bis(pyridine-2-carboxylato)platinate(II) | 862847-14-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: bis(pyridine-2-carboxylato)platinate(II)
• 英文别名: trans-[Pt(picolinato-N,O)2]；trans-Pt(pyca)2；trans-Pt(2-picolinate(1-))2；Platinum(2+);pyridine-2-carboxylate
• CAS: 862847-14-1
• 化学式: C₁₂H₈N₂O₄Pt
• 分子量: 439.287
• InChiKey: PLQSSHDNFOXGTF-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.11
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-吡啶甲酸乙酯 、 cisplatin 以 水 为溶剂， 以90%的产率得到bis(pyridine-2-carboxylato)platinate(II)
  参考文献：
  名称：

  Pyridine-Carboxylate Complexes of Platinum. Effect of N,O-Chelate Formation on Model Bifunctional DNA−DNA and DNA−Protein Interactions

  摘要：

  This paper reports on the chemistry of platinum complexes containing bidentate pyridine-carboxylate (pyAc = pyridin-2-yl-acetate and picEt = pyridine-2-ethylcarboxylate, ethylpicolinate) (N,O) ligands. The pyridine-2-acetate and ethylpicolinate ligands form six- and five-membered chelates, respectively, upon formation of the Pt-carboxylate bond. In all reactions with picEt with various platinum complex starting materials, spontaneous de-esterification of the pendant carboxylate ester occurs to give directly the chelates K[PtCl2(pic-N,O)]-trans-[Pt(pic-N,O)(2)] and SP- 4,2-[PtCl(pic-N,O)(NH3)] without any evidence of intermediates. The de-esterification is solvent dependent, and molecular modeling was used to explain this reaction. The reactions of the geometric isomers of [PtCl(pyAc-N,O)(NH3)) with 5'-guanosine monophosphate, 5'-GMP, and N-acetyl-L-methionine, AcMet, were investigated by NMR spectroscopy. The objective was to ascertain by model chemistry the feasibility of formation of ternary DNA-Pt-protein adducts in biology. Model nucleotide and peptide compounds were formed in situ by chloride displacement giving (PtL(pyAc-N,O)(NH3)](+) (L = 5'-GMP or AcMet). Competitive reactions were then examined by addition of the complementary ligand L. Sulfur displacement of coordinated 5'-GMP was slow. For SP-4,3-[Pt(AcMet)(NH3)-(PyAc-N,O)](+), a rapid displacement of the sulfur ligand by 5'-GMP was observed, giving SP-4,2-[Pt(5'-GMP-N7)-(pyAc-N,O)(NH3)](+).

  DOI：

  10.1021/ic050062w

文献信息

• On the many roles of NH3 ligands in mono- and multinuclear complexes of platinum
  作者：Pablo J. Sanz Miguel、Michael Roitzsch、Lu Yin、Patrick M. Lax、Lars Holland、Olga Krizanovic、Matthias Lutterbeck、Markus Schürmann、Edda C. Fusch、Bernhard Lippert

  DOI：10.1039/b916537a

  日期：——

  review the roles and functions of NH(3) ligands of cis-PtCl(2)(NH(3))(2) and likewise of its trans-isomer in complexes with model nucleobases as well as other N-heterocyclic ligands. Specifically, their roles in hydrogen bonding interactions with nucleobases as well as anions, the influence on acid-base properties of co-ligands, their involvement in condensation reactions, as well as a variety of displacement

  NH（3）配体在高度成功的抗肿瘤药物顺铂和卡铂中的作用尚不完全清楚。有人质疑氨配体通过氢键形成（例如鸟嘌呤-O6）参与了目标识别。在这里，我们审查的顺式-PtCl（2）（NH（3））（2）NH（3）配体的作用和功能，以及其反式异构体与模型核碱基以及其他N-杂环配体的配合物中。具体而言，将检查它们在与核碱基以及阴离子的氢键相互作用中的作用，对共配体的酸碱性质的影响，它们参与缩合反应以及各种置换反应。因此，
• Annibale, Giuliano; Cattalini, Lucio; Chessa, Gavino, Gazzetta Chimica Italiana, 1985, vol. 115, # 5, p. 279 - 284
  作者：Annibale, Giuliano、Cattalini, Lucio、Chessa, Gavino、Marangoni, Giampaolo、Pitteri, Bruno、Tobe, Martin L.

  DOI：——

  日期：——