benzyl N-[(E)-pyridin-2-ylmethylideneamino]carbamodithioate | 1376545-91-3

• 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: benzyl N-[(E)-pyridin-2-ylmethylideneamino]carbamodithioate
• CAS: 1376545-91-3
• 化学式: C₁₄H₁₃N₃S₂
• 分子量: 287.409
• InChiKey: VLFMYRBJDHAVEJ-MHWRWJLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  94.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl N-[(E)-pyridin-2-ylmethylideneamino]carbamodithioate 、 zinc(II) acetate dihydrate 以 甲醇 、 乙腈 为溶剂， 反应 0.5h， 以53%的产率得到
  参考文献：
  名称：

  Synthesis, spectroscopy and X-ray crystal structures of some zinc(II) and cadmium(II) complexes of the 2-pyridinecarboxaldehyde Schiff bases of S-methyl- and S-benzyldithiocarbazates

  摘要：

  The Schiff bases formed by condensation of S-methyl- and S-benzyldithiocarbazate with 2-pyridinecarboxaldehyde react with zinc(II) and cadmium(II) acetates to form stable metal complexes of general. formulas, [Zn(NNS)(CH3COO)](2) and [M(NNS)(2)] (M = Zn2+, Cd2+; NNS- = anionic forms of the 2-pyridine-carboxaldenhdye Schiff bases of S-methyl- and S-benzyldithiocarbazate, respectively) which have been characterized by a variety of physico-chemical techniques and X-ray crystallographic structure analysis. The complexes, [Zn(NNS)(CH3COO)](2) are acetate anion-bridged centrosymmetric dimers in which each of the Schiff bases is coordinated to the zinc(II) ions as a uninegatively charged NNS tridentate chelating agent coordinating via the pyridine nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom. The acetate anion acts as a bridging bidentate ligand coordinating with the two zinc atoms in a syn-syn manner. Each zinc(II) ion in the dimer adopts an approximately square-pyramidal geometry. The bis-ligand complexes, [M(NNS)(2)] (M = Zn2+, Cd2+) have distorted octahedral structures in which the two anionic Schiff bases are coordinated to the metal ions meridionally as NNS tridentate chelating agents via the pyridine nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom.Both the mono- and bis-ligand zinc(II) complexes exhibit strong cytotoxic activity against the HELA (human cervical cancer) cell lines. Some of these compounds exhibit stronger cytotoxicity against HELA than the commercially important anticancer drug, Tamoxifen. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.02.016
• 作为产物：
  描述：

  吡啶-2-甲醛 、 S-benzyldithiocarbazate 以 乙醇 为溶剂， 反应 1.0h， 以57%的产率得到benzyl N-[(E)-pyridin-2-ylmethylideneamino]carbamodithioate
  参考文献：
  名称：

  Synthesis, spectroscopy and X-ray crystal structures of some zinc(II) and cadmium(II) complexes of the 2-pyridinecarboxaldehyde Schiff bases of S-methyl- and S-benzyldithiocarbazates

  摘要：

  The Schiff bases formed by condensation of S-methyl- and S-benzyldithiocarbazate with 2-pyridinecarboxaldehyde react with zinc(II) and cadmium(II) acetates to form stable metal complexes of general. formulas, [Zn(NNS)(CH3COO)](2) and [M(NNS)(2)] (M = Zn2+, Cd2+; NNS- = anionic forms of the 2-pyridine-carboxaldenhdye Schiff bases of S-methyl- and S-benzyldithiocarbazate, respectively) which have been characterized by a variety of physico-chemical techniques and X-ray crystallographic structure analysis. The complexes, [Zn(NNS)(CH3COO)](2) are acetate anion-bridged centrosymmetric dimers in which each of the Schiff bases is coordinated to the zinc(II) ions as a uninegatively charged NNS tridentate chelating agent coordinating via the pyridine nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom. The acetate anion acts as a bridging bidentate ligand coordinating with the two zinc atoms in a syn-syn manner. Each zinc(II) ion in the dimer adopts an approximately square-pyramidal geometry. The bis-ligand complexes, [M(NNS)(2)] (M = Zn2+, Cd2+) have distorted octahedral structures in which the two anionic Schiff bases are coordinated to the metal ions meridionally as NNS tridentate chelating agents via the pyridine nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom.Both the mono- and bis-ligand zinc(II) complexes exhibit strong cytotoxic activity against the HELA (human cervical cancer) cell lines. Some of these compounds exhibit stronger cytotoxicity against HELA than the commercially important anticancer drug, Tamoxifen. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.02.016

文献信息

• DIXIT, PURNIMA;TANDON, J. P., PHOSPH., SULFUR AND SILICON AND RELAT. ELEM., 53,(1990) N-4, C. 389-395
  作者：DIXIT, PURNIMA、TANDON, J. P.

  DOI：——

  日期：——