pyruvic acid N(4)-cyclohexylthiosemicarbazone | 1309573-69-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: pyruvic acid N(4)-cyclohexylthiosemicarbazone
• 英文别名: 2-(Cyclohexylcarbamothioylhydrazinylidene)propanoic acid
• CAS: 1309573-69-0
• 化学式: C₁₀H₁₇N₃O₂S
• 分子量: 243.33
• InChiKey: KTMPHFDIWOLLLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  74.05
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  pyruvic acid N(4)-cyclohexylthiosemicarbazone 、 二丁基二氯化锡 以 甲醇 为溶剂， 以75%的产率得到[nBu2Sn[pyruvic acid-N(4)-cyclohexylthiosemicarbazone]]3*4H2O
  参考文献：
  名称：

  Synthesis, spectral characterization and crystal structure of a novel trinuclear di-n-butyltin(IV) complex with pyruvic acid-N(4)-cyclohexylthiosemicarbazone (H2PACT)

  摘要：

  A new trinuclear di-n-butyltin(IV) complex with pyruvic acid-N(4)-cyclohexylthiosemicarbazone (H(2)PACT) ligand was synthesized and characterized by elemental analyses, molar conductivity, UV-Vis, FT-IR, H-1, Sn-119 NMR spectroscopy and single crystal X-ray study. Single crystal X-ray diffraction data revealed that this complex was trinuclear cyclic fashion with the pyruvic acid-N(4)-cyclohexylthiosemicarbazone ligand. In the trinuclear di-n-butyltin(IV) complex, the ligand (H(2)PACT) is coordinated to the central tin(IV) atoms via the carboxylato-O, the azomethine-N and the thiolato-S atoms. The trinuclear tin system is formed by the bridges through the carbonyl oxygen atom of the carboxylate moieties and making the tin atom of seven coordinated in distorted pentagonal bipyramidal geometry. Single crystal X-ray data indicates that the complex (1) crystallized in cubic system with space group I-4(3)d, a = b = c = 30.3273(17) angstrom, alpha = beta = gamma = 90 degrees, Z = 16, mu(MoK alpha) = 1.209 mm(-1), F(000) = 12,144, and final R-1 = 0.0390, wR(2) = 0.0843 for observed reflections 4582(I > 2 sigma(I)). (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.09.013
• 作为产物：
  描述：

  丙酮酸 、 4-环己基-3-硫代氨基脲 以 甲醇 为溶剂， 反应 4.0h， 以0.68 g的产率得到pyruvic acid N(4)-cyclohexylthiosemicarbazone
  参考文献：
  名称：

  Triorganotin(IV) complexes of pyruvic acid-N(4)-cyclohexylthiosemicarbazone (HPACT): Synthesis, characterization, crystal structure and in vitro antibacterial activity

  摘要：

  The reaction of triorganotin(IV) chloride with pyruvic acid-N(4)-cyclohexylthiosemicarbazone (HPACT) afforded the complexes [Bu3Sn(PACT)] (1) and [Ph3Sn(PACT)] (2). The ligand HPACT and its two triorganotin(IV) complexes 1 and 2 have been characterized by elemental analyses, UV-Vis, FT-IR, H-1 and C-13 NMR spectroscopy. The structure of the tributyltin(IV) complex 1 was also investigated by X-ray crystallography. The crystal structure of complex 1 revealed that the ligand is coordinated to the tin(IV) moiety as a uninegative monodentate ligand via the carboxylato-O atom. The tin(IV) atom exists in a distorted tetrahedral geometry defined by three ipso-C atoms of the butyl groups and a carboxylato-O atom of the ligand. The compound crystallizes into a monoclinic lattice with the space group P21. The ligand and its triorganotin(IV) complexes 1 and 2 were assayed for in vitro antibacterial activity against two Gram-positive bacterial strains (Bacillis subtilis and Staphylococcus aureus) and two Gram-negative bacterial strains (Escherichia coli and Salmonella typhi). The screening results have shown that the triorganotin(IV) complexes 1 and 2 have better antibacterial activity than the free ligand. Furthermore, it has been shown that the triphenyltin(IV) derivative exhibits significantly better activities than the tributyltin(IV) derivative. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.11.021