cis-[Pt(NH3)2(acetonitrile)Cl]NO3 | 160626-46-0

• 英文名称: cis-[Pt(NH3)2(acetonitrile)Cl]NO3
• CAS: 160626-46-0
• 化学式: C₂H₉ClN₃Pt*NO₃
• 分子量: 367.651
• InChiKey: HMCAEDYZLUTHNO-UHFFFAOYSA-M

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：

  cis-[Pt(NH3)2(acetonitrile)Cl]NO3 在 KOH 、 water 作用下， 以 水 为溶剂， 以59%的产率得到cis-[Pt(NH3)2(acetamidate)Cl]
  参考文献：
  名称：

  Conversion of acetonitrile into acetamide in the co-ordination spheres of cis- and trans-M II (amine)2(M = Pt or Pd). Solution and crystal structural studies

  摘要：

  The preparation and solution behaviour, of mono- and bis-acetonitrile complexes of cis-[Pt(NH3)(2)Cl-2], [Pt(en)Cl-2] (en = ethane-1,2-diamine) and trans-[Pt(NH3)(2)Cl-2] has' been investigated. The nitrile Complexes are hydrolysed to acetamidate, acetamidate-bridged and mixed acetamidate-acetonitrile species. It is shown that an essential feature of monomeric acetamidate complexes with cis configuration is their tendency to dimerize to dinuclear platinum compounds having bridging amidate ligands. The resulting dimers undergo a facile head-to-tail to head-to-head rearrangement without any detectable. intermediate. Solution studies df the mononitrile complex trans-[Pt(NH3)(2)(MeCN)(OH)](+) at around neutral pH reveal the formation of trans-[Pt(NH3)(2)(MeCN)(NHCOMe)](+), suggesting a preceding ligand exchange. The reactions of platinum with MeCN are compared with those of the kinetically labile palladium. The nitrile complex cis-[Pt(NH3)(2)(MeCN)Cl]ClO4 and the mixed-ligand complex trans-[Pt(NH3)(2)(MeCN)(NHCOMe)]ClO4 were characterized by X-ray crystallography: cis-[Pt(NH3)(2)-(MeCN)Cl]ClO4, monoclinic, space group P2(1)/c, a = 10.618(10), b = 10.625(8), c = 9.176(7) Angstrom, beta = 111.20(6)degrees, Z = 4; trans-[Pt(NH3)(2)(MeCN)(NHCOMe)]ClO4, monoclinic, space-group P2(1)/c, a = 8.601 (6), b = 19.508(19), c = 7.625(4) Angstrom, beta = 115.29(5)degrees, Z = 4.

  DOI：

  10.1039/dt9940003667
• 作为产物：
  描述：

  {Pt}Cl 、 silver nitrate 以 N,N-二甲基甲酰胺 为溶剂， 生成 cis-[Pt(NH3)2(acetonitrile)Cl]NO3
  参考文献：
  名称：

  新型单功能铂基试剂靶向癌细胞中的RNA聚合酶I转录机制

  摘要：

  长期以来，病理学家一直使用异常的核糖体生物发生和核仁增大作为侵袭性肿瘤的标志物。核仁中RNA聚合酶I（Pol I）转录机制的抑制可能是触发核仁压力并抑制癌细胞快速增殖的直接方法。在这里，我们用RNA聚合酶I介导的转录BMH-21选择性抑制剂的类似物修饰顺铂，以开发新型的铂基Pol I选择性抑制剂。我们显示，这种新型的基于铂的单功能药物P1-B1在抗顺铂的非小细胞肺癌细胞中具有比临床药物顺铂高多达17倍的增强的抗肿瘤活性。P1-B1与顺铂以及Pol I选择性抑制剂BMH-21相比，MRC-5在MRC-5正常肺成纤维细胞中的细胞毒性也显着降低，并且选择性指数（SI）大大提高。机理研究表明，P1-B1表现出明显的核仁积累，选择性抑制Pol I转录，并诱导核仁应激，从而导致S期阻滞和细胞凋亡。我们的结果表明，P1-B1的作用机理与常规铂剂和最近描述的非经典铂化合物的作用机理不同，并且具有直接Pol

  DOI：

  10.1016/j.ejmech.2018.05.045

文献信息

• 基于核仁应激的铂类化合物
  申请人：天津医科大学

  公开号：CN110128477B

  公开（公告）日：2021-08-27

  本发明公开基于核仁应激的铂类化合物，该化合物是通过顺一氯一腈基二氨基铂与含有伯胺的RNA聚合酶I抑制剂发生腈基‑仲胺“Click”反应而成的铂类抗肿瘤化合物。该类铂类抗肿瘤化合物本身具有良好的RNA聚合酶I抑制活性和肿瘤选择性，因而显示出优于经典铂类药物的抗肿瘤活性，减轻毒副作用，并克服临床铂类药物耐药。
• Using a Build-and-Click Approach for Producing Structural and Functional Diversity in DNA-Targeted Hybrid Anticancer Agents
  作者：Song Ding、Xin Qiao、Gregory L. Kucera、Ulrich Bierbach

  DOI：10.1021/jm301278c

  日期：2012.11.26

  An efficient screening method was developed for functionalized DNA targeted platinum-containing hybrid anticancer agents based on metal mediated amine-to-nitrile addition, a form of "click" chemistry. The goal of the study was in generate platinum-acridine agents for their use as cytotoxic "warheads" in targeted and multifunctional therapies. This was achieved by introducing hydroxl, carboxylic acid, and azide functionalities in the acridine linker moiety and by varying the nonleaving groups attached to platinum. The assay, which was based on microscale reactions between 6 platinum-nitrile complexes and 10 acridine derivatives, yielded a small library of 60 platinum-acridines. Reactions were monitored, and product mixtures were quantitatively analyzed by automated in-line high-performance liquid chromatography-electrospray mass spectrometry (LC-ESMS) analysis and subjected to cell viability screening using a nonradioactive cell proliferation assay. The new prescreening methodology proves to be a powerful tool for establishing structure-activity relationships and for identifying target compounds.