(2-benzylpyridyl)Au(saccharinate)2 | 921942-85-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: (2-benzylpyridyl)Au(saccharinate)2
• 英文别名: (2-bp)Au(sacc)2；1,1-Dioxo-1,2-benzothiazol-3-olate;gold(3+);2-(phenylmethyl)pyridine
• CAS: 921942-85-0
• 化学式: C₂₆H₁₈AuN₃O₆S₂
• 分子量: 729.544
• InChiKey: VQHXWYORYULGDA-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  38
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  169
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  dichloro(2-benzylpyridine)gold(III) 、 saccharin sodium salt 以 甲醇 为溶剂， 以93%的产率得到(2-benzylpyridyl)Au(saccharinate)2
  参考文献：
  名称：

  Synthesis, characterisation and biological activity of cycloaurated organogold(III) complexes with imidate ligands

  摘要：

  The reactions of the cycloaurated gold(III) complexes (2-bp)AuCl2 (2-bp = 2-benzylpyridyl) or (damp)AuCl2, (damp = Me2NCH2C6H4) with an excess of sodium saccharinate (Nasacc), potassium phthalimidate (Kphth), or with isatin and trimethylamine in refluxing methanol results in the successful isolation of a series of new gold(III) imidate complexes. These were characterised by NMR and IR spectroscopies, and by X-ray structure determinations on (2-bp)Au(sacc)(2) and (2-bp)Au(phth)(2). In both structures, the planes of the saccharinate and the phthalimidate ligands are orientated almost perpendicular to the gold coordination plane. As expected from trans-influence considerations, the Au-N-(imidate) bond lengths trans to the aryl carbon atoms are longer than the Au-N-(imidate) bond lengths trans to the pyridyl groups. The complexes have also been characterised by electrospray ionisation MS; in the presence of halide ligands, one imidate ligand is readily displaced. Anti-tumour (P388 murine leukemia) and selected anti-microbial data for the new complexes are reported. Surprisingly, all three damp complexes had low anti-tumour activity, which is likely to be a consequence of the poor solubility of these complexes. The synthesis and characterisation of a related gold(III) bis(amidate) complex derived from sulfathiazole is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2006.08.009

文献信息

• Synthesis, characterisation and biological activity of cycloaurated organogold(III) complexes with imidate ligands
  作者：Kelly J. Kilpin、William Henderson、Brian K. Nicholson

  DOI：10.1016/j.poly.2006.08.009

  日期：2007.1

  The reactions of the cycloaurated gold(III) complexes (2-bp)AuCl2 (2-bp = 2-benzylpyridyl) or (damp)AuCl2, (damp = Me2NCH2C6H4) with an excess of sodium saccharinate (Nasacc), potassium phthalimidate (Kphth), or with isatin and trimethylamine in refluxing methanol results in the successful isolation of a series of new gold(III) imidate complexes. These were characterised by NMR and IR spectroscopies, and by X-ray structure determinations on (2-bp)Au(sacc)(2) and (2-bp)Au(phth)(2). In both structures, the planes of the saccharinate and the phthalimidate ligands are orientated almost perpendicular to the gold coordination plane. As expected from trans-influence considerations, the Au-N-(imidate) bond lengths trans to the aryl carbon atoms are longer than the Au-N-(imidate) bond lengths trans to the pyridyl groups. The complexes have also been characterised by electrospray ionisation MS; in the presence of halide ligands, one imidate ligand is readily displaced. Anti-tumour (P388 murine leukemia) and selected anti-microbial data for the new complexes are reported. Surprisingly, all three damp complexes had low anti-tumour activity, which is likely to be a consequence of the poor solubility of these complexes. The synthesis and characterisation of a related gold(III) bis(amidate) complex derived from sulfathiazole is also described. (c) 2006 Elsevier Ltd. All rights reserved.