2-hydroxyacetophenone N(4)-phenyl semicarbazone | 293326-02-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-hydroxyacetophenone N(4)-phenyl semicarbazone
• 英文别名: 2-hydroxyacetophenone 4-phenyl semicarbazone；1-[1-(2-Hydroxyphenyl)ethylideneamino]-3-phenylurea
• CAS: 293326-02-0
• 化学式: C₁₅H₁₅N₃O₂
• 分子量: 269.303
• InChiKey: RYXOJUSBPPXAGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  73.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  RuH₂(CO)(PPh₃)₃ 、 2-hydroxyacetophenone N(4)-phenyl semicarbazone 以 苯 为溶剂， 以68%的产率得到
  参考文献：
  名称：

  SYNTHESIS, CHARACTERIZATION, AND BIOLOGICAL ACTIVITIES OF RUTHENIUM(II) CARBONYL COMPLEXES CONTAINING BIFUNCTIONAL TRIDENTATE SCHIFF BASES

  摘要：

  Ruthenium(II) carbonyl complexes have been synthesised by reacting [RuH2(CO)(PPh3)(3)] or [RuHCl(CO)(PPh3)(2)(Z)] (Z = PPh3, pyridine (py) or piperidine (pip)) with tridentate Schiff base ligands derived by condensing salicylaldehyde, o-vanillin or o-hydroxyacetophenone with N(4)-phenylsemi-carbazide. These complexes have been characterised by analytical, IR, electronic, H-1 NMR and P-31 NMR spectral studies. The complexes of the general formula [Ru(L) (CO)(PPh3)(Z)] (L = Schiff base anion; Z = PPh3, py or pip) tentatively have been assigned an octahedral structure. Some of the complexes have been tested for in vitro growth inhibitory activity against the bacteria Escherichia coli, Bacillus sp. and Pseudomonas sp.

  DOI：

  10.1081/sim-100105255
• 作为产物：
  描述：

  2'-羟基苯乙酮 、 4-苯基氨基脲 生成 2-hydroxyacetophenone N(4)-phenyl semicarbazone
  参考文献：
  名称：

  含有 ONO 供体配体的钌 (III) 配合物的合成、表征、电化学、催化和抗菌研究

  摘要：

  通过 [RuX3(EPh3)3] 与 [RuX3(EPh3)3] 反应制备一系列钌 (III) 配合物 [RuX(EPh3)2L]（其中 X = Cl 或 Br；E = P 或 As；L = 去质子化的二元三齿配体）席夫碱 (H2L1–H2L4)。通过将 N-4 苯基/甲基氨基脲与邻香兰素/邻羟基苯乙酮缩合制备配体。通过元素、物理化学和电化学方法对复合物进行了表征。对这些配合物进行了醇氧化和芳基-芳基偶联的催化研究。还进行了抗菌实验。

  DOI：

  10.1080/00958971003735440

文献信息

• A copper(II) complex of a semicarbazone: crystal structure, spectroscopic analysis and cytotoxicity against human cancer cell lines
  作者：Claudia C. Gatto、Patrícia M. Miguel、Carolane M. Almeida、Pedro H. O. Santiago、Carlos R. K. Paier、Claudia Pessoa

  DOI：10.1007/s11243-017-0154-8

  日期：2017.9

  investigated. The complex [Cu(HL)]2(CH3OH)2(NO3)2 was also characterized by physicochemical and spectroscopic methods. The biological activity of the free semicarbazone and its Cu(II) complex were evaluated by cytotoxicity assays against human cancer cell lines.Graphical abstractA dimeric stable complex between copper(II) and semicarbazone ligand has been synthesized, and the crystal structure has been studied

  制备了 2-羟基苯乙酮 N(4)-苯基缩氨基脲 (H2L) 的 Cu(II) 配合物，并报道了其晶体结构。单晶 X 射线研究揭示了一个二聚体结构，每个铜原子周围都有扭曲的方形平面配位几何形状，ONO 供体配体和 μ2-氧代基团位于两个铜原子之间。Cu(II) 的二级配位球是六配位的，NO3− 离子和甲醇溶剂分子产生弱相互作用。研究了涉及相邻复合物的超分子相互作用。复合物 [Cu(HL)]2(CH3OH)2( )2 还通过物理化学和光谱方法进行了表征。游离氨基脲及其 Cu(II) 复合物的生物活性通过对人癌细胞系的细胞毒性测定进行评估。图形摘要合成了铜(II)与缩氨基脲配体之间的二聚体稳定配合物，并研究了晶体结构。进行了针对人类癌细胞系的光谱实验和细胞毒性测定。
• Cobalt(III) complexes of 2-hydroxyacetophenone N(4)-phenyl semicarbazone containing heterocyclic coligands: syntheses, structure and spectral studies
  作者：A Sreekanth、U.L Kala、Chandini R Nayar、M.R Prathapachandra Kurup

  DOI：10.1016/j.poly.2003.09.029

  日期：2004.1

  shows that the compound crystallizes in the orthorhombic system, [space group is P 21 21 21, a=10.6590(8) Å, b=11.9150(16) Å, c=19.1650(4) Å, Z=4]. The coordination geometry around the cobalt is distorted octahedral with tridentate L2−, bidentate phenanthroline and unidentate azido anion. The azido nitrogens and phenanthroline hydrogens form intermolecular hydrogen bonds to give a sandwich type of

  一个有趣的系列，由4-羟基苯乙酮4-苯基半卡巴zone （H 2 L），杂环碱，B [1,10-菲咯啉（phen），哌啶（pip）和吡咯烷（pyrr）组成的四种新型混合配体Co（III）配合物制备具有通式[CoLB x X]的叠氮化物/硫氰酸酯（X）（其中，x = 1表示phen，pip和pyrr表示2）。它们的特征在于多种物理化学技术。这四个复合物都是抗磁性的，表明钴处于ad 6强磁场中。从红外光谱可以推断出半卡巴zone的三齿特征。化合物CoLphenN 3的结构通过单晶X射线衍射解决。结果表明该化合物在正交晶系中结晶，[空间群为P 21 21 21，a = 10.6590（8），b = 11.9150（16），c = 19.1650（4），Z = 4]。钴周围的配位几何结构扭曲成八面体，具有三齿L 2−，双齿菲咯啉和不明的叠氮基阴离子。叠氮基氮和菲咯啉氢形成分子间氢键，从而为分子提供了一种三明治式的堆积。
• Synthesis, spectral characterization and crystal structure of copper(II) complexes of 2-hydroxyacetophenone-N(4)-phenyl semicarbazone
  作者：U.L. Kala、S. Suma、M.R. Prathapachandra Kurup、Suja Krishnan、Rohith P. John

  DOI：10.1016/j.poly.2006.11.035

  日期：2007.5

  Six new copper(11) complexes of 2-hydroxyacetophenone-N(4)-phenyl semicarbazone have been synthesized and physico-chemically characterized. The tridentate character of the semicarbazone is inferred from IR spectra. Based on EPR studies, the spin Hamiltonian and bonding parameters have been calculated. The g values, calculated for all the complexes in frozen DMF, indicate the presence of the unpaired electron in the d(x2-y2) orbital. The metal-ligand bonding parameters evaluated showed strong in-plane U and in-plane it-bonding. The structure of the compound, CuLphen has been resolved using single crystal X-ray diffraction studies. The crystal structure revealed a monoclinic lattice with space group symmetry P2(1)/c. The compound adopts a distorted square pyramidal geometry with a N2O2 core as the base. (C) 2006 Elsevier Ltd. All rights reserved.