cis-dichlorobis(cyclohexylamine)platinum(II) | 38780-35-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cis-dichlorobis(cyclohexylamine)platinum(II)
• 英文别名: Pt(II)(cyclohexanamine)2Cl2；cis-Pt(cyclohexylamine)2Cl2；Cyclohexanamine; platinum(2+); dichloride；cyclohexanamine;dichloroplatinum
• CAS: 38780-35-7
• 化学式: C₁₂H₂₆Cl₂N₂Pt
• 分子量: 464.338
• InChiKey: ABEJUCOJRRLTMS-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -3.44
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cis-dichlorobis(cyclohexylamine)platinum(II) 在 盐酸 、 双氧水 作用下， 以 水 为溶剂， 生成 cis-bis(cyclohexylamine)tetrachloroplatinum(IV)
  参考文献：
  名称：

  Peloso, Arnaldo, Journal of the Chemical Society, Dalton Transactions, 1983, p. 1285 - 1290

  摘要：

  DOI：
• 作为产物：
  描述：

  环己胺 在 silver nitrate 作用下， 以 水 为溶剂， 反应 24.67h， 生成 cis-dichlorobis(cyclohexylamine)platinum(II)
  参考文献：
  名称：

  Molecular interaction fields vs. quantum-mechanical-based descriptors in the modelling of lipophilicity of platinum(iv) complexes

  摘要：

  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。

  DOI：

  10.1039/c2dt32360e

文献信息

• Study of Pt(II)-cyclic amines complexes of the types cis- and trans-Pt(amine)2I2 and cis- and trans-Pt(amine)2(NO3)2 and their aqueous products by
  作者：Fernande D. Rochon、Viorel Buculei

  DOI：10.1016/j.ica.2004.12.030

  日期：2005.3

  hydroxo-bridged trimer [(Pt(amine)2(μ-OD))3]3+. 195Pt NMR spectroscopy has shown that the concentration of the monomer decreases with time, while the concentration of the dimers increases. Only one product was observed for the trans isomers in neutral pH. The signal was assigned to the monoaqua–monohydroxo species trans-[Pt(amine)2(D2O)(OD)]+. The 13C and 1H NMR spectra of most of the complexes were measured. All

  合成了含顺式和反式-Pt（胺）2 I 2型环胺的配合物，并主要通过IR和多核NMR光谱学进行了研究。将该化合物转化为顺式和反式-Pt（胺）2（NO 3）2，也对其进行了研究。然后在不同的pH条件下，在D 2 O中研究了后者化合物的水解和水合反应。在酸性介质中，水性产物为[Pt（胺）2（D 2 O）2 ] 2+，对于一些胺，其为[Pt（胺）2检测到（D 2 O）（NO 3）] +。在碱性pH下，主要产物为Pt（胺）2（OD）2和Pt（胺）2（OD）（NO 3）被检测出。在中性pH中，在新鲜溶液中，顺式异构体形成2至4种。在195 Pt NMR中，最受保护的物质是一水合一羟基复合物顺式[[Pt（胺）2（D 2 O）（OD）] +，而受保护程度较小的化合物是二氢桥联的二聚体[Pt（胺）2（ μ-OD）2 Pt（胺）2 ] 2+，所有化合物均已观察到。对于一些胺，检测到单羟基桥接的二聚体[Pt（D
• Conformational isomerism of trans-[Pt(NH2C6H11)2I2] and the classical Wernerian chemistry of [Pt(NH2C6H11)4]X2 (X=Cl, Br, I)
  作者：Timothy C. Johnstone、Stephen J. Lippard

  DOI：10.1016/j.poly.2012.08.010

  日期：2013.3

  X-ray crystallographic analysis of the compound trans-[Pt(NH2C6H11)(2)I-2] revealed the presence of two distinct conformers within one crystal lattice. This compound was studied by variable temperature NMR spectroscopy to investigate the dynamic interconversion between these isomers. The results of this investigation were interpreted using physical (CPK) and computational (molecular mechanics and density functional theory) models. The conversion of the salts [Pt(NH2C6H11)(4)]X-2 into trans-[Pt(NH2C6H11)(2)X-2] (X = Cl, Br, I) was also studied and is discussed here with an emphasis on parallels to the work of Alfred Werner. (C) 2012 Elsevier Ltd. All rights reserved.
• Dichlorobis(cycloalkylamine)platinum(II) complexes structure activity relationship on the human MDA-MB-231 breast cancer cell line
  作者：J. Kritzenberger、G. Bernhardt、R. Gust、P. Pistor、H. Sch�nenberger、H. Yersin

  DOI：10.1007/bf00819526

  日期：1993.5

  The syntheses of dichlorobis(cycloalkylamine)platinum(II) complexes with cis and trans cycloalkylamine ligands [cis-PtCl2(C3H5NH2)2 to cis-PtCl2(C8H15NH2)2 (3-8) and trans-PtCl2-(C7H13NH2)2 (9) and trans-PtCl2(C8H15NH2)2 (10)] are described. The distinction between cis and trans isomers was achieved by H-1-NMR spectroscopy. The antitumor activity was determined on the cell proliferation of the human MDA-MB-231 breast cancer cell line during long-term drug exposure. The complexes with small cycloalkylamine ligands (3-6) were inferior, those with large cycloalkylamine ligands were comparable (7) or superior (8) to cisplatin. Surprisingly, the cis/trans isomers 7/9 and 8/10 were equally active. All cycloalkylamine ligands were inactive. IR-spectroscopic studies showed that the size of the cycloalkylamine ring does not lead to significant differences in the Pt-Cl binding strength. Therefore it is assumed that the markedly stronger antitumor activity of the higher homologues, 7-10, is not the result of a faster reaction with bionucleophils such as DNA. A possible explanation of the high activity of 7-10 is the strong lipophilicity of the complexes. This assumption was confirmed by toxicity tests against confluent cultures.
• 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。
• Peloso, Arnaldo, Journal of the Chemical Society, Dalton Transactions, 1983, p. 1285 - 1290
  作者：Peloso, Arnaldo

  DOI：——

  日期：——