Pt(II)(cyclobuthylamine)2Cl2 | 38780-37-9

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: Pt(II)(cyclobuthylamine)2Cl2
• 英文别名: cis-Pt(cyclobutylamine)2Cl2；cis-Pt(cba)2Cl2；cis-Bis(cyclobutylammine)dichloroplatinum(II)；cyclobutanamine;platinum(2+);dichloride
• CAS: 38780-37-9
• 化学式: C₈H₁₈Cl₂N₂Pt
• 分子量: 408.23
• InChiKey: TYMZLAZEAVFQJY-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -5.0
• 重原子数：
  13
• 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：

  Pt(II)(cyclobuthylamine)2Cl2 在 双氧水 作用下， 以 水 为溶剂， 以63%的产率得到
  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
• 作为产物：
  描述：

  potassium tetrachloroplatinate(II) 、 环丁基胺 以 水 为溶剂， 以19%的产率得到Pt(II)(cyclobuthylamine)2Cl2
  参考文献：
  名称：

  Dichlorobis(cycloalkylamine)platinum(II) complexes structure activity relationship on the human MDA-MB-231 breast cancer cell line

  摘要：

  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.

  DOI：

  10.1007/bf00819526

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
• Multinuclear magnetic resonance studies of the reactions of the antitumor complexes cis-Pt(L)2X2 and cis-Pt(NH3)(L)X2 (L=cyclobutylamine and cyclopentylamine) with guanosine and other bases and crystal structures of Pt(cyclopentylamine)2I2
  作者：Fernande D. Rochon、André L. Beauchamp、Chantal Dion

  DOI：10.1016/j.ica.2008.10.026

  日期：2009.8

  The crystal structures of two Pt(cyclopentylamine) I-2(2) compounds were determined by X-ray diffraction methods. Both crystals contain disordered cyclopentylamine ligands. Crystal I contains two independent trans-Pt(cyclopentylamine)(2)I-2 molecules and all the C atoms are disordered on two positions. The second crystal (II) is most interesting since it contains both cis- and trans-Pt(cyclopentylamine)(2)I-2 isomers in the same unit cell. It was prepared from the recrystallization of the cis isomer in acetone. The C atoms of the trans molecule in crystal II are disordered on two positions, while only one position was determined in the cis molecule, although some of the C thermal factors are quite high. The reactions of cis-Pt(amine)(2)X-2 and cis-Pt(NH3)(amine) X-2 (amine = cyclobutylamine and cyclopentylamine) with guanosine in water were studied in different Pt: guanosine proportions by multinuclear (H-1, Pt-195 and N-15) magnetic resonance spectroscopy. The presence of several species in solution was observed. For the mixed-cyclobutylamine compound, N-15 NMR has shown that some of the NH3 ligands have been displaced from the coordination sphere in the presence of an excess of guanosine. The reactions of the two mixed-ligand complexes cis-Pt(NH3)(amine) Cl-2 with 9-methylguanine, inosine and 9-methylhypoxanthine were also studied in water and the results are discussed. (C) 2008 Elsevier B. V. All rights reserved.
• 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。
• 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.