pyridine-2-carbaldehyde thiosemicarbazone | 218617-23-3

• 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: pyridine-2-carbaldehyde thiosemicarbazone
• 英文别名: PdCl(η(3)-N(4),N(3),S-pyridine-2-carbaldehyde thiosemicarbazone)；Palladium, chloro(2-((2-pyridinyl-kappaN)methylene)hydrazinecarbothioamidato-kappaN2,kappaS)-, (SP-4-3)-；palladium(2+);N'-[(E)-pyridin-2-ylmethylideneamino]carbamimidothioate;chloride
• CAS: 218617-23-3
• 化学式: C₇H₇ClN₄PdS
• 分子量: 321.098
• InChiKey: JNOWOXDMNBNDRJ-XKYXOGKGSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -2.72
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (吡啶-2-基亚甲基氨基)硫脲 、 lithium tetrachloropalladate 以 甲醇 为溶剂， 以93%的产率得到pyridine-2-carbaldehyde thiosemicarbazone
  参考文献：
  名称：

  Palladium(II) and platinum(II) complexes of pyridine-2-carbaldehyde thiosemicarbazone with potential biological activity. Synthesis, structure and spectral properties. Extended network via hydrogen bond linkages of [Pd(PyTsc)Cl]

  摘要：

  The reactions of Li2PdCl4 and Na2PtCl4 with pyridine-2-carbaldehyde thiosemicarbazone, HPyTsc, afforded the complexes [Pd(PyTsc)Cl], [Pd(PyTsc)(2)] and [Pt(PyTsc)Cl], [Pt(PyTsc)(2)]. The new complexes have been characterized by elemental analyses and spectroscopic studies. A crystal structure of [Pd(PyTsc)Cl] shows that the anion of PyTsc coordinates in a planar conformation to the central palladium(II) through the pyridyl N, azomethine N and thiolato S atoms. The planar molecules are linked into polymeric chains by N-(HN)-N-.. and N-(HS)-S-.. hydrogen bonding. The protonation constants of the ligand. K-a1 and K-a2, were determined by spectrophotometry and the logarithms of their values were found to be equal to 11.58+/-0.05 and 3.94+/-0.02 respectively. Correlation of the antitumor activity of these complexes to the structure and to reduction potential is reported. The compounds [Pt(PyTsc)(2)] and [Pd(PyTsc)(2)] were found to exhibit the higher in vivo antitumor activity and the lower cytotoxicity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(98)00386-6

文献信息

• First example of pyrrole-2-carbaldehyde thiosemicarbazone as tridentate dianion in [Pd(η3-N4,N3,S-ptsc)(PPh3)] complex
  作者：Tarlok S. Lobana、Gagandeep Bawa、Alfonso Castineiras、Ray J. Butcher

  DOI：10.1016/j.inoche.2006.12.024

  日期：2007.4

  Reaction of pyrrole-2-carbaldehyde thiosemicarbazone (H(2)ptsc) with PdCl2(PPh3)(2) in 1: 1 mol ratio in presence of Et3N leads to complete dechlorination to generate square planar complex, [Pd(eta(3)-N-4, N-3,S-ptsc)(PPh3)] (1), existing as three independent molecules in the same unit cell, and H(2)Ptsc behaves in an unusual dinegative tridentate mode. Salicylaldehyde thiosemicarbazone (H(2)stsc) formed similar compound, [Pd(eta(3) -O,N-3,S-stsc)(PPh3)] (3). (c) 2007 Elsevier B.V. All rights reserved.
• Palladium(II) and platinum(II) complexes of pyridine-2-carbaldehyde thiosemicarbazone with potential biological activity. Synthesis, structure and spectral properties. Extended network via hydrogen bond linkages of [Pd(PyTsc)Cl]
  作者：Dimitra Kovala-Demertzi、John R. Miller、Nikolaos Kourkoumelis、Sotiris K. Hadjikakou、Mavroudis A. Demertzis

  DOI：10.1016/s0277-5387(98)00386-6

  日期：1999.2

  The reactions of Li2PdCl4 and Na2PtCl4 with pyridine-2-carbaldehyde thiosemicarbazone, HPyTsc, afforded the complexes [Pd(PyTsc)Cl], [Pd(PyTsc)(2)] and [Pt(PyTsc)Cl], [Pt(PyTsc)(2)]. The new complexes have been characterized by elemental analyses and spectroscopic studies. A crystal structure of [Pd(PyTsc)Cl] shows that the anion of PyTsc coordinates in a planar conformation to the central palladium(II) through the pyridyl N, azomethine N and thiolato S atoms. The planar molecules are linked into polymeric chains by N-(HN)-N-.. and N-(HS)-S-.. hydrogen bonding. The protonation constants of the ligand. K-a1 and K-a2, were determined by spectrophotometry and the logarithms of their values were found to be equal to 11.58+/-0.05 and 3.94+/-0.02 respectively. Correlation of the antitumor activity of these complexes to the structure and to reduction potential is reported. The compounds [Pt(PyTsc)(2)] and [Pd(PyTsc)(2)] were found to exhibit the higher in vivo antitumor activity and the lower cytotoxicity. (C) 1999 Elsevier Science Ltd. All rights reserved.