[Ru(2,2′:6′,2″-terpyridine)(2-phenylazopyridine)(Cl)](Cl) | 173343-62-9

• 英文名称: [Ru(2,2′:6′,2″-terpyridine)(2-phenylazopyridine)(Cl)](Cl)
• 英文别名: [Ru(terpy)(azpy)(Cl)](Cl)；[Ru(tpy)(azpy)Cl]Cl；[Ru(2,2’:6’,2’’-terpyridine)(2-(phenylazo)pyridine)Cl]Cl；[Ru(terpyridine)(2-(phenylazo)pyridine)Cl]Cl；chloro[2-(phenyldiazenyl-κN2)pyridine-κN](2,2':6',2''-terpyridine-κ3N)ruthenium(II) chloride
• CAS: 173343-62-9
• 化学式: C₂₆H₂₀ClN₆Ru*Cl
• 分子量: 588.461
• InChiKey: VGXQMWZQJFKVFF-CRBINSBKSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  [Ru(2,2′:6′,2″-terpyridine)(2-phenylazopyridine)(Cl)](Cl) 、 silver perchlorate 在 NaClO₄ 作用下， 以 水 、 丙酮 为溶剂， 以43%的产率得到[Ru(terpyridine)(2-(phenylazo)pyridine)(H2O)](ClO4)2
  参考文献：
  名称：

  Oxidation of octyl α-d-glucopyranoside to octyl α-d-glucuronic acid, catalyzed by several ruthenium complexes, containing a 2-(phenyl)azopyridine or a 2-(nitrophenyl)azopyridine ligand

  摘要：

  The oxidation of octyl alpha Lu-D-glucopyranoside by NaBrO3, catalyzed by a number of ruthenium polypyridyl complexes was investigated. Both [Ru(azpy)(2)(H2O)(2)](2+) (azpy = 2-(phenyl)azopyridine, system I) and [Ru(naz)(2)(H2O)(2)](2+) (naz = 2-(p-nitrophenyl)azopyridine, system II) proved to be active catalysts yielding octyl glucuronic acid (in acidic medium) and a 2, 3-glycol cleavage product (in basic medium) from octyl alpha-D-glucopyranoside (OGP). A major side-reaction is the hydrolysis of OGP, at the C-1 position. System II appears to be more reactive than system I, which has been explained by the redox properties of the complex. Especially at pH 3 a considerable amount of 1-O-octyl alpha-D-glucuronic acid is formed without the formation of hydrolysis products. Mechanistic studies, using results from reactions with cyclobutanol in combination with spectroscopic data, indicate that a Ru(IV) = O species is the active catalytic species. Two new complexes were synthesized, [Ru(terpy)(azpy)(H2O)](ClO4)(2) (terpy = terpyridine, system III) and [Ru(terpy) (naz) (H2O)](ClO4)(2) (system IV). Both complexes are less active than system I and II. The origin of the reduced activity can Lie in the fact that the ruthenium site is sterically less accessible, or because of oxidative instability of the complex, as indicated by electrolysis experiments.

  DOI：

  10.1016/1381-1169(95)00112-3
• 作为产物：
  描述：

  苯基(吡啶-2-基)二氮烯 、 Ru(tpy)(Cl)₃ 在 triethylamine 、 LiCl 作用下， 以 乙醇 、 水 为溶剂， 以39%的产率得到[Ru(2,2′:6′,2″-terpyridine)(2-phenylazopyridine)(Cl)](Cl)
  参考文献：
  名称：

  Oxidation of octyl α-d-glucopyranoside to octyl α-d-glucuronic acid, catalyzed by several ruthenium complexes, containing a 2-(phenyl)azopyridine or a 2-(nitrophenyl)azopyridine ligand

  摘要：

  The oxidation of octyl alpha Lu-D-glucopyranoside by NaBrO3, catalyzed by a number of ruthenium polypyridyl complexes was investigated. Both [Ru(azpy)(2)(H2O)(2)](2+) (azpy = 2-(phenyl)azopyridine, system I) and [Ru(naz)(2)(H2O)(2)](2+) (naz = 2-(p-nitrophenyl)azopyridine, system II) proved to be active catalysts yielding octyl glucuronic acid (in acidic medium) and a 2, 3-glycol cleavage product (in basic medium) from octyl alpha-D-glucopyranoside (OGP). A major side-reaction is the hydrolysis of OGP, at the C-1 position. System II appears to be more reactive than system I, which has been explained by the redox properties of the complex. Especially at pH 3 a considerable amount of 1-O-octyl alpha-D-glucuronic acid is formed without the formation of hydrolysis products. Mechanistic studies, using results from reactions with cyclobutanol in combination with spectroscopic data, indicate that a Ru(IV) = O species is the active catalytic species. Two new complexes were synthesized, [Ru(terpy)(azpy)(H2O)](ClO4)(2) (terpy = terpyridine, system III) and [Ru(terpy) (naz) (H2O)](ClO4)(2) (system IV). Both complexes are less active than system I and II. The origin of the reduced activity can Lie in the fact that the ruthenium site is sterically less accessible, or because of oxidative instability of the complex, as indicated by electrolysis experiments.

  DOI：

  10.1016/1381-1169(95)00112-3

文献信息

• LIGHT INDUCED DRUG RELEASE
  申请人：Bonnet Sylvestre

  公开号：US20140148425A1

  公开（公告）日：2014-05-29

  Photosensitive compounds for use in a method of treating a disease or condition are described. The photosensitive compounds have the formula R—Y, wherein R is a ruthenium complex and Y is at least one sulphur-containing photoreleasable group, and the compounds comprise at least one ruthenium-sulphur bond; or a pharmaceutically acceptable salt, solvate, ester or amide, such that upon influence of visible or near infra-red light (400-1400 nm) in vivo, said at least one ruthenium-sulphur bond is broken, thereby generating a pharmacologically active compound.

  描述了用于治疗疾病或症状的一种方法中使用的光敏化合物。这些光敏化合物具有R—Y的化学式，其中R是一个钌配合物，Y是至少一个含硫光释放基团，这些化合物包括至少一个钌-硫键；或者是药用可接受的盐、溶剂合物、酯或酰胺，因此，在体内受到可见光或近红外光（400-1400纳米）的影响时，所述至少一个钌-硫键被断裂，从而产生一种药理活性化合物。
• Effects of the Bidentate Ligand on the Photophysical Properties, Cellular Uptake, and (Photo)cytotoxicity of Glycoconjugates Based on the [Ru(tpy)(NN)(L)]²⁺ Scaffold
  作者：Lucien N. Lameijer、Tobias G. Brevé、Vincent H. S. van Rixel、Sven H. C. Askes、M. A. Siegler、Sylvestre Bonnet

  DOI：10.1002/chem.201705388

  日期：2018.2.21

  with general formula [Ru(tpy)(N−N)(L)]+/2+ (tpy=2,2′:6′,2′′‐terpyridine, N−N=bpy (2,2′‐bipyridine), phen (1,10‐phenanthroline), dpq (pyrazino[2,3‐f][1,10]phenanthroline), dppz (dipyrido[3,2‐a:2′,3′‐c]phenazine, dppn (benzo[i]dipyrido[3,2‐a:2′,3′‐c]phenazine), pmip (2‐(4‐methylphenyl)‐1H‐imidazo[4,5‐f][1,10]phenanthroline), pymi ((E)‐N‐phenyl‐1‐(pyridin‐2‐yl)methanimine), or azpy (2‐(phenylazo)pyridine)

  聚吡啶钌配合物作为光动力疗法（PDT）和光化疗（PACT）中的潜在化疗药物受到了广泛关注。在这里，我们研究了一系列十六种钌聚吡啶配合物，通式为 [Ru(tpy)(N−N)(L)] +/2+ (tpy=2,2′:6′,2′′-三联吡啶，N -N=bpy (2,2′-联吡啶)、phen (1,10-菲咯啉)、dpq (吡嗪基[2,3- f ][1,10]菲咯啉)、dppz (联吡啶并[3,2- a ]： 2′,3′- c ]吩嗪、dppn（苯并[ i ]二吡啶并[3,2- a :2′,3′- c ]吩嗪）、pmip（2-(4-甲基苯基）-1H-咪唑[ 4,5- f ][1,10]菲咯啉)、pymi(( E ) -N-苯基-1-(吡啶-2-基)甲胺)或azpy(2-(苯基偶氮)吡啶)，L=Cl -或 2-(2-(2-(甲硫基)乙氧基)乙氧基)乙基-β-d-吡喃葡萄糖苷)及其用于 PDT 或 PACT