cis-[Pt(temed)I2] | 52241-23-3

• 分子结构分类: 有机化合物
• 英文名称: cis-[Pt(temed)I2]
• 英文别名: {(N,N,N',N'-tetramethylethylenediamine)PtI2}；cis-(N,N,N',N'-tetramethyl-ethylenediamine)diiodoplatinum(II)；PtI2(tmeda)；PtI2(N,N,N',N'-tetramethylethylenediamine)；[Pt(N,N,N',N'-tetramethyl-1,2-diaminoethane)I2]；[PtI2(N,N,N',N'-tetramethylethane-1,2-diamine)]；cis-[Pt(N,N,N'N'-tetramethylethylenediamine)l2]；platinum(2+);N,N,N',N'-tetramethylethane-1,2-diamine;diiodide
• CAS: 52241-23-3
• 化学式: C₆H₁₆I₂N₂Pt
• 分子量: 565.095
• InChiKey: QDUZZZKZXYLTLQ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -5.88
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cis-[Pt(temed)I2] 在 AgNO₃ 、 NaOH 作用下， 以 水 、 重水 为溶剂， 生成 {(N,N,N',N'-tetramethylethylenediamine)Pt(1-methyluracilate-N(3),O(4))2Pt(NH3)2}(2+)
  参考文献：
  名称：

  Frommer, Gudrun; Lianza, Francesca; Albinati, Alberto, Inorganic Chemistry, 1992, vol. 31, # 12, p. 2434 - 2439

  摘要：

  DOI：
• 作为产物：
  描述：

  四甲基乙二胺 、 以 水 为溶剂， 反应 1.0h， 生成 cis-[Pt(temed)I2]
  参考文献：
  名称：

  DNA binding studies of a series of cis-[Pt(Am)2X2] complexes (Am=inert amine, X=labile carboxylato ligand)

  摘要：

  A series of platinum(II) complexes of formulae cis-[Pt(Am)(2)X-2] (where Am represents an inert amine and X a labile (carboxylato) ligand) have been prepared and characterized by elemental analysis, ESI-MS, IR and H-1 NMR spectroscopy. The single-crystal molecular structures were determined for cis-[Pt(opea)(cbdca-2H)], cis-[Pt(hmpy)(cbdca-2H)], cis-[Pt(NH3)(2)(bzmal-2H)] and cis-[Pt(hmpy)(mu-dcch-2H)(2)] (where opea is picolylamine, hmpy represents 4-hydroxymethylpyridine, cbdca-2H, is 1,1-cyclobutanedicarboxylate anion, bzmal-2H stands for benzylmalonate anion and dcch-2H is trans-1,2-cyclohexanedicarboxylate anion). The interaction of all compounds with DNA was investigated with different techniques: viscosity measurements and emission fluorescence spectroscopy were used to investigate the changes induced by the binding of the platinum compounds to calf-thymus DNA, while atomic force microscopy and electrophoretic mobility allowed evaluating the potential alterations of pBR322 plasmid DNA. The cytotoxic behavior of the platinum compounds on human leukemia HL-60 tumor cell lines was also examined. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.07.018

文献信息

• Molecular interaction fields vs. quantum-mechanical-based descriptors in the modelling of lipophilicity of platinum(<scp>iv</scp>) complexes
  作者：Giuseppe Ermondi、Giulia Caron、Mauro Ravera、Elisabetta Gabano、Sabrina Bianco、James A. Platts、Domenico Osella

  DOI：10.1039/c2dt32360e

  日期：——

  We report QSAR calculations using VolSurf descriptors to model the lipophilicity of 53 Pt(IV) complexes with a diverse range of axial and equatorial ligands. Lipophilicity is measured using an efficient HPLC method. Previous models based on a subset of these data are shown to be inadequate, due to incompatibility of whole molecule descriptors between carboxylato and hydroxido ligands. Instead, the interaction surfaces of complexes with various probes are used as independent descriptors. Partial least squares modelling using three latent variables results in an accurate (R2 = 0.92) and robust model (Q2 = 0.87) of lipophilicity, that moreover highlights the importance of size and hydrophobicity terms and the modest relevance of hydrogen bonding.

  我们使用VolSurf描述符进行定量结构-性质关系（QSAR）计算，以模拟53种具有多样轴向和赤道配体的Pt(IV)配合物的亲脂性。亲脂性采用高效液相色谱（HPLC）方法进行测量。基于这些数据子集的先前模型因羧酸根与羟基配体之间的全分子描述符不兼容而被证明是不充分的。相反，我们使用配合物与各种探针的相互作用表面作为独立描述符。采用包含三个潜变量的偏最小二乘建模法，我们得到了一个准确（R² = 0.92）且稳健（Q² = 0.87）的亲脂性模型，该模型进一步突显了尺寸和水合性质项的重要性以及氢键作用的适度相关性。
• Pd₂Ag triangle supported by two µ₃-amidopyridine ligands
  作者：Wei-Zheng Shen、Burkhard Costisella、Bernhard Lippert

  DOI：10.1039/b614751h

  日期：——

  [Pd(tmeda)(Hampy-N1)(H2O)]2+ (tmeda = N,N,N′,N′-tetramethylethylenediamine; Hampy = 2-aminopyridine) forms in the presence of Ag+ at pH 8–9 a triangular Pd2Ag complex containing two deprotonated ampy− ligands. It has been crystallized and structurally characterized with nitrate anions and a second co-crystallized AgNO3, [Pd(ampy)(tmeda)}2Ag(µ-NO3)2Ag(NO3)2] (5). The two amidopyridine ligands are triply bridging, binding to Ag+ in a monodentate fashion viaN1, and to two PdII centres in a µ2-bridging fashion via the monodeprotonated N2 position. The resulting four-membered Pd(ampy)2Pd metallacycle is syn-planar with Pd⋯Pd separations of 3.0878(13) Å. The Pd⋯Ag distances are 3.0879(14) Å in 5 (isosceles triangle). In solution (D2O), the two ampy− ligand in 5 are non-equivalent as concluded from a detailed 1H NMR spectroscopic study and confirmed by a 13C NMR spectrum. Removal of Ag+ from 5, as achieved by addition of Cl−, causes cluster degradation and linkage isomerization of PdII(tmeda) from the exocyclic N2 to the endocyclic N1 position.

  在pH 8-9的条件下，存在Ag+时，形成[Pd(tmeda)(Hampy-N1)(H2O)]2+（tmeda = N,N,N′,N′-四甲基乙二胺；Hampy = 2-氨基吡啶），这是一个包含两个去质子化ampy−配体的三角形Pd2Ag复合物。它已经与硝酸根阴离子和第二个共结晶的Ag 共同结晶，并进行了结构表征，得到的化合物为[ Pd(ampy)(tmeda)}2Ag(μ-NO3)2Ag( )2] (5)。两个酰胺吡啶配体以三重桥联的方式，通过N1以单齿配体的方式与Ag+结合，并通过去质子化的N2位置以μ2-桥联的方式与两个PdII中心结合。最终形成的四元Pd(ampy)2Pd金属环呈syn-planar构型，Pd⋯Pd间距为3.0878(13) Å。化合物5中Pd⋯Ag距离为3.0879(14) Å（等腰三角形）。在溶液（D2O）中，化合物5中的两个ampy−配体由于详细的1H NMR光谱研究得出的结论是非等效的，并通过13C NMR谱进一步确认。从5中去除Ag+（通过添加Cl−实现）会导致簇降解和PdII(tmeda)链接异构化，从外环的N2转变到内环的N1位置。
• Trend in cytotoxic activity of a series of cis-[APtCl2] (A=ethylenediamine methylated at different positions) complexes
  作者：Marco Milanesio、Elena Monti、Marzia Bruna Gariboldi、Elisabetta Gabano、Mauro Ravera、Domenico Osella

  DOI：10.1016/j.ica.2008.02.004

  日期：2008.6

  is stronger for the non-methylated derivative with respect to the fully methylated congener. In addition, MM calculations were used to investigate the interactions between DNA and cis -[(P-L-A)PtCl 2 ] complexes [A = en group linked to an antiestrogen-like pharmacophore, P, via a –(CH 2 ) n – spacer ( n = 2, 4, 6, 8 and 10), L].

  摘要进行了一系列顺式[[APtCl 2]配合物（A =乙二胺，en，在不同位置甲基化）的研究，以评估不同甲基取代对所得衍生物的细胞毒性的影响。如预期的那样，发现差异甲基化复合物对人培养的卵巢癌细胞（A2780）的细胞毒性作用差异很大。已经进行了分子力学（MM）计算，以评估差异二胺甲基化与相应复合物与DNA相互作用时的排斥能之间的关系。由于其他甲基的空间位阻，与顺铂相比，以高能量成本结合DNA的化合物显示出较高的IC 50值（浓度抑制肿瘤细胞生长50％）。用DNA电化学生物传感器进行的半定量分析证实，相对于完全甲基化的同类物，顺式-[APtCl 2]配合物与沉积在电极上的ds-DNA之间的相互作用更强。此外，采用MM计算方法研究了DNA与顺式[[（PLA）PtCl 2]配合物[A =通过-（CH 2）n-间隔基连接到抗雌激素样药效团P的基团（ n = 2、4、6、8和10），L]。
• ESI-MS and thermal melting studies of nanoscale platinum(ii) metallomacrocycles with DNA
  作者：David Schilter、Thitima Urathamakul、Jennifer L. Beck、Margaret M. Harding、Louis M. Rendina

  DOI：10.1039/c0dt00754d

  日期：——

  diamine PEGda (O,O′-bis(2-aminoethyl)octadeca(ethylene glycol)), when complexed with cis-protected Pt(II) ions afforded water-soluble complexes of the type [Pt(N,N)(PEGda)](NO3)2 (N,N = N,N,N′,N′-tetramethyl-1,2-diaminoethane (tmeda), 1,2-diaminoethane (en), and 2,2′-bipyridine (2,2′-bipy)) featuring unusual 62-membered chelate rings. Equimolar mixtures containing either the 16-mer duplex DNA D2 or the

  亲水性，长链二胺PEGDA（ø，Ö N'-双（2-氨基乙基）十八碳（乙烯乙二醇）），与顺式保护的复合时铂（II） 提供的离子 水[Pt（N，N）（PEGDAref=https://www.molaid.com/MS_76930 target="_blank">EGda）]（NO 3）2（ñ，ñ = N，N，N '，N'-四甲基-1,2-二氨基乙烷 （tmeda）， 1,2-二氨基乙烷 （恩）， 和 2,2'-联吡啶 （2,2'-联吡啶））具有不寻常的62元螯合环。含有16-mer双链DNA D2或单链D2a和[Pt（N，N）（PEGDAref=https://www.molaid.com/MS_76930 target="_blank">EGda）] 2+用负离子ESI-MS分析。分析D2 -Pt（II）的混合物表现出的1的形成：1个加合物的[Pt（en）（PEGDAref=https://www.molaid.com/MS_76930 target="_blank">EGda）] 2+， [Pt（tmeda）（PEGDAref=https://www.molaid.com/MS_76930 target="_blank">EGda）] 2+以及前述的金属大环[Pt 2（2,2'-bipy）2 4,4'-bipy（CH 2）4 4,4'-bipy} 2 ] 8+具有D 2；双核物质与D2的结合最牢固，这与其更大的电荷和更大的芳
• The Influence of Redox-Active Linkers on the Stability and Physical Properties of a Highly Electroactive Porphyrin Nanoprism
  作者：Kaitlyn G. Dutton、Daniel A. Rothschild、Dakota B. Pastore、Thomas J. Emge、Mark C. Lipke

  DOI：10.1021/acs.inorgchem.0c01719

  日期：2020.9.8

  electroactive. Thus, 1b exhibits extensive redox activity, consisting of two porphyrin-centered (x3) and two 2,2′-bipy-centered (x6) reductions that provide reversible access to +12, +9, +3, 0, and −6 charge states, whereas 1a undergoes only two, porphyrin-centered (x3) reversible reductions. Comparisons of 1a and 1b (and monomeric control compounds) by cyclic voltammetry and UV–vis–NIR spectroelectrochemistry

  具有氧化还原活性的金属有机纳米笼对许多应用都很感兴趣，但是具有广泛的氧化还原活性的笼的发展常常因其在多种电荷状态下有限的稳定性和溶解性而受到阻碍。该报告表明，通过将额外的氧化还原活性结合到接头中，可以针对具有氧化还原活性壁的笼子调整这些特性。特别是，新的+12带电的三角形纳米棱镜1a，b是由三个电活性四（3-吡啶基）卟啉壁形成的，这些壁由六个[（TMEDA）Pt] 2+（对于1a）或[（2,2'-bipy）连接Pt] 2+（对于1b）顶点，后者也具有电活性。因此，1b具有广泛的氧化还原活性，由两个以卟啉为中心的（x3）和两个以2,2'-bipy为中心（x6）的还原组成，可逆地获得+ 12，+ 9，+ 3、0和-6电荷状态，而1a仅经历两次以卟啉为中心的（x3）可逆还原。通过循环伏安法和UV-vis-NIR光谱电化学对1a和1b（以及单体控制化合物）的比较表明，1b中接头的氧化还原活性将卟啉的第二次还原电位降低了100