2-[1-(2-piperidin-1-ylethylimino)ethyl]phenol | 1311140-72-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-[1-(2-piperidin-1-ylethylimino)ethyl]phenol
• 英文别名: 2-[1-(2-piperidin-1-ylethylimino)etyl]phenol；2-[C-methyl-N-(2-piperidin-1-ylethyl)carbonimidoyl]phenol
• CAS: 1311140-72-3
• 化学式: C₁₅H₂₂N₂O
• 分子量: 246.352
• InChiKey: DBGRSCSHIXJBNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 2-[1-(2-piperidin-1-ylethylimino)ethyl]phenol 以 甲醇 为溶剂， 反应 0.5h， 以53%的产率得到C₃₀H₄₂Cl₂Cu₂N₄O₂
  参考文献：
  名称：

  Construction of chlorido-bridged dinuclear copper(II) complexes with similar tridentate Schiff bases

  摘要：

  Two new chlorido-bridged dinuclear copper(II) complexes [Cu2Cl2(L-1)(2)] (1) and [Cu2Cl2(L-2)(2)] (2), where L-1 and L-2 are the deprotonated form of Schiff bases 2-[1-(2-morpholin-4-ylethylimino)ethyl]phenol (HL1) and 2-[1-(2-piperidin-1-ylethylimino)ethyl]phenol respectively, are prepared and structurally characterized by elemental analysis, IR spectra, and single crystal X-ray crystallography. Complex 1 crystallizes in the monoclinic space group P2(1)/c with unit cell dimensions a = 8.0816(2) , b = 19.1780(3) , c = 9.6757(3) , beta = 106.465(2)A degrees, V = 1438.13(6) (3), Z = 2, R (1) = 0.0409, and wR (2) = 0.1085. Complex 2 crystallizes in the monoclinic space group P2(1)/c with unit cell dimensions a = 7.7640(10) , b = 19.930(3) , c = 9.628(2) , beta = 103.890(3)A degrees, V = 1446.2(4) (3), Z = 2, R (1) = 0.0634, and wR (2) = 0.1316. Each Cu atom in the complexes is coordinated by three donor atoms of the Schiff bases and by two bridging Cl atoms, forming square pyramidal geometry. The Cl anions are preferred bridging groups for the construction of dinuclear copper complexes with tridentate Schiff bases.

  DOI：

  10.1134/s0022476613060206
• 作为产物：
  描述：

  1-(2-氨乙基)哌啶 、 2'-羟基苯乙酮 以 甲醇 为溶剂， 反应 0.5h， 以91%的产率得到2-[1-(2-piperidin-1-ylethylimino)ethyl]phenol
  参考文献：
  名称：

  Construction of chlorido-bridged dinuclear copper(II) complexes with similar tridentate Schiff bases

  摘要：

  Two new chlorido-bridged dinuclear copper(II) complexes [Cu2Cl2(L-1)(2)] (1) and [Cu2Cl2(L-2)(2)] (2), where L-1 and L-2 are the deprotonated form of Schiff bases 2-[1-(2-morpholin-4-ylethylimino)ethyl]phenol (HL1) and 2-[1-(2-piperidin-1-ylethylimino)ethyl]phenol respectively, are prepared and structurally characterized by elemental analysis, IR spectra, and single crystal X-ray crystallography. Complex 1 crystallizes in the monoclinic space group P2(1)/c with unit cell dimensions a = 8.0816(2) , b = 19.1780(3) , c = 9.6757(3) , beta = 106.465(2)A degrees, V = 1438.13(6) (3), Z = 2, R (1) = 0.0409, and wR (2) = 0.1085. Complex 2 crystallizes in the monoclinic space group P2(1)/c with unit cell dimensions a = 7.7640(10) , b = 19.930(3) , c = 9.628(2) , beta = 103.890(3)A degrees, V = 1446.2(4) (3), Z = 2, R (1) = 0.0634, and wR (2) = 0.1316. Each Cu atom in the complexes is coordinated by three donor atoms of the Schiff bases and by two bridging Cl atoms, forming square pyramidal geometry. The Cl anions are preferred bridging groups for the construction of dinuclear copper complexes with tridentate Schiff bases.

  DOI：

  10.1134/s0022476613060206

文献信息

• Synthesis and Crystal Structures of Two Isostructural Cobalt(III) Complexes [Co(C₁₅H₂₁N₂O)(C₈H₇O₂)(N₃)] and [Co(C₁₅H₂₁N₂O)(C₈H₇O₂)(NCS)]
  作者：Li-Jun Liu

  DOI：10.1080/15533174.2011.568437

  日期：2011.5.1

  Two isostructural mononuclear cobalt(III) complexes, [Co(C15H21N2O)(C8H7O2)(N3)] (1) and [Co(C15H21N2O) (C8H7O2)(NCS)] (2), were synthesized and characterized by elemental analysis, IR spectra, and X-ray single crystal structure determination. X-ray structural analysis indicates that both complexes crystallizing in the monoclinic space group P21/c, with a = 13.190(2) angstrom, b = 12.842(2) angstrom, c = 18.428(2) angstrom, = 134.040(2)degrees, V = 2243.9(5) angstrom 3, Z = 4 for 1, and a = 8.1284(8) angstrom, b = 15.6112(15) angstrom, c = 18.9260(17) angstrom, = 106.060(3)degrees, V = 2307.9(4) angstrom 3, Z = 4 for 2. The Co atom in each complex is coordinated by one Schiff base ligand, one 2-acetylphenolate ligand, and one pseudohalide ligand (N3 for 1 and NCS for 2), forming an octahedral geometry.
• Synthesis and structural characterization of Schiff base copper(II) complexes with Helicobacter pylori urease inhibitory activities
  作者：Fang Niu、Ke-Xiang Yan、Linhan Pang、Dan Qu、Xinlu Zhao、Zhonglu You

  DOI：10.1016/j.ica.2015.07.014

  日期：2015.8

  Three new mononuclear copper(II) complexes, [CuL1(N-3)] (1), [CuL1(NCS)] (2), and [CuL2(NCS)] (3), where L-1 is the monoanionic form of 5-diethylamino-2-[(pyridin-2-ylmethylimino)methyl]phenol (HL1), and L-2 is the monoanionic form of 2-[1-(2-piperidin-1-ylethylimino)ethyl]phenol (HL2), have been synthesized and characterized by physico-chemical methods, as well as single crystal X-ray determination. The Cu atoms in the complexes are coordinated by the donor atoms of the Schiff base ligands and nitrogen atom of the pseudohalide ligands, forming square planar geometry. The complexes showed effective urease inhibitory activities. Complex 1 showed the most urease inhibitory activity, with IC50 value of 1.5 +/- 1.1 mu M. Molecular docking study of the complexes with Helicobacter pylori urease was performed. As a result, complex 1 matches well with the cavity of the active center of the urease, and forms weak interaction with residues ASP316, LEU318, MET317, CYS321, HIS322 and ARG328. (C) 2015 Elsevier B.V. All rights reserved.