salicylidene-4-aminoantipyrinyl-2-aminothiophenol | 381228-49-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: salicylidene-4-aminoantipyrinyl-2-aminothiophenol
• 英文别名: 2-[[1,5-Dimethyl-2-phenyl-3-(2-sulfanylphenyl)iminopyrazol-4-yl]iminomethyl]phenol
• CAS: 381228-49-5
• 化学式: C₂₄H₂₂N₄OS
• 分子量: 414.531
• InChiKey: WDCKBURRXYLWKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  salicylidene-4-aminoantipyrinyl-2-aminothiophenol 、 zinc(II) chloride 以 乙醇 为溶剂， 以79%的产率得到[Zn(II)(salicylidene-4-aminoantipyrinyl-2-aminothiophenol)]
  参考文献：
  名称：

  SYNTHESIS, SPECTROSCOPIC CHARACTERIZATION, REDOX, AND BIOLOGICAL SCREENING STUDIES OF SOME SCHIFF BASE TRANSITION METAL(II) COMPLEXES DERIVED FROM SALICYLIDENE-4-AMINOANTIPYRINE AND 2-AMINOPHENOL/ 2-AMINOTHIOPHENOL

  摘要：

  Neutral complexes of Cu(II), Ni(II), Co(II), Mn(II), VO(IV) and Zn(II) have been synthesised from the Schiff bases derived from salicylidene-4-aminoantipyrine and 2-aminophenol/2-aminothiophenol. The structural features have been arrived at from their micro analytical, IR, UV-Vis., H-1 NMR and ESR spectral data. All of the complexes exhibit square-planar geometry except the Mn(II) and VO(IV) complexes. The Mn(II) chelates show an octahedral environment and the VO(IV) chelates exist in a square-pyramidal geometry. The non-electrolytic and monomeric nature of the complexes are evidenced by their magnetic susceptibility and low conductance data. The electrochemical behaviour of the Cu(II), Mn(II) and VO(IV) complexes in DMSO at 300 degreesK were studied. [CuL1] complex shows an irreversible peak for the copper(II)/copper(l) couple at Ep(c1) = 0.16 V and Ep(a) = 0.53 V referenced to Ag/AgCl. The cyclic voltammogram of the [CuL2] Complex in MeCN at 300 degreesK shows a quasi-reversible peak for the couples copper(II)/copper(III) at Ep(c) = 0.47 V and Ep(a) = 0.61 V versus Ag/AgCl and two irreversible peaks for the copper(II) --> copper(I) and copper(I) --> copper(0) reduction at Ep(c) = -0.63 V and -0.89 V, respectively. The [MnL1] complex shows two irreversible couples, manganese(ll)/manganese(l) and manganese(l)/manganese(0) at Ep(c) = -0.10 V and -0.84 V with the direct oxidation at Ep(a) = -0.70 V and -0.04 V, respectively. X-band ESR spectra of the Cu(II) and VO(IV) complexes in DMSO at 300 and 77 degreesK were recorded and their salient features are reported. The biological activities of the metal chelates against the bacteria Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Salmonella typhi, Pseudomonas aeruginosa and Shigella flexneri and the fungi Aspergillus niger and Rhizoctonia bataicola are also reported. Most of the complexes have higher activities than those of the free Schiff bases and the control.

  DOI：

  10.1081/sim-100106862