四乙基2,2'-联吡啶-4,4'-二基二(膦酸酯) | 174397-53-6

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 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
• 中文名称: 四乙基2,2'-联吡啶-4,4'-二基二(膦酸酯)
• 中文别名: 2,2'-联吡啶-4,4'-双磷酸二乙酯
• 英文名称: tetraethyl [2,2'-bipyridine]-4,4'-diylbis(phosphonate)
• 英文别名: tetraethyl 2,2'-bipyridine-4,4'-bisphosphonate；4,4'-bis(diethyl phosphonate)-2,2'-bipyridine；4-diethoxyphosphoryl-2-(4-diethoxyphosphorylpyridin-2-yl)pyridine
• CAS: 174397-53-6
• 化学式: C₁₈H₂₆N₂O₆P₂
• 分子量: 428.362
• InChiKey: BBFROMDCBUIPCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  96.8
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P302+P352,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  四乙基2,2'-联吡啶-4,4'-二基二(膦酸酯) 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 2,2'-联吡啶-4,4'-二基二(膦酸)
  参考文献：
  名称：

  简便有效地合成基于2,2'-联吡啶的双（膦酸）酸

  摘要：

  描述了在（4,4'），（5,5'）或（6,6'）位置带有两个膦酸基团的新2,2'-联吡啶配体的合成和表征。

  DOI：

  10.1016/s0040-4039(98)00647-9
• 作为产物：
  描述：

  4,4'-二甲氧基-2,2'-联吡啶 在 四(三苯基膦)钯 、 三乙胺 、 三溴氧磷 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 23.0h， 生成 四乙基2,2'-联吡啶-4,4'-二基二(膦酸酯)
  参考文献：
  名称：

  Synthesis of Phosphonic Acid Derivatized Bipyridine Ligands and Their Ruthenium Complexes

  摘要：

  Water-stable, surface-bound chromophores, catalysts, and assemblies are an essential element in dye-sensitized photoelectrosynthesis cells for the generation of solar fuels by water splitting and CO2 reduction to CO, other oxygenates, or hydrocarbons. Phosphonic acid derivatives provide a basis for stable chemical binding on metal oxide surfaces. We report here the efficient synthesis of 4,4'-bis(diethylphosphonomethyl)-2,2'-bipyridine and 4,4'-bis(diethylphosphonate)-2,2'-bipyridine, as well as the mono-, bis-, and tris-substituted ruthenium complexes, [Ru(bpy)(2)(Pbpy)](2+), [Ru(bpy)(Pbpy)(2)](2+), [Ru(Pbpy)(3)](2+), [Ru(bpy)(2)(CPbpy)](2+), [Ru(bpy)(CPbpy)(2)](2+), and [Ru(CPbpy)(3)](2+) [bpy = 2,2'-bipyridine; Pbpy = 4,4'-bis(phosphonic acid)-2,2'-bipyridine; CPbpy = 4,4'-bis(methylphosphonic acid)-2,2'-bipyridine].

  DOI：

  10.1021/ic4014976

文献信息

• Directly Coupled Versus Spectator Linkers on Diimine Pt^II Acetylides-Change the Structure, Keep the Function?
  作者：Stuart A. Archer、Theo Keane、Milan Delor、Elizabeth Bevon、Alexander J. Auty、Dimitri Chekulaev、Igor V. Sazanovich、Michael Towrie、Anthony J. H. M. Meijer、Julia A. Weinstein

  DOI：10.1002/chem.201703989

  日期：2017.12.22

  groups for surface attachment often compromises light‐harnessing properties. Herein, a series of [donor–acceptor–anchor] platinum(II) diimine (bis‐)acetylides was developed in order to systematically compare the effect of conjugated versus electronically decoupled modes of attachment of protected anchoring groups on the photophysical properties of light‐harvesting units. The first examples of “decoupled”

  用锚固基团修饰采光单元以附着在表面上通常会损害采光性能。本文中，开发了一系列[供体-受体-锚]铂（II）二亚胺（双）乙炔化物，目的是系统比较受保护的锚定基团的共轭和电子解耦连接方式对光化学性质的影响。收割单位。“解偶联的”膦酸酯二亚胺Pt II的第一个实例报告了复合物，并且将它们的性质与通过多种方法研究的羧酸盐类似物的性质进行了比较和对比。超快时间分辨的红外光谱和瞬态吸收光谱表明，所有配合物均具有最低的电荷转移（CT）激发态，寿命在2到14 ns之间。确定了CT状态的振动信号和动态。TDDFT计算有助于电子状态的分配及其振动原点。在CT状态下直接捕获了伴随结构变化的超快能量重新分配。发现了电子基态和CT激发态的结构之间的显着差异，以及带有直接连接的或电子解耦的锚定基团的复合物中结构重组的差异。
• A Phosphonate Substituent in a 1,10‐Phenanthroline Ligand Boosts Light‐Driven Catalytic Water Oxidation Performance Sensitized by Ruthenium Chromophores
  作者：Sebastian Amthor、Philip Keil、Djawed Nauroozi、Daniel Perleth、Sven Rau

  DOI：10.1002/ejic.202100656

  日期：2021.12.14

  A phosphonate substituent in the 5-position of a 1,10-phenanthrolin ligand in a set of tris(bipyridine)ruthenium(II) type chromophores shows a remarkable influence on the performance of light-driven water oxidation catalysis upon conversion from the ethyl phosphonate into the free phosphonic acid. The phosphonic acid balances the quenching efficiency by the sacrificial donor and hence increases the

  一组三（联吡啶）钌 (II) 型发色团中 1,10-菲咯啉配体 5 位的膦酸酯取代基对从膦酸乙酯转化后的光驱动水氧化催化性能有显着影响进入游离的膦酸。膦酸平衡了牺牲供体的淬灭效率，从而提高了光稳定性。
• A small molecule HIF-1α stabilizer that accelerates diabetic wound healing
  作者：Guodong Li、Chung-Nga Ko、Dan Li、Chao Yang、Wanhe Wang、Guan-Jun Yang、Carmelo Di Primo、Vincent Kam Wai Wong、Yaozu Xiang、Ligen Lin、Dik-Lung Ma、Chung-Hang Leung

  DOI：10.1038/s41467-021-23448-7

  日期：——

  Impaired wound healing and ulcer complications are a leading cause of death in diabetic patients. In this study, we report the design and synthesis of a cyclometalated iridium(III) metal complex 1a as a stabilizer of hypoxia-inducible factor-1α (HIF-1α). In vitro biophysical and cellular analyses demonstrate that this compound binds to Von Hippel-Lindau (VHL) and inhibits the VHL–HIF-1α interaction. Furthermore, the compound accumulates HIF-1α levels in cellulo and activates HIF-1α mediated gene expression, including VEGF, GLUT1, and EPO. In in vivo mouse models, the compound significantly accelerates wound closure in both normal and diabetic mice, with a greater effect being observed in the diabetic group. We also demonstrate that HIF-1α driven genes related to wound healing (i.e. HSP-90, VEGFR-1, SDF-1, SCF, and Tie-2) are increased in the wound tissue of 1a-treated diabetic mice (including, db/db, HFD/STZ and STZ models). Our study demonstrates a small molecule stabilizer of HIF-1α as a promising therapeutic agent for wound healing, and, more importantly, validates the feasibility of treating diabetic wounds by blocking the VHL and HIF-1α interaction.

  摘要：受损伤口愈合和溃疡并发症是糖尿病患者死亡的主要原因。在这项研究中，我们报道了一种环金属化的铱（III）金属配合物1a的设计和合成，作为缺氧诱导因子-1α（HIF-1α）的稳定剂。体外生物物理和细胞分析表明，该化合物结合Von Hippel-Lindau（VHL）并抑制VHL-HIF-1α相互作用。此外，该化合物在细胞内累积HIF-1α水平，并激活HIF-1α介导的基因表达，包括VEGF、GLUT1和EPO。在活体小鼠模型中，该化合物显著加快了正常和糖尿病小鼠的伤口闭合速度，糖尿病组效果更显著。我们还证明了与伤口愈合相关的HIF-1α驱动基因（如HSP-90、VEGFR-1、SDF-1、SCF和Tie-2）在1a处理的糖尿病小鼠（包括db/db、HFD/STZ和STZ模型）的伤口组织中增加。我们的研究证明了一种小分子稳定剂HIF-1α作为治疗伤口愈合的有前途的药物，并更重要的是，通过阻断VHL和HIF-1α相互作用验证了治疗糖尿病伤口的可行性。
• [EN] METAL COMPLEXES BEARING BISSTYRYL-BIPYRIDINE LIGAND AND THEIR USE AS PHOTOSENSITIZER AGENT IN ONE AND TWO-PHOTON PHOTODYNAMIC THERAPY<br/>[FR] COMPLEXES MÉTALLIQUES PORTANT UN LIGAND BISSTYRYL-BIPYRIDINE ET LEUR UTILISATION EN TANT QU'AGENT PHOTOSENSIBILISANT DANS UNE THÉRAPIE PHOTODYNAMIQUE À UN ET DEUX PHOTONS
  申请人：PARIS SCIENCES LETTRES QUARTIER LATIN

  公开号：WO2021089644A1

  公开（公告）日：2021-05-14

  The present invention relates to metal complexes bearing at least one (E-E')-4,4'- bisstyryl-2,2'-bipyridine ligand (LIG1) of the following formula (I): or a pharmaceutically acceptable salt and/or solvate thereof. The present invention also relates to pharmaceutical compositions comprising these complexes and at least one pharmaceutically acceptable excipient. The present invention also relates to the use of compounds of formula (I) or pharmaceutical compositions comprising thereof as drug and as photosensitizer agent in photodynamic therapy. The present invention also relates to methods of preparation of said complexes.

  本发明涉及具有至少一个(E-E')-4,4'-双亚基苯基-2,2'-联吡啶配体（LIG1）的金属配合物的以下结构式（I）：或其药学上可接受的盐和/或溶剂。本发明还涉及包括这些配合物和至少一种药学上可接受的赋形剂的制药组合物。本发明还涉及将结构式（I）的化合物或包含其的制药组合物用作药物和光动力疗法中的光敏剂的用途。本发明还涉及所述配合物的制备方法。
• Experimental Evidence Supporting Related Mechanisms for Ru(II)-Catalyzed Dehydrocoupling and Hydrolysis of Amine-Boranes
  作者：Ainara Telleria、Cristian Vicent、Virginia San Nacianceno、María A. Garralda、Zoraida Freixa

  DOI：10.1021/acscatal.7b02958

  日期：2017.12.1

  amine-boranes. The analysis of the catalytic results, together with a multilateral approach based on 1H, 11B NMR, and ESI-MS were used to propose a plausible and conceptually unified mechanism for both the hydrolysis and competitive dehydrogenation of amine-boranes. We propose the intermediacy of solvent-stabilized borenium cations during the catalytic cycle, evolving toward dehydrogenation products

  测试了钌（II）半三明治配合物家族对胺-硼烷的水解分解作用。催化结果的分析，以及基于1 H，11的多边方法B NMR和ESI-MS用于为胺-硼烷的水解和竞争性脱氢提出一个合理且概念上统一的机理。我们提出了在催化循环中溶剂稳定的硼阳离子的中间产物，它在蒸馏的THF中趋向于脱氢产物或在水性介质中释放出胺-羟基硼烷。两种反应途径都可以通过金属催化的过程释放多达1当量的氢，但是胺-羟基硼烷的循环外低阻隔水解会在水溶液中产生另外2当量的氢。观察到以D 2 O为氘源的金属催化的（非产氢的）三取代胺-硼烷的氘化反应，并将其作为机理建议的一部分。