dichloro(ethylenediaminediacetic acid-N,N')platinum(II) | 75778-47-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dichloro(ethylenediaminediacetic acid-N,N')platinum(II)
• 英文别名: platinum dichloro(ethylenediamine-N,N'-diacetate)；Pt(N,N'-ethylenediaminediacetic acid)Cl2；Platinum(2+) 2,2'-(ethane-1,2-diyldiazanediyl)diacetate--hydrogen chloride (1/1/2)；2-[2-(carboxylatomethylamino)ethylamino]acetate;platinum(2+);dihydrochloride
• CAS: 75778-47-1；16786-97-3；63355-99-7
• 化学式: C₆H₁₂Cl₂N₂O₄Pt
• 分子量: 442.158
• InChiKey: AZZXPAWEHDHZRY-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -10.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dichloro(ethylenediaminediacetic acid-N,N')platinum(II) 在 盐酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 Pt(N,N'-ethylenediaminediacetate)
  参考文献：
  名称：

  N，N'-和N，N-乙二胺二乙酸酯（edda和uedda）的Pt（II）配合物的溶液行为比较

  摘要：

  摘要N，N'-乙二胺二乙酸盐（edda）和N，N-乙二胺二乙酸盐（ededa）的Pt（II）配合物是通过在pH〜2.9（50-60°C）下逐步添加氮骨架供体而由K 2 PtCl 4制备的。 C，60 h）并在pH≥4（65-75°C，24 h）下进一步协调去质子化的羧酸盐供体。通过1 H和13 C NMR和IR方法显示了甘氨酸供体的配位。对称的edda配体形成38.3％（R，R）/（S，S）-[Pt（edda）]异构体和61.7％的内消旋（R，S）/（S，R）-[Pt（edda）]异构体。所有四种形式的[Pt（edda）]在72小时内都发生了一个面内甘氨酸供体的水合反应，这是通过出现13-线1 H NMR图谱检测到的，该图谱可以反卷积为四个AB甘氨酸组。这些结果表明[Pt（edda）（H 2 O）]的悬垂或离子配对的甘氨酸供体，其位于PtN 2 O 2平面的同一侧或相反侧，并配位有甘氨酸供体。195

  DOI：

  10.1016/0020-1693(95)04762-x
• 作为产物：
  描述：

  potassium tetrachloroplatinate(II) 、 乙二胺-N,N’-二乙酸 以 not given 为溶剂， 生成 dichloro(ethylenediaminediacetic acid-N,N')platinum(II)
  参考文献：
  名称：

  Zheligovskaya, N. N.; Grevtsev, A. M.; Shchelokova, L. R., Russian Journal of Inorganic Chemistry, 1981, vol. 26, p. 1065 - 1066

  摘要：

  DOI：

文献信息

• Zheligovskaya, N. N.; Grevtsev, A. M.; Shchelokova, L. R., Russian Journal of Inorganic Chemistry, 1981, vol. 26, p. 1065 - 1066
  作者：Zheligovskaya, N. N.、Grevtsev, A. M.、Shchelokova, L. R.、Tsivadze, A. Yu.、Spitsyn, V. I.

  DOI：——

  日期：——
• Oxidative reactivity and cytotoxic properties of a platinum(II) complex prepared by outer-sphere amide bond coupling
  作者：Justin J. Wilson、Stephen J. Lippard

  DOI：10.1016/j.poly.2012.07.097

  日期：2013.7

  Benzyl amine was coupled to the dangling carboxylic acid groups of the platinum(II) complex [Pt(edda)Cl-2], where edda = ethylenediamine-N,N'-diacetic acid, to give the diamide-tethered complex [Pt(L)Cl-2] (1), where L = ethylenediamine-N,N'-bis(N-benzylacetamide). Complex I was oxidized with both PhICl2 and Br-2. Oxidation with PhICl2 cleanly afforded the tetrachloride complex, [Pt(L)Cl-4] (2), whereas oxidation with Br2 gave rise to several mixed halide complexes of the general formula, [Pt(L)Clx-Br4-x], where x=1, 2, or 3. Complexes 1 and 2 were fully characterized by H-1, C-13, and Pt-195 NMR spectroscopy, as well as by ESI-MS. These compounds exist as a mixture of diastereomers that arise from the chirality of the two coordinated nitrogen atoms. Crystal structures of 1, 2, and [Pt(L)ClxBry] (3) are reported. Although refined as the tetrabromide complex [Pt(L)Br-4], the crystal structure of 3 is a mixture of species with site-occupancy disorder of chloride and bromide ligands. DFT calculations indicate that the two sets of diastereomers of 1 and 2 are effectively thermoneutral, a conclusion that is also supported by the observation of both members of each pair by NMR spectroscopy. The cytotoxicity of 1 and 2 was measured by the MU assay in HeLa cells and compared to that of cisplatin. Both exhibit IC50 values close to 50 mu M and are therefore substantially less toxic than cisplatin, for which the IC50 is 1 mu M. (C) 2012 Elsevier Ltd. All rights reserved.
• Mullaney, Matthew; Chang, Shih-Chi; Norman, Richard E., Inorganica Chimica Acta, 1997, vol. 265, # 1-2 PART II, p. 275 - 278
  作者：Mullaney, Matthew、Chang, Shih-Chi、Norman, Richard E.

  DOI：——

  日期：——
• A comparison of the solution behavior of Pt(II) complexes of N,N′- and N,N-ethylenediaminediacetate (edda and uedda)
  作者：Rex E. Shepherd、Songsheng Zhang、Richard Kortes、Fu-Tyan Lin、Chris Maricondi

  DOI：10.1016/0020-1693(95)04762-x

  日期：1996.3

  ]-dependence studies to be [Pt(uedda)(H 2 O)] at low [Cl − ] and [Pt(uedda)Cl] − at 1.0 M Cl − . 195 Pt NMR confirms the formulation of X = H 2 O at low [Cl − ]. 1 H and 13 C NMR evidence supports one axially associated and one in-plane coordinated glycinato donor each for the major [Pt(uedda)(H 2 O)] complex. The 13 C NMR shows only one type of glycinato donor with a chemical shift of 189.3 ppm for the major

  摘要N，N'-乙二胺二乙酸盐（edda）和N，N-乙二胺二乙酸盐（ededa）的Pt（II）配合物是通过在pH〜2.9（50-60°C）下逐步添加氮骨架供体而由K 2 PtCl 4制备的。 C，60 h）并在pH≥4（65-75°C，24 h）下进一步协调去质子化的羧酸盐供体。通过1 H和13 C NMR和IR方法显示了甘氨酸供体的配位。对称的edda配体形成38.3％（R，R）/（S，S）-[Pt（edda）]异构体和61.7％的内消旋（R，S）/（S，R）-[Pt（edda）]异构体。所有四种形式的[Pt（edda）]在72小时内都发生了一个面内甘氨酸供体的水合反应，这是通过出现13-线1 H NMR图谱检测到的，该图谱可以反卷积为四个AB甘氨酸组。这些结果表明[Pt（edda）（H 2 O）]的悬垂或离子配对的甘氨酸供体，其位于PtN 2 O 2平面的同一侧或相反侧，并配位有甘氨酸供体。195