光发光原，用于快速和选择性地检测溶液和气相中的光气

  摘要：

  提出了一种用于选择性“开启”检测剧毒化学战剂光气的 4,7-双（2-氨基乙基氨基）-1,10-菲咯啉的双杂配钌 (II) 络合物Ru-1。探针Ru-1表现出聚集诱导发射 (AIE)，并且受限制的分子内运动是 AIE 活性的原因。在CHCl 3 /CH 3 CN[95:5 (v/v)]溶剂混合物中，通过透射电镜、场发射扫描电镜和大气力的支持，聚集后形成了独特的自组装泡状结构显微镜研究。探针Ru-1与其他竞争性化学战剂相比，光气显示出快速且高度选择性的发光开启响应，在 CH 3 CN 中具有低检测限 (13.9 nM) 。Ru-1 中的 2-氨基乙基氨基作为亲核加成到光气的羰基中心并进行分子内环化的反应位点。光气介导的反应的最终产物Ru-1-Phos含有 2-咪唑啉酮基团，这已通过电喷雾电离质谱和1 H 核磁共振 (NMR) 光谱证实。Ru-1的1 H NMR滴定与光气的反应支持了反应机理，并指出光气在两个

  DOI：

  10.1021/acs.inorgchem.1c02987

文献信息

• Sequence Selective Pyrrole and Imidazole Polyamide Metallocomplexes
  申请人：Jaramillo David

  公开号：US20070265240A1

  公开（公告）日：2007-11-15

  The present invention relates to sequence selective compounds for targeting therapeutic or diagnostic groups to polynucleotides. More particularly, the present invention relates to sequence selective targeting of metallocomplexes, such as metallodrugs and metallodiagnostics, to polynucleotides.

  本发明涉及用于将治疗或诊断药物组选择性地定向到多核苷酸的序列选择性化合物。更具体地，本发明涉及将金属配合物（如金属药物和金属诊断剂）的序列选择性定向到多核苷酸。
• Microelectronic device for electrochemical detection
  申请人：University of North Carolina at Chapel Hill et al.

  公开号：EP1193315A1

  公开（公告）日：2002-04-03

  A microelectronic device for electrochemical detection. The microelectronic device is suitable for detecting a member of a binding part, in particular a nucleic acid. The microelectronic device comprises a microelectronic substrate, a conductive electrode arranged on the substrate and a first member of a specific binding part immobilized on the substrate adjacent the conductive electrode. The conductive electrode may be a conductive oxidation-reduction detection electrode.

  一种用于电化学检测的微电子装置。该微电子装置适用于检测结合部位的成员，特别是核酸。该微电子装置包括一个微电子基板、一个布置在基板上的导电电极和一个固定在基板上与导电电极相邻的特定结合部位的第一个成员。导电电极可以是导电氧化还原检测电极。
• Detection of binding reactions using labels detected by mediated catalytic electrochemistry
  申请人：——

  公开号：US20020037530A1

  公开（公告）日：2002-03-28

  A method of detecting binding interactions and target molecules, such as proteins, protein fragments, recombinant proteins, recombinant protein fragments, extracellular matrix proteins, ligands, carbohydrates, steroids, hormones, drugs, drug candidates, immunoglobulins and receptors of eukaryotic, prokaryotic or viral origin, by mediated electrochemistry using labels that react with transition metal mediator complexes in a detectable catalytic redox reaction. These labels are attached directly to binders, target molecules, surrogate target molecules, or to affinity ligands capable of binding to the target or to surrogate target molecules capable of competing with the target for binding to another binder. The labels can be naturally present (endogenous) in the binder, target or affinity ligand, or constructed by the covalent attachment of the label to the binder, target, affinity ligand or surrogate target (exogenous).

  一种检测结合相互作用和目标分子（如蛋白质、蛋白质片段、重组蛋白质、重组蛋白质片段、细胞外基质蛋白质、配体、碳水化合物、类固醇、激素、药物、候选药物、免疫球蛋白和真核、原核或病毒来源的受体）的方法，该方法通过介导电化学原理，使用在可检测的催化氧化还原反应中与过渡金属介导络合物发生反应的标签。这些标签直接附着在粘合剂、靶分子、替代靶分子上，或附着在能与靶分子结合的亲和配体上，或附着在能与靶分子竞争与另一粘合剂结合的替代靶分子上。标签可以是粘合剂、靶标或亲和配体中天然存在的（内源性），也可以是通过共价连接粘合剂、靶标、亲和配体或替代靶标而构建的（外源性）。
• Electrochemical detection of nucleic acid hybridization
  申请人：——

  公开号：US20020106683A1

  公开（公告）日：2002-08-08

  A method of detecting a nucleic acid (e.g., DNA, RNA) that contains at least one preselected base (e.g., adenine, guanine, 6-mercaptoguanine, 8-oxo-guanine, and 8-oxo-adenine) comprises (a) reacting the nucleic acid with a transition metal complex capable of oxidizing the preselected base in an oxidation-reduction reaction; (b) detecting the oxidation-reduction reaction; and (c) determining the presence or absence of the nucleic acid from the detected oxidation-reduction reaction at the preselected base. The method may be used in a variety of applications, including DNA sequencing, diagnostic assays, and quantitative analysis.

  一种检测含有至少一种预选碱基（如腺嘌呤、鸟嘌呤、6-巯基鸟嘌呤、8-氧代鸟嘌呤和 8-氧代腺嘌呤）的核酸（如 DNA、RNA）的方法包括：(a) 使核酸与过渡金属络合物反应、腺嘌呤、鸟嘌呤、6-巯基鸟嘌呤、8-氧代鸟嘌呤和 8-氧代腺嘌呤）的核酸的检测方法包括：(a) 使核酸与能在氧化还原反应中氧化预选碱基的过渡金属复合物反应；(b) 检测氧化还原反应；(c) 根据检测到的预选碱基的氧化还原反应确定核酸的存在与否。该方法可用于多种应用，包括 DNA 测序、诊断检测和定量分析。
• Methods for the electrochemical detection of target compounds
  申请人：Thorp Holden H.

  公开号：US20050123937A1

  公开（公告）日：2005-06-09

  The present invention concerns methods for the detection of a target nucleic acid sequence in a sample.

  本发明涉及检测样品中目标核酸序列的方法。