(2-hydroxyacetophenone) 3-hexamethyleneimine thiosemicarbazone | 166036-49-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环庚烷
• 英文名称: (2-hydroxyacetophenone) 3-hexamethyleneimine thiosemicarbazone
• 英文别名: 2-hydroxyacetophenone hexamethyleneimine-3-thiosemicarbazone；2-hydroxyacetophenone-3-hexamethyleneiminylthiosemicarbazone；N-[1-(2-hydroxyphenyl)ethylideneamino]azepane-1-carbothioamide
• CAS: 166036-49-3
• 化学式: C₁₅H₂₁N₃OS
• 分子量: 291.417
• InChiKey: QSLSNWJKCXWVEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  80
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-hydroxyacetophenone) 3-hexamethyleneimine thiosemicarbazone 、 copper(II) acetate monohydrate 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  2-羟基苯乙酮4 N-取代的硫代半氨基唑酮的双核铜（II）配合物

  摘要：

  已经制备并表征了具有八种不同的2-羟基苯乙酮4 N-取代的硫代半脲酮的双核铜（II）配合物。得到了配合物的IR，电子，1 H NMR和ESR光谱，以及硫代半碳氮酮的IR，UV和1 H NMR光谱。解决了2-羟基苯乙酮3-六亚甲基亚甲基硫代半碳酮[Cu（Aphexim）] 2的铜（II）配合物的晶体结构，并将其结构性质与最近报道的镍（II）配合物进行了比较。硫代半咔唑酮及其铜（II）配合物均未显示出对黑曲霉的生长抑制活性，但许多对黑曲霉具有相当大的活​​性。拟青霉。此外，对于硫代半氨基甲酮及其铜（II）配合物，抗真菌活性与4 N取代基的大小之间存在关系。

  DOI：

  10.1016/0277-5387(94)00423-c

文献信息

• Dinuclear nickel(II) complexes of 2-hydroxyacetophenone 4N-substituted thiosemicarbazones
  作者：Douglas X. West、Yonghong Yang、Tracey L. Klein、Karen I. Goldberg、Anthony E. Liberta、Jesus Valdes-Martinez、Simon Hernandez-Ortega

  DOI：10.1016/0277-5387(95)00105-2

  日期：1995.9

  Dinuclear nickel(II) complexes with seven different 2-hydroxyacetophenone 4N-substituted thiosemicarbazones have been prepared and characterized. IR, electronic, 1H and 13C NMR spectra of the thiosemicarbazones and their complexes have been obtained. Both the thiosemicarbazones and their nickel(II) complexes have considerable growth inhibitory activity against Paecilomyces variotii, but none against

  双核镍（II）配合物与七个不同-2-羟基苯乙酮4 N-取代的缩氨基硫脲已经制备和表征。已获得硫代半氨基甲酮及其配合物的红外，电子，1 H和13 C NMR光谱。硫代半咔唑酮及其镍（II）配合物均对变色拟青霉具有相当大的生长抑制活性，而对黑曲霉则没有任何抑制作用。通常，硫代半氨基甲酮类化合物比其镍配合物更具活性，但是2-羟基苯乙酮4 N-二甲基硫代半碳酮类化合物H 2 Ap4DM的活性低于[Ni（Ap4DM）] 2。。[Ni（Ap4DM）] 2的晶体结构包括在这项研究中。
• New copper(II) complexes of 2-hydroxyacetophenone N(4)-substituted thiosemicarbazones and polypyridyl co-ligands: structural, electrochemical and antimicrobial studies
  作者：Rohith P. John、A. Sreekanth、V. Rajakannan、T.A. Ajith、M.R. Prathapachandra Kurup

  DOI：10.1016/j.poly.2004.09.004

  日期：2004.10

  Abstract Seven new copper(II) complexes of 2-hydroxyacetophenone N(4)-substituted thiosemicarbazones (H2L) and bidentate polypyridyl compounds 2,2′-bipyridine and 1,10-phenanthroline (B) were prepared and characterized. The thiosemicarbazones bind to the metal as dianionic ONS donors (L2−) and yield compounds of the stochiometry [MLB]. The structure of the compound [Cu(L4)(2,2′-bipy)] (6) was investigated

  摘要制备并表征了七个新的2-羟基苯乙酮N（4）-取代的硫代氨基甲唑酮（H2L）和二齿多吡啶基化合物2,2'-联吡啶和1,10-菲咯啉（B）的铜（II）配合物。硫代半咔唑酮作为阴离子ONS供体（L2-）与金属结合，并产生化学计量比的化合物[MLB]。通过单晶X射线衍射法研究了化合物[Cu（L4）（2,2'-bipy）]（6）的结构。自旋哈密顿量和从EPR光谱计算得出的化合物的键合参数表明该化合物具有方形金字塔（SPY）结构。g值预测具有B1g基态的C4v对称性的几何形状。键合参数显示出显着的平面内π键合。配合物的循环伏安法研究表明，对应于Cu（II / I）对的不可逆氧化还原峰和对应于铜（II / III）氧化的准可逆氧化还原峰。硫半脲及其铜配合物对大肠杆菌，金黄色葡萄球菌，真菌白色念珠菌和黄曲霉具有显着的生长抑制活性。
• Synthesis and structural studies of novel Co(III) ternary complexes containing N(4)-substituted thiosemicarbazones of 2-hydroxyacetophenone and heterocyclic bases
  作者：Rohith P John、A Sreekanth、Maliyeckal R Prathapachandra Kurup、Shaikh M Mobin

  DOI：10.1016/s0277-5387(02)01227-5

  日期：2002.11

  eight neutral ternary Co(III) complexes of 2-hydroxyacetophenone N(4)-substituted thiosemicarbazones (H2L), bidentate heterocyclic bases 2,2′-bipyridine (bipy)/1,10-phenanthroline (phen) and azide with a general formula [MLB(N3)] were prepared. The complexes were characterized by means of spectroscopic methods. The coordination geometry around Co(III) in all the complexes is distorted octahedral with

  摘要一个有趣的系列，由八种2-羟基苯乙酮N（4）-取代的硫代氨基甲唑酮（H2L），二齿杂环碱基2,2'-联吡啶（bipy）/ 1,10-菲咯啉（phen）和制备了具有通式[MLB（N3）]的叠氮化物。配合物通过光谱法表征。在所有配合物中，Co（III）周围的配位几何结构是扭曲的八面体，带有一个二元三齿配体L2-，一个双齿杂环基和一个末端配位的叠氮化物基团。化合物CoL4bipyN3的晶体结构被完全解析。所有电子转换都已分配。所有复合物都是抗磁性的，表明在d6强磁场中存在钴。
• Spectral studies and structure of a 2-hydroxyacetophenone 3-hexamethyleneiminyl thiosemicarbazonate(-2) copper(II) complex containing 1,10-phenanthroline
  作者：Rohith P. John、A. Sreekanth、Maliyeckal R. Prathapachandra Kurup、Anwar Usman、Abdul Razak Ibrahim、Hoong-Kun Fun

  DOI：10.1016/s1386-1425(02)00332-3

  日期：2003.4

  room-temperature magnetic susceptibility. Spin Hamiltonian and bonding parameters of the compound are calculated from the EPR spectra. Computer simulation of EPR spectrum in DMF at 77 K aided the calculation of magnetic and bonding parameters of the compound. The structure of the compound is solved by single crystal X-ray diffraction. The geometry around copper is distorted square pyramidal.

  报告了铜（II）与2-羟基苯乙酮3-六甲基亚甲基硫代半氨基甲酸酯（L（2-））和1,10-菲咯啉（phen）的三元络合物的光谱研究和结构。硫半脲酮以金属阴离子ONS供体（L（2-））配体的形式结合，并形成化学计量比的配合物[CuLphen]。铜（II）配合物的特征在于红外光谱和紫外/可见光谱，以及固态室温磁化率。从EPR光谱计算自旋哈密顿量和化合物的键合参数。在77 K的DMF中EPR光谱的计算机模拟有助于化合物的磁性和键合参数的计算。该化合物的结构通过单晶X射线衍射解析。铜周围的几何形状是扭曲的方形锥体。
• Chelating behavior of 2-hydroxyacetophenone N(4)-disubstituted thiosemicarbazones: Facile formation of Mn(IV) complexes – X-ray structure, EPR and cyclic voltammetric studies
  作者：Rohith P. John、Anandram Sreekanth、Maliyeckal R. Prathapachandra Kurup、Hoong-Kun Fun

  DOI：10.1016/j.poly.2005.01.004

  日期：2005.3

  Reaction of tridentate ONS donor ligands H2L1, H2L2 and H2L (3) (H2L1 = 2-hydroxyacetophenone hexamethylencimine-3-thiosemicarbazone; H2L2 = 2-hydroxyacetophenone morpholine-3-thiosemicarbazone; H2L3 = 2-hydroxyacetophenone N(4)-methyl, phenyl thiosemicarbazone) with Mn(OAC)(2) center dot 4H(2)O afforded manganese(IV) complexes of the type [MnL2] in an ethanol-methanol mixture under air. The crystal structure of Mn(L-2)(2) center dot 0.25H(2)O reveals an octahedral geometry with the ligand coordinated in a meridional fashion. The molecule is packed in the crystal lattice with extended hydrogen bonding networks. EPR spectra of the complexes in frozen solution at 77 K show a weak signal at g approximate to 4 and a strong sextet at g 2 consistent with manganese(IV) in an octahedral environment. Cyclic voltammetry in DMSO/ dichloromethane show quasi-reversible peaks corresponding to the Mn(IV)/ Mn(III) redox couple. (c) 2005 Elsevier Ltd. All rights reserved.