N-ethyl-N,N-bis(2-pyridylmethyl)amine | 142723-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-ethyl-N,N-bis(2-pyridylmethyl)amine
• 英文别名: N,N-bis-(2-pyridylmethyl)ethylamine；N,N-bis(2-pyridylmethyl)ethylamine；ethylbis(2-pyridylmethyl)amine；N,N-bis(2-pyridyl)ethylamine；di(2-picolyl)(N-ethyl)amine；bpea；N,N-bis(pyridin-2-ylmethyl)ethanamine
• CAS: 142723-81-7
• 化学式: C₁₄H₁₇N₃
• 分子量: 227.309
• InChiKey: OTWUOQQUSQOVTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 N-ethyl-N,N-bis(2-pyridylmethyl)amine 以 四氢呋喃 为溶剂， 以90%的产率得到cis,fac-[RuCl2(N,N-bis(2-pyridylmethyl)ethylamine)(PPh3)]*4H2O
  参考文献：
  名称：

  New Ru Complexes Containing the N-Tridentate bpea and Phosphine Ligands:  Consequences of Meridional vs Facial Geometry

  摘要：

  The synthesis and isolation of the complex cis, fac-[(RuCl2)-Cl-II(bpea)(PPh3)] [3; bpea = N,N-bis(2-pyridylmethyl)ethylamine] and three geometrical isomers of the complex [(RuCl)-Cl-II(bpea)(dppe)](BF4) [4; dppe = (1,2-diphenylphosphino)ethane], trans, fac(4a), cis, fac(4b), and mer(down)(4c), have been described (see Chart 1 for a drawing of their structures). These complexes have been characterized through analytical, spectroscopic (IR, UV/vis, and 1D and 2D NMR), and electrochemical (cyclic voltammetry) techniques. In addition, complexes 3, 4a, and 4b have been further characterized in the solid state through monocrystal X-ray diffraction analysis. The molecular and electronic structures of isomers 4a, 4b, 4c, and 4d (the mer(up) isomer) have also been studied by means of density functional theory (DFT) calculations. Furthermore, their low-energy electronic transitions have been simulated using time-dependent DFT approaches, which have allowed unraveling of their metal-to-ligand charge-transfer nature. Complexes 3 and 4a-c are capable of catalyzing H-transfer types of reactions between alcohols and aromatic ketones such as acetophenone and 2,2-dimethylpropiophenone (DP). A strong influence of the facial versus meridional geometry in the bpea ligand coordination mode is observed for these catalytic reactions, with the meridional isomer being much more active than the facial one. The meridional isomer is even capable of carrying out the H-transfer reaction of bulky substrates such as DP at room temperature.

  DOI：

  10.1021/ic061126l
• 作为产物：
  描述：

  以 甲醇 为溶剂， 生成 N-ethyl-N,N-bis(2-pyridylmethyl)amine
  参考文献：
  名称：

  含α-羟基三脚架胺螯合物的Fe（III）配合物的光化学和阴离子控制结构

  摘要：

  合成了具有两个吡啶基和一个α-羟基酸（AHA）基团的三脚胺螯合物，Pyr-TPA-AHA。取决于合成中使用的Fe（III）来源的抗衡离子，不同的Fe（III）络合物与该螯合物形成。双核络合物Fe（III）2（Pyr-TPA-AHA）2（μ-O）1和单核络合物Fe（III）（Pyr-TPA-AHA）X（X = Cl –或Br –，2和3分别）。通过添加硝酸银或大量过量的水，可以很容易地将2转化为1。1的结构通过X射线晶体学分析（C 32 H34 N 6 O 7 Fe 2 ·13H 2 O，a = 14.1236（6）Å，b = 14.1236（6）Å，c = 21.7469（15）Å，α=β=γ= 90°，四边形，P4 2 2 1 2，Z = 4）。2和3分别具有简单准可逆循环与伏安ë 1/2（相对于Ag水/ AgCl电极）为= 135毫伏2和470为3在乙腈中。乙腈中1的循环伏安图在E 1/2处具有准可逆特征=

  DOI：

  10.1021/acs.inorgchem.7b01799

文献信息

• INHIBITORS OF CARBONIC ANHYDRASE IX
  申请人：Zimmerman Craig

  公开号：US20090175794A1

  公开（公告）日：2009-07-09

  Novel radiopharmaceuticals that are useful in diagnostic imaging and therapeutic treatment of disease characterized by over expression of CA-IX comprise a complex that contains a sulfonamide moiety which is capable of binding the active catalytic site of CA-IX, and a radionuclide adapted for radioimaging and/or radiotherapy:

  具有在诊断成像和治疗过度表达CA-IX疾病中有用的新型放射性药物，包括一种含有磺胺基团的复合物，该基团能够结合CA-IX的活性催化位点，以及适用于放射成像和/或放射治疗的放射性核素：
• Triply bridged dinuclear ruthenium complexes bearing alkylbis(2-pyridylmethyl)amine in the mixed-valence state of Ru(<scp>ii</scp>)–Ru(<scp>iii</scp>)
  作者：T. Misawa-Suzuki、K. Matsuya、T. Watanabe、H. Nagao

  DOI：10.1039/c8dt03507e

  日期：——

  Triply halogeno and methoxido-bridged dinuclear ruthenium complexes bearing a tridentate ancillary ligand, alkylbis(2-pyridylmethyl)amine (alkyl, ethyl and benzyl), in the Ru(II)–Ru(III) mixed-valence state were synthesized by reduction reactions of the trichloridoruthenium(III) complex, fac-[RuIIICl3(ebpma)], followed by chlorido-substitution and oxidation reactions in air. The conversion of the bridging

  通过还原反应合成了Ru（II）-Ru（III）混合价态的带有三齿辅助配体烷基双（2-吡啶基甲基）胺（烷基，乙基和苄基）的三重卤代和甲氧基桥接的双核钌配合物。三氯钌（III）配合物fac- [Ru III Cl 3（ebpma）]，然后在空气中进行氯离子取代和氧化反应。还可以通过还原双核核来实现二钌配合物桥联配体的转化。通过电子自旋共振（ESR），X射线晶体学，电化学测量和紫外可见近红外（NIR）光谱研究了混合价态的电子结构。所有三重桥连配合物的混合价态是稳定的，分类为III类。
• LANTHANIDE ION COMPLEXES AND IMAGING METHOD
  申请人：Pang Yi

  公开号：US20160333028A1

  公开（公告）日：2016-11-17

  A lanthanide complex, method of forming and method of using the lanthanide complex as a near-infrared luminescent material are described. The complex includes at least one lanthanide ion and at least one polydentate ligand derived from a molecule having the general formula of Structure 2: where: E represents a heteroatom or heteroatom-containing group and R 1 -R 8 are independently selected from H, —OH, —NH 2 , —SO 3 H, —CO 2 H, halides, optionally substituted organic groups; and conjugated linking groups which link two of the polydentate ligands of Structure 2 together.

  本文介绍了一种镧系络合物，以及形成该络合物的方法和将该络合物用作近红外发光材料的方法。该络合物包括至少一个镧系离子和至少一个聚叶配体，该聚叶配体源自具有结构2的通用公式的分子，其中：E代表杂原子或含杂原子的基团，R1-R8独立选择自H、—OH、—NH2、—SO3H、—CO2H、卤素、可选择取代的有机基团和共轭连接基团，将结构2的两个聚叶配体连接在一起。
• A Dinuclear Manganese(II) Complex with the {Mn₂(μ-O₂CCH₃)₃}⁺ Core:  Synthesis, Structure, Characterization, Electroinduced Transformation, and Catalase-like Activity
  作者：Isabel Romero、Lionel Dubois、Marie-Noëlle Collomb、Alain Deronzier、Jean-Marc Latour、Jacques Pécaut

  DOI：10.1021/ic010721e

  日期：2002.4.1

  Reactions of Mn(II)(PF(6))(2) and Mn(II)(O(2)CCH(3))(2).4H(2)O with the tridentate facially capping ligand N,N-bis(2-pyridylmethyl)ethylamine (bpea) in ethanol solutions afforded the mononuclear [Mn(II)(bpea)](PF(6))(2) (1) and the new binuclear [Mn(2)(II,II)(mu-O(2)CCH(3))(3)(bpea)(2)](PF(6)) (2) manganese(II) compounds, respectively. Both 1 and 2 were characterized by X-ray crystallographic studies

  Mn（II）（PF（6））（2）和Mn（II）（O（2）CCH（3））（2）.4H（2）O与三齿面部封端配体N，N-bis的反应（2-吡啶基甲基）乙胺（bpea）在乙醇溶液中提供单核[Mn（II）（bpea）]（PF（6））（2）（1）和新的双核[Mn（2）（II，II） （mu-O（2）CCH（3））（3）（bpea）（2）]（PF（6））（2）锰（II）化合物。1和2均通过X射线晶体学研究表征。配合物1在单斜晶系空间群P2（1）/ n中结晶，a = 11.9288（7）A，b = 22.5424（13）A，c = 13.0773（7）A，alpha = 90度，beta = 100.5780 （10度），γ= 90度，Z =4。配合物2的晶体是正交晶体，空间群C222（1），a = 12.5686（16）A，b = 14.4059（16）A，c = 22.515（ 3）A，α= 90度，β=
• Synthesis of Rhenium(I) Tricarbonyl Complexes with Carbohydrate‐Pendant Tridentate Ligands and Their Cellular Uptake
  作者：Yuji Mikata、Kyoko Takahashi、Yuka Noguchi、Masami Naemura、Anna Ugai、Saori Itami、Keiko Yasuda、Satoshi Tamotsu、Takashi Matsuo、Tim Storr

  DOI：10.1002/ejic.201100953

  日期：2012.1

  all complexes were extensively incorporated into the HeLa cells over a 24 h period, and the DQA complexes showed the highest uptake of all the complexes in the series. However, in comparison to the corresponding Re complexes without the pendant carbohydrate functions (prepared with the related ligands LDPA, LDQA, and LNPG), only the NPG complexes exhibited carbohydrate enhanced cellular uptake. Considering

  已经制备了 12 种 [ReIL(CO)3]n+ 与各种碳水化合物悬垂配体 L 的复合物，并研究了它们对 HeLa S3 细胞的吸收。配体库包括： (i) 葡萄糖/半乳糖作为碳水化合物基团；(ii)双(2-吡啶基甲基)胺(DPA)、双(2-喹啉甲基)胺(DQA)或N-(2-吡啶基甲基)甘氨酸(NPG)作为金属结合组分；(iii) 乙烯链作为金属结合位点和 O/C-糖苷之间的接头。微波诱导等离子体质谱 (MIP-MS) 测量表明，所有复合物在 24 小时内都广泛地结合到 HeLa 细胞中，并且 DQA 复合物显示出该系列中所有复合物的最高吸收。然而，与没有悬垂碳水化合物功能的相应 Re 复合物相比（用相关配体 LDPA、LDQA、和 LNPG)，只有 NPG 复合物表现出碳水化合物增强的细胞摄取。考虑到它们的水溶性和细胞吸收特性，含有 O-糖苷基团（L1 和 L'1）的 NPG 复合物是增强