N-(1,10-phenanthrolin-5-yl) acetamide | 182685-69-4

• 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: N-(1,10-phenanthrolin-5-yl) acetamide
• 英文别名: N-(1,10-phenanthroline-5-yl)acetamide；5-acetamido-1,10-phenanthroline；phen-NHCOCH3；N-1,10-Phenanthrolin-5-Ylacetamide；N-(1,10-phenanthrolin-5-yl)acetamide
• CAS: 182685-69-4
• 化学式: C₁₄H₁₁N₃O
• 分子量: 237.261
• InChiKey: AAJXINSCZMZERD-UHFFFAOYSA-N

物化性质

• 熔点：
  201 °C
• 沸点：
  540.6±30.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ru(1,4,5,8-tetraazaphenanthrene)2Cl2 、 N-(1,10-phenanthrolin-5-yl) acetamide 以 甲醇 、 水 为溶剂， 生成 ruthenium(II) bis(1,4,5,8-tetraazaphenathrene)-5-acetamido-1,10-phenanthroline
  参考文献：
  名称：

  Guerzo, Andre Del; Kirsch-De Mesmaeker, Andree; Demeunynck, Martine, Journal of the Chemical Society, Dalton Transactions

  摘要：

  DOI：
• 作为产物：
  描述：

  5-硝基-1,10-菲咯啉 在 palladium on activated charcoal 一水合肼 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 5.5h， 生成 N-(1,10-phenanthrolin-5-yl) acetamide
  参考文献：
  名称：

  磺化钌(II)聚吡啶配合物与发光光谱探测表面活性剂的相互作用

  摘要：

  新型阴离子 [RuL2L']2- 配合物，其中 L 代表 (1,10-phenanthroline-4,7-diyl)bis(benzosulfonate) (pbbs; 3a) 或 (2,2'-bipyridine)-4,4' -二磺酸盐 (bpds; 3b)，L' 是 N-(1,10-phenanthrolin-5-yl)tetradecanamide (pta; 2a) 或 N-(1,10-phenanthrolin-5-yl)acetamide (paa; 2b) ) 合成，并通过电子吸收、发光光谱、发射寿命测定研究了它们与原型表面活性剂十二烷基硫酸钠 (SDS)、十六烷基三甲基溴化铵 (CTAB) 和 Triton X-100 (TX-100) 的相互作用，和 O2 淬火测量。[Ru(pbbs)2(pta)]2- (5a) 在浓度高于 1.3 μM 的水性介质中表现出协同自聚集；在存在

  DOI：

  10.1002/1522-2675(20010919)84:9<2708::aid-hlca2708>3.0.co;2-m

文献信息

• Luminescent rhenium(i) complexes with acetylamino- and trifluoroacetylamino-containing phenanthroline ligands: Anion-sensing study
  作者：Chi-On Ng、Sze-Wing Lai、Hua Feng、Shek-Man Yiu、Chi-Chiu Ko

  DOI：10.1039/c1dt10831j

  日期：——

  A series of rhenium complexes with acetylamino- and trifluoroacetylamino-containing 1,10-phenanthroline ligands have been synthesized, characterized and their photophysical and electrochemical properties studied. These complexes were found to show significant UV-vis and emission changes on addition of CN−, F− and AcO− anions. Their reactivity towards CN−, F− and AcO− anions, was also investigated by UV-vis, emission and 1H NMR spectroscopy. The reaction product between the trifluoroacetylamino-containing 1,10-phenanthroline ligand and the CN− anion has also been structurally characterized by X-ray crystallography.

  我们合成了一系列含有乙酰氨基和三氟乙酰氨基的 1,10- 菲罗啉配体的铼配合物，并对其光物理和电化学性质进行了表征和研究。研究发现，这些配合物在加入 CN-、F- 和 AcO- 阴离子后会出现明显的紫外可见光和发射变化。此外，还通过紫外可见光谱、发射光谱和 1H NMR 光谱研究了它们与 CN-、F- 和 AcO-阴离子的反应性。含三氟乙酰氨基的 1,10-菲罗啉配体与 CN- 阴离子之间的反应产物也通过 X 射线晶体学进行了结构表征。
• METHODS OF ANALYZING CELL MEMBRANES
  申请人：Ariel-University Research and Development Company Ltd.

  公开号：US20170121668A1

  公开（公告）日：2017-05-04

  A method of precipitating cell membrane fragments from a cell lysate is disclosed. The method comprises contacting the cell lysate with a hydrophobic chelator and a metal ion under conditions that allow precipitation of the cell membrane fragments. Kits for precipitating cell membrane fragments are also disclosed.

  本发明公开了一种从细胞裂解液中沉淀细胞膜碎片的方法。该方法包括在允许细胞膜碎片沉淀的条件下，将细胞裂解液与疏水螯合剂和金属离子接触。此外，本发明还公开了用于沉淀细胞膜碎片的试剂盒。
• Characterisation of bifunctional ruthenium(II) complexes, potential DNA photo-probes. Presence of folded and unfolded conformers †
  作者：André Del Guerzo、Andrée Kirsch-De Mesmaeker、Martine Demeunynck、Jean Lhomme

  DOI：10.1039/b000197j

  日期：——

  Novel bifunctional ruthenium(II) complexes, [Ru(TAP)2(POQ-Nmet)]2+ and [Ru(BPY)2(POQ-Nmet)]2+ (1a, 2a), containing a metallic and an organic moiety, have been prepared as photoprobes and photoreagents of DNA (TAP = 1,4,5,8-tetraazaphenanthrene, POQ-Nmet = 5-[6-(7-chloroquinolin-4-yl)-3-thia-6-azaheptanamido]-1,10-phenanthroline). The ES mass spectrometry and 1H NMR data in organic solvents indicate that the quinoline moiety exists in both the protonated and non-protonated form. Moreover, the comparison of the NMR data with those of the corresponding monofunctional complexes (without quinoline) evidences that [Ru(TAP)2(POQ-Nmet)]2+ and [Ru(BPY)2(POQ-Nmet)]2+ are unfolded when the quinoline unit is protonated whereas deprotonation permits folding of the molecule. In the folded state the spatial proximity of the electron donor (the organic moiety) and electron acceptor (the metallic moiety) in [Ru(TAP)2(POQ-Nmet)]2+ favours intramolecular photo-induced electron transfer, which has been shown in a previous study to be responsible for the very low luminescence of 1a in non-protonating solutions. The restoration of the luminescence by protonation of the quinoline moiety as observed previously is in agreement with the unfolding of the molecule demonstrated in this work. The existence of such folding–unfolding processes related to protonation is crucial for studies of 1a with DNA.

  新型双功能钌(II)配合物，[Ru(TAP)2(POQ-Nmet)]2+ 和 [Ru(BPY)2(POQ-Nmet)]2+ (1a, 2a)，含有金属和有机部分，已被制备为DNA的光探针和光试剂（TAP=1,4,5,8-四氮杂菲，POQ-Nmet=5-[6-(7-氯喹啉-4-基)-3-thia-6-氮杂庚酰胺] -1,10-菲咯啉）。有机溶剂中的ES质谱和1H NMR数据表明喹啉部分以质子化和非质子化形式存在。此外，NMR数据与相应单官能配合物（不含喹啉）的比较证明[Ru(TAP)2(POQ-Nmet)]2+和[Ru(BPY)2(POQ-Nmet)]2+当喹啉单元质子化时，分子折叠，而去质子化允许分子折叠。在折叠状态下，[Ru(TAP)2(POQ-Nmet)]2+ 中电子供体（有机部分）和电子受体（金属部分）的空间接近性有利于分子内光诱导电子转移，这已被证实先前的研究显示，1a 在非质子化溶液中发光非常低。如先前所观察到的，通过喹啉部分的质子化恢复发光与本工作中演示的分子的展开一致。这种与质子化相关的折叠-展开过程的存在对于 DNA 1a 的研究至关重要。
• CYCLOMETALATED TRANSITION METAL COMPLEXES FOR MULTIPLEX ANALYTE DETECTION
  申请人：Berkelman Thomas R.

  公开号：US20100144046A1

  公开（公告）日：2010-06-10

  A complex containing a transition metal ion and a plurality of donor ligands each of which is fully coordinated to the transition metal ion and is either a nitrogen donor ligand or a cyclometalated donor ligand, such that at least one of the donor ligands is a cyclometalated donor ligand bears one or more reactive groups connected to at least one of the donor ligands through a linker that includes a chain of four or more atoms. The linker offers advantages that make the complex particularly effective in labeling biomolecules and in multiplex analyses.

  本文描述了一种包含过渡金属离子和多种供体配体的复合物，每个供体配体都与过渡金属离子完全配位，并且是氮供体配体或环金属供体配体，至少一个供体配体是带有一个或多个反应基团的环金属供体配体，该反应基团通过一个包含四个或更多原子的链连接到至少一个供体配体上。该链连接提供了优势，使得该复合物在标记生物分子和多重分析中特别有效。
• Phenanthroline Derivatives as Efficient Organic Photocatalysts for Visible‐Light‐Mediated PET‐RAFT Polymerization
  作者：Yang Xiao、Wanchao Hu、Zhinan Xia、Bingfeng Shi、Changli Lü

  DOI：10.1002/cjoc.202300206

  日期：2023.10.15

  Phenanthroline is an excellent and stable π‐electron acceptor with a large conjugated chromophore. Phenanthroline derivatives are widely used in adsorption, photodegradation, solar cells, biology, and so on. At present, there are still limited organic molecules utilized to efficiently photocatalyze reversible‐deactivation radical polymerization (RDRP). Therefore, the design of organic photocatalysts (OPCs) for RDRP remains a challenge. Herein, according to the strategy of combining the donor groups and weak acceptor groups, donor‐acceptor (D‐A) type OPCs based on phenanthroline were utilized for the first time in photoinduced electron transfer‐reversible addition‐fragmentation chain transfer (PET‐RAFT) polymerization. 1,10‐Phenanthroline‐5‐amine (Aphen) with a donor group‐amino was screened out for efficacious photo‐controlled radical polymerization under blue light for various monomers with conjugated and unconjugated structures with high monomer conversion and well‐defined narrow dispersity polymers (Đ < 1.20). Controllable homo‐polymers and block copolymers were successfully realized by chain extension reaction and block copolymerization of structurally diverse monomers.

  综述 菲罗啉是一种优良而稳定的π电子受体，具有较大的共轭发色团。菲罗啉衍生物被广泛应用于吸附、光降解、太阳能电池、生物等领域。目前，可用于高效光催化可逆失活自由基聚合（RDRP）的有机分子仍然有限。因此，设计用于 RDRP 的有机光催化剂（OPCs）仍然是一项挑战。本文根据供体基团和弱受体基团相结合的策略，首次在光诱导电子转移-可逆加成-断裂链转移（PET-RAFT）聚合中利用了基于菲罗啉的供体-受体（D-A）型有机光催化剂。筛选出了具有供体基团-氨基的 1,10-菲罗啉-5-胺 (Aphen)，在蓝光下对具有共轭和非共轭结构的各种单体进行有效的光控自由基聚合，具有较高的单体转化率和明确的窄分散度聚合物 (Đ<1.20)。通过不同结构单体的链延伸反应和嵌段共聚，成功实现了可控的均聚物和嵌段共聚物。