4-(4-Ethylphenyl)-2,6-dipyridin-2-ylpyridine | 158014-67-6

• 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: 4-(4-Ethylphenyl)-2,6-dipyridin-2-ylpyridine
• CAS: 158014-67-6
• 化学式: C₂₃H₁₉N₃
• 分子量: 337.424
• InChiKey: NNQUBRMVXFJYIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 顺-双(2,2-二吡啶)二氯化钌(II) 水合物 、 4-(4-Ethylphenyl)-2,6-dipyridin-2-ylpyridine 以 四氢呋喃 、 乙二醇 为溶剂， 以20%的产率得到
  参考文献：
  名称：

  New Metallodendrimers Containing an Octakis(diphenylphosphino)-Functionalized Silsesquioxane Core and Ruthenium(II)-Based Chromophores

  摘要：

  A new class of surface-modified dendrimers has been prepared by reactions of 8 equiv of the terpyridine-functionalized polyether monodendrons with a polyhedral oligomeric silsesquioxane (POSS) core. Subsequent reactions of these spherically shaped organic dendrimers with Ru(II)-based precursors afford photo- and redox-active metallodendrimers. These new dendrimers have been characterized using a combination of mass spectral analysis (MALDI-TOF/MS, ESI/MS, and FAB/MS), nuclear magnetic resonance (H-1, C-13, Si-29, and (31)p{H-1} NMR), photophysical analyses (electronic absorption, emission, excited-state lifetime, and quantum yield) and electrochemical measurement (cyclic voltammetry). Specifically, (31)p{H-1} NMR is used to monitor the completion of reactions and the purity of dendrimers and metallodendrimers. These new metallodendrimers exhibit large extinction coefficients that coincide with the number of peripheral Ru(II)-based chromophores. With the use of (-CH2-Ph-tpy)Ru-II(bpy)(2) type of chromophores, all metallodendrimers are found emissive at room temperature, with lifetimes in the range of 605-890 ns. Photophysical data also indicate similar steady-state emission maxima and single-exponential decay kinetics for all metallodendrimers, and the observed overall quantum yields of the G1, G2, and G3 metallodendrimers are found to be 14, 20, and 7 times higher than that of the monomeric model complex (CH3-Ph-tpy)Ru(bpy)(2)(PF6)(2). Electrochemical studies reveal the presence of surface-confined species, in addition to the ligand-centered and metal-centered redox processes.

  DOI：

  10.1021/ic000490w
• 作为产物：
  描述：

  2-乙酰基吡啶 、 4-乙基苯甲醛 在 ammonium hydroxide 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 4-(4-Ethylphenyl)-2,6-dipyridin-2-ylpyridine
  参考文献：
  名称：

  A new light-scattering sensor for screening G-quadruplex stabilizers based on DNA-folding-mediated assembly of gold nanoparticles

  摘要：

  在这篇论文中，我们利用光散射技术组装了富含鸟嘌呤（G-rich）ssDNA 的金纳米粒子，并在此基础上构建了一种用于筛选 G-四重链稳定剂的生物传感器。我们合成了一系列金属-三吡啶配合物，并利用该生物传感器研究了它们对四重 DNA 的亲和力。利用光散射峰强度（I - I0）/I0 的比值，可以直观地呈现出稳定 G 型四链 DNA 的能力顺序：复合物 1 > 复合物 3 > MTX > 复合物 2 > 复合物 5 > 复合物 6 > 复合物 7 > 复合物 4 > 甲基绿 > TO > 复合物 8 > 顺铂。由于我们的方法可以定量分析稳定剂的亲和力，因此得到的复合物 1、复合物 3、MTX、复合物 2、复合物 5、复合物 6、复合物 7、复合物 4、甲基绿、TO 和复合物 8 的 EC50 值分别为 4.8、5.3、6.1、6.6、6.7、18.2、20.2、21.5、32.2、41.5 和 48.1 μM。这些结果已通过 G-四联体荧光插层置换（G4-FID）分析得到验证。所提出的方法是一种简单、方便、直观和高灵敏度的筛选 G-四叉稳定剂的检测方法。我们开发的生物传感器为筛选抗癌药物提供了一种前景广阔的工具。

  DOI：

  10.1039/c3tb20291g

文献信息

• LIGAND-FUNCTIONALIZED/AZO COMPOUNDS AND METHODS OF USE THEREOF
  申请人：HARRUNA I. Issifu

  公开号：US20070276104A1

  公开（公告）日：2007-11-29

  Described herein are ligand-functionalized/azo compounds and methods of use thereof.

  本文描述了配体功能化/偶氮化合物及其使用方法。
• PHARMACEUTICAL USE OF TERPYRIDINE DERIVATIVE
  申请人：TAISHO PHARMACEUTICAL CO. LTD

  公开号：EP0677293A1

  公开（公告）日：1995-10-18

  A terpyridine derivative represented by general formula (I) (wherein R represents hydrogen, (un)substituted phenyl, pyridyl, etc.), which has the effect of promoting the production of nerve growth factors or a neurotrophic factor activity. Hence it can be used as an ameliorant or remedy for the symptoms and diseases accompanying peripheral nerve degeneration which is idiopathic or caused by trauma, chemicals such as alcohol or anticancer drug, inflammation, or metabolism as observed in, for example, diabetes. In addition, it can be used as an ameliorant or remedy for the symptoms and diseases accompanying central nerve degeneration, such as senile dementia of Alzheimer type, cerebrovascular dementia, Down's syndrome, Parkinson's disease or Hantington's chorea, mental and motor function incompetences caused by cerebral ischemia, cerebral infarction, cerebral hemorrhage or head injury, spinal neuroparalysis, and so forth.

  一种由通式(I)代表的terpyridine衍生物（其中R代表氢、（未）取代的苯基、吡啶基等），具有促进神经生长因子或神经营养因子活性产生的作用。因此，它可作为一种改善剂或治疗剂，用于治疗特发性或由创伤、化学物质（如酒精或抗癌药物）、炎症或代谢（如糖尿病）引起的伴随周围神经变性的症状和疾病。此外，它还可用于改善或治疗中枢神经退化引起的症状和疾病，如阿尔茨海默型老年痴呆、脑血管性痴呆、唐氏综合征、帕金森病或汉廷顿舞蹈症、脑缺血、脑梗塞、脑出血或头部损伤引起的精神和运动功能障碍、脊髓神经麻痹等。
• US7411053B2
  申请人：——

  公开号：US7411053B2

  公开（公告）日：2008-08-12
• A new light-scattering sensor for screening G-quadruplex stabilizers based on DNA-folding-mediated assembly of gold nanoparticles
  作者：Da-Qian Feng、Guoliang Liu、Wenjie Zheng、Tianfeng Chen、Dan Li

  DOI：10.1039/c3tb20291g

  日期：——

  In this contribution, we constructed a biosensor for screening G-quadruplex stabilizers based on the assembly of gold nanoparticles functionalized with guanine-rich (G-rich) ssDNA using a light-scattering technique. We synthesized a series of metal–terpyridine complexes and investigated their affinity for quadruplex-DNA using the biosensor. Using the ratio of intensity of the light-scattering peak (I − I0)/I0, it can intuitively present the sequence of ability of stabilizing G-quadruplex DNA as follows: complex 1 > complex 3 > MTX > complex 2 > complex 5 > complex 6 > complex 7 > complex 4 > methyl green > TO > complex 8 > cisplatin. As our method allows the quantitative analysis of stabilizer affinity, EC50 values obtained are 4.8, 5.3, 6.1, 6.6, 6.7, 18.2, 20.2, 21.5, 32.2, 41.5 and 48.1 μM for complex 1, complex 3, MTX, complex 2, complex 5, complex 6, complex 7, complex 4, methyl green, TO and complex 8, respectively. The results have been verified by G-quadruplex fluorescent intercalator displacement (G4-FID) analysis. The proposed approach is a simple, convenient, intuitive and highly sensitive assay for screening G-quadruplex stabilizers. Our developed biosensor provides a promising tool for screening anticancer drugs.

  在这篇论文中，我们利用光散射技术组装了富含鸟嘌呤（G-rich）ssDNA 的金纳米粒子，并在此基础上构建了一种用于筛选 G-四重链稳定剂的生物传感器。我们合成了一系列金属-三吡啶配合物，并利用该生物传感器研究了它们对四重 DNA 的亲和力。利用光散射峰强度（I - I0）/I0 的比值，可以直观地呈现出稳定 G 型四链 DNA 的能力顺序：复合物 1 > 复合物 3 > MTX > 复合物 2 > 复合物 5 > 复合物 6 > 复合物 7 > 复合物 4 > 甲基绿 > TO > 复合物 8 > 顺铂。由于我们的方法可以定量分析稳定剂的亲和力，因此得到的复合物 1、复合物 3、MTX、复合物 2、复合物 5、复合物 6、复合物 7、复合物 4、甲基绿、TO 和复合物 8 的 EC50 值分别为 4.8、5.3、6.1、6.6、6.7、18.2、20.2、21.5、32.2、41.5 和 48.1 μM。这些结果已通过 G-四联体荧光插层置换（G4-FID）分析得到验证。所提出的方法是一种简单、方便、直观和高灵敏度的筛选 G-四叉稳定剂的检测方法。我们开发的生物传感器为筛选抗癌药物提供了一种前景广阔的工具。
• New Metallodendrimers Containing an Octakis(diphenylphosphino)-Functionalized Silsesquioxane Core and Ruthenium(II)-Based Chromophores
  作者：Hunter J. Murfee、Travis P. S. Thoms、John Greaves、Bo Hong

  DOI：10.1021/ic000490w

  日期：2000.11.13

  A new class of surface-modified dendrimers has been prepared by reactions of 8 equiv of the terpyridine-functionalized polyether monodendrons with a polyhedral oligomeric silsesquioxane (POSS) core. Subsequent reactions of these spherically shaped organic dendrimers with Ru(II)-based precursors afford photo- and redox-active metallodendrimers. These new dendrimers have been characterized using a combination of mass spectral analysis (MALDI-TOF/MS, ESI/MS, and FAB/MS), nuclear magnetic resonance (H-1, C-13, Si-29, and (31)pH-1} NMR), photophysical analyses (electronic absorption, emission, excited-state lifetime, and quantum yield) and electrochemical measurement (cyclic voltammetry). Specifically, (31)pH-1} NMR is used to monitor the completion of reactions and the purity of dendrimers and metallodendrimers. These new metallodendrimers exhibit large extinction coefficients that coincide with the number of peripheral Ru(II)-based chromophores. With the use of (-CH2-Ph-tpy)Ru-II(bpy)(2) type of chromophores, all metallodendrimers are found emissive at room temperature, with lifetimes in the range of 605-890 ns. Photophysical data also indicate similar steady-state emission maxima and single-exponential decay kinetics for all metallodendrimers, and the observed overall quantum yields of the G1, G2, and G3 metallodendrimers are found to be 14, 20, and 7 times higher than that of the monomeric model complex (CH3-Ph-tpy)Ru(bpy)(2)(PF6)(2). Electrochemical studies reveal the presence of surface-confined species, in addition to the ligand-centered and metal-centered redox processes.