[nBu4N][trans-RuCl4(dimethyl sulfoxide)2] | 156974-49-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: [nBu4N][trans-RuCl4(dimethyl sulfoxide)2]
• 英文别名: (Bu4N) trans-(Ru(DMSO)2Cl4)；[N(n-butyl)4]trans-[Ru(dimethylsulfoxide)2Cl4]；[tetrabutylammonium][trans-RuCl4(dmso-S)2]；[tetrabutylammonium][trans-RuCl4(DMSO)2]；[Bu4N][trans-RuCl4(dmso-S)2]；methylsulfinylmethane;tetrabutylazanium;trichlororuthenium;chloride
• CAS: 156974-49-1；61779-27-9
• 化学式: C₄H₁₂Cl₄O₂RuS₂*C₁₆H₃₆N
• 分子量: 641.621
• InChiKey: GXYAVULMAGVQNS-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  7.75
• 重原子数：
  30.0
• 可旋转键数：
  14.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [nBu4N][trans-RuCl4(dimethyl sulfoxide)2] 、 一氧化碳 以 氯仿 为溶剂， 以80%的产率得到NBu4[trans-RuCl4(DMSO)(CO)]
  参考文献：
  名称：

  Carbonyl Derivatives of Chloride-Dimethyl Sulfoxide-Ruthenium(III) Complexes: Synthesis, Crystal Structure, and Reactivity of [(DMSO)2H][trans-RuCl4(DMSO-O)(CO)] and mer,cis-RuCl3(DMSO-O)2(CO)

  摘要：

  The synthesis, spectroscopic characterization and crystal structure of [(DMSO)(2)H][trans-RuCl4(DMSO)(CO)] (3) and mer,cis-RuCl3(DMSO)(2)(CO) (4) are reported (DMSO = O-bonded dimethyl sulfoxide). The two complexes are easily synthesized from [(DMSO)(2)H][trans-RuCl4(DMSO)(2)] (1) and mer,trans-RuCl3(DMSO)(2)(DMSO) (2), respectively, upon reaction with carbon monoxide at room temperature and atmospheric pressure. They represent the first examples of Ru(III) chloride-DMSO-carbonyl complexes. Coordination of carbon monoxide induces the S to O linkage isomerization of the DMSO ligand trans to it. [(DMSO)(2)H][trans-RuCl4(DMSO)(CO)]: orthorhombic, space group Pnma, Z = 4, a = 10.564(1) Angstrom, b = 14.620(3) Angstrom, c = 12.312(1) Angstrom. mer,cis-RuCl3(DMSO)(2)(CO): triclinic, space group P1, Z = 4, a = 6.991(9) Angstrom, b = 13.98(1) Angstrom, c = 14.86(2) Angstrom, alpha = 82.76(8)degrees, beta = 85.83(8)degrees, gamma = 75.41(9)degrees. In both 3 and 4 the DMSO ligand trans to CO is weakly bonded and easily replaced by a nitrogen donor ligand such as NH3 or pyridine.

  DOI：

  10.1021/ic00123a003
• 作为产物：
  描述：

  [(DMSO)₂H][trans-Ru(DMSO)₂Cl₄] 、 四丁基氯化铵 以 乙醇 为溶剂， 生成 [nBu4N][trans-RuCl4(dimethyl sulfoxide)2]
  参考文献：
  名称：

  Rudnitskaya, O. V.; Miroshnichenko, I. V.; Zaslavskaya, L. A., Russian Journal of Inorganic Chemistry, 1992, vol. 37, p. 1283 - 1286

  摘要：

  DOI：

文献信息

• Synthetic strategies towards ruthenium–porphyrin conjugates for anticancer activity
  作者：Teresa Gianferrara、Ioannis Bratsos、Elisabetta Iengo、Barbara Milani、Adrian Oštrić、Cinzia Spagnul、Ennio Zangrando、Enzo Alessio

  DOI：10.1039/b911393b

  日期：——

  peripheral fragments, both Ru(III) and Ru(II), have been used: in some cases they are structurally similar to established anticancer compounds. Examples are [Na](4)[4'TPyPtrans-RuCl(4)(dmso-S)}(4)] (2), that bears four NAMI-type Ru(III) fragments, or [4'TPyPRu([9]aneS3)(en)}(4)][CF(3)SO(3)](8) (3) and [bpy(4)-PPRu([9]aneS3)(dmso-S)}(4)][CF(3)SO(3)](8) (9) (en = ethane-1,2-diamine, [9]aneS3 = 1,4

  卟啉与金属片段的缀合是制备新化合物的策略，这些新化合物有望将卟啉生色团的光毒性和肿瘤定位特性与金属片段的细胞毒性相结合，以产生加性抗肿瘤作用。我们在这里报告了具有潜在生物医学应用的新型卟啉-钌结合物的制备。选择钌是因为几种Ru化合物已显示出有希望的抗癌活性。通过周围的吡啶基环（egmeso-4'-四吡啶基卟啉，4'TPyP）或通过bpy单元（egmeso-（p-bpy-苯基）卟啉，bpy（n）-PPs，n = 1-4）。附在卟啉上的Ru片段的数量为1至4，结合物的总电荷为-4至+8。Ru（III）和Ru（II）都使用了不同类型的外围片段：在某些情况下，它们在结构上与已确立的抗癌化合物相似。例子是[Na]（4）[4'TPyP 反式RuCl（4）（dmso-S）}（4）]（2），其带有四个NAMI型Ru（III）片段，或[4'TPyP Ru（[9] aneS3）（en）}（4）] [CF（
• Synthesis and characterization of ionic Ru(III) complexes containing dimethylsulfoxide and dinitrogen heterocyclic ligands
  作者：Craig M. Anderson、Amnon Herman、Fernande D. Rochon

  DOI：10.1016/j.poly.2007.03.041

  日期：2007.8

  Several new Ru(III) DMSO compounds including [PPh4]trans-[Ru(DMSO)(2)Cl-4], [PPh4]trans-[Ru(DMSO)(pyrazine)Cl-4] (2), [PPh4]trans-[Ru(DMSO)(4,4'-bipyridine)Cl-4] and [PPh4]trans-[Ru(DMSO)(pyrimidine)Cl-4] were reported and characterized. The crystal structure of 2 and its Na+ analogue were determined by X-ray diffraction methods. The PPh4+ complex 2 is a discrete ionic compound, while the compound [Na]trans-[Ru(DMSO)(pyrazine)Cl-4]center dot DMSO (3) crystallized with a molecule of DMSO. The environment around the Na atom is a distorted octahedron with short contacts with three chloro ligands, two O atoms from the bonded and unbonded DMSO molecules, and the unbonded N atom of the pyrazine ligand. The Na atoms form bridges between the complexed anions in 3 resulting in the formation of infinite chains or ribbons parallel to the b axis. The chains are held together by van der Waals interactions. (c) 2007 Elsevier Ltd. All rights reserved.
• Ordered Supramolecular Porphyrin Arrays from a Building Block Approach Utilizing Pyridylporphyrins and Peripheral Ruthenium Complexes and Identification of a New Type of Mixed-Metal Building Block
  作者：Enzo Alessio、Michela Macchi、Sarah L. Heath、Luigi G. Marzilli

  DOI：10.1021/ic970340u

  日期：1997.11.1

  Supramolecular ruthenium complexes (Ru-PyPs) with 4-pyridyl/phenyl porphyrins (PyPs) have been designed and characterized spectroscopically. Ruthenium-dimethyl sulfoxide (Me2SO) complexes and their carbonyl derivatives were used as precursors to synthesize adducts with Ru:PyP ratios of 1:1 and 1:2 (monomers), 2:1 (dimers), and 4:1 (tetramers). For example, treatment of mono-(pyridyl)porphyrin MPyP (5-(4-pyridyl)-10,15, 20-triphenylporphyrin) with cis,fac-RuCl2(Me2SO)(3)(CO) yielded the 1:1 monomer cis,cis,cis-RuCl2(Me2SO)(2)(CO)(MPyP), while reaction with trans,cis,cis-RuCl2(Me2SO)(4) or trans,cis,cis-RuCl2(CO)2(Me2SO)2 (2:1 ratio) gave the 1:2 monomers trans,cis,cis-RuCl2(Me2SO)(2)(MPyP)(2) and tmr cis,cis-RuCl2(CO)(2)(MPyP)(2), respectively. Synthesis of the dimers, (cis-DPyP) [cis,cis,cis-RuCl2(Me2SO)2(CO)](2) and (trans-DPyP) [fis, cis, cis-RuCl2(Me2SO)(2)(CO)](2), was accomplished by reaction of the bis-(pyridyl)porphyrins, cis-DPyP (5,10-bis(4-pyridyl)-15,20-diphenylporphyrin) and trans-DPyP (5,1 5-bis(4-pyridyl)-10,20-diphenylporphyrin), respectively, with an excess of cis,fac-RuCl2(Me2SO)3(CO), Similarly, treatment of 5,10,15,20-tetrakis(4-pyridyl)porphyrin (TPyP) with an excess of cis,fac-RuCl2(Me2SO)(3)(CO) yielded the symmetric tetramer, (TPyP)[cis,cis,cis-RuCl2(Me2SO)(2)(CO)(4)](4). H-1 NMR spectroscopy proved particularly useful for characterizing the Ru-PyPs. Coordination of Ru to the Lt-pyridyl groups affected mainly the resonances of the pyridyl ring(s) of the PyPs, causing downfield shifts (H2,6 signals from 0.3 to 0.9 ppm; H3,5 from 0.03 to 0.18 ppm). The pyrrole proton resonances were particularly informative about the geometry of the porphyrin, Treatment of selected Ru-PyP adducts with an excess of zinc acetate produced the corresponding zinc compounds, Ru-Zn . PyPs, in good yield. Most of the Ru-PyPs and Ru-Zn . PyPs are quite soluble in organic solvents like CHCl3 and very robust in solution, where they remain intact for weeks. TH NMR and electronic absorption spectra provided evidence that only the Ru-Zn PyPs with residual Me2SO units self-assemble spontaneously in solution. The observations are consistent with a self-assembly mode process occuring between the oxygen atom of a Me2SO ligand of one molecule and the zinc of another molecule.
• Synthesis, Characterization, and in Vitro Evaluation of a Potentially Selective Anticancer, Mixed-Metal [Ruthenium(III)−Platinum(II)] Trinuclear Complex
  作者：Amnon Herman、Joseph M. Tanski、Michael F. Tibbetts、Craig M. Anderson

  DOI：10.1021/ic062419h

  日期：2008.1.1

  A new type of mixed-metal trinuclear complex containing platinum(II) and ruthenium(III) fragments that resemble both cisplatin and NAMI-A has been synthesized and characterized by IR, H-1 NMR, elemental analysis, and X-ray crystallography. The water-soluble compound Na-2trans,cis,trans-[(RuCl4)-Cl-III(DMSO-S)(mu-pyz)](2)(PtCl2)-Cl-II} (AH-197, pyz = pyrazine) was assessed for its effects on DNA mobility and toxicity against human cancer cell lines. When compared to cisplatin and KP-1019 (which structurally resembles NAMI-A), IC50 results showed that AH-197 had an intermediate toxicity. When this data was coupled with a subsequent COMPARE evaluation (standard COMPARE queries resulted in insignificant correlation coefficients (<0.70) while very low COMPARE correlation coefficients were found in the matrix queries as well), AH-197 yielded a correlation coefficient of 0.19 when compared to cisplatin and 0.25 when compared to KP1019 indicating that AH-197 has a unique behavior.