N,N'-bis-(2-hydroxyphenylmethyl)piperazine

• 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: N,N'-bis-(2-hydroxyphenylmethyl)piperazine
• 英文别名: 2-[[4-[(2-Hydroxyphenyl)methyl]piperazin-1-yl]methyl]phenol
• 化学式: C₁₈H₂₂N₂O₂
• 分子量: 298.385
• InChiKey: PCNZZVQSJCNPQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(溴甲基)乙酸苯酯 在 甲醇 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 9.0h， 生成 N,N'-bis-(2-hydroxyphenylmethyl)piperazine
  参考文献：
  名称：

  Syntheses and Crystal Structures of N,N'-Bis(2-hydroxybenzyl)piperazine, its Nitrate Salt and Copper(II) Acetate Complex.

  摘要：

  The syntheses and structures of N,N'-bis (2-hydroxybenzyl)piperazine (C18H22N2O2, 2), its nitrate salt (C18H24N4O8, 2a) and copper(II) acetate complex (C22H26N2O6Cu2, 2b) are described. Compound 2 was characterized by H-1 and C-13 NMR and mass spectrometry. The structures of all compounds were determined by X-ray structure analysis. Crystal data: 2: monoclinic, space group P2(1)/c (No. 14), a = 6.745(6), b = 8.796(2), c = 13.407(2) Angstrom, beta = 98.99(3)degrees, V = 785.7(7), Z = 2; 2a: orthorhombic, space group Pbca (No. 61), a = 9.773(4), b = 23.332(4), c = 8 963(1) Angstrom, V = 2035.4(9), Z = 4; 2b: monoclinic, space group P2(1)/n (No. 14), a = 12.197(4), b = 7.061(3), c = 13.300(2) Angstrom, beta = 98.83(3)degrees, V = 1131.9(7), Z = 2. Compound 2b has a polymeric structure via five-coordinated copper atoms.

  DOI：

  10.3891/acta.chem.scand.51-1162

文献信息

• Novel bis-arylalkylamines as myeloperoxidase inhibitors: Design, synthesis, and structure-activity relationship study
  作者：Iyas Aldib、Michel Gelbcke、Jalal Soubhye、Martine Prévost、Paul G. Furtmüller、Christian Obinger、Betina Elfving、Ibaa Chikh Alard、Goedele Roos、Cédric Delporte、Gilles Berger、Damien Dufour、Karim Zouaoui Boudjeltia、Jean Nève、Francois Dufrasne、Pierre Van Antwerpen

  DOI：10.1016/j.ejmech.2016.07.053

  日期：2016.11

  4H) pyrimidinediyl)bis(methylene)]phenol was detected as a promising lead compound for inhibition of the MPO-typical two-electron oxidation of chloride to hypochlorous acid (IC50 = 0.5 μM). In the present pharmacomodulation study, 37 derivatives of this lead compound were designed and synthesized driven by comprehensive docking studies and the impact on the chlorination activity of MPO. We describe the

  人髓过氧化物酶（MPO）在先天免疫中起着重要作用，但也会由于炎症部位生物分子的氧化而加剧组织损伤。作为最近对MPO抑制剂的高通量虚拟筛选方法的结果，检测到bis-2,2'-[（（dihydro-1,3（2 H，4 H）嘧啶二基）双（亚甲基）]苯酚铅化合物，用于抑制典型的MPO氯化物向二氯氧化的双电子氧化（IC 50 = 0.5μM）。在目前的药物代谢研究中，通过全面的对接研究及其对MPO氯化活性的影响，设计并合成了该先导化合物的37种衍生物。我们描述了最佳的结构要求（i）结合血红素外围和（ii）抑制能力。最后，探测了最好的三种抑制剂（双芳基烷基胺衍生物）与MPO氧化还原中间体化合物I和化合物II的相互作用。确定的表观双分子速率常数以及所选化合物的还原电位和亲核性的确定使我们能够提出抑制机制。发现最好的抑制剂可以促进MPO-化合物II的非活性形式的积累，并具有IC 50 = 54 nM，证明
• Syntheses and Crystal Structures of N,N'-Bis(2-hydroxybenzyl)piperazine, its Nitrate Salt and Copper(II) Acetate Complex.
  作者：Satumari Loukiala、Jari Ratilainen、Jussi Valkonen、Kari Rissanen、M. Hanfland、E. Dooryhee

  DOI：10.3891/acta.chem.scand.51-1162

  日期：——

  The syntheses and structures of N,N'-bis (2-hydroxybenzyl)piperazine (C18H22N2O2, 2), its nitrate salt (C18H24N4O8, 2a) and copper(II) acetate complex (C22H26N2O6Cu2, 2b) are described. Compound 2 was characterized by H-1 and C-13 NMR and mass spectrometry. The structures of all compounds were determined by X-ray structure analysis. Crystal data: 2: monoclinic, space group P2(1)/c (No. 14), a = 6.745(6), b = 8.796(2), c = 13.407(2) Angstrom, beta = 98.99(3)degrees, V = 785.7(7), Z = 2; 2a: orthorhombic, space group Pbca (No. 61), a = 9.773(4), b = 23.332(4), c = 8 963(1) Angstrom, V = 2035.4(9), Z = 4; 2b: monoclinic, space group P2(1)/n (No. 14), a = 12.197(4), b = 7.061(3), c = 13.300(2) Angstrom, beta = 98.83(3)degrees, V = 1131.9(7), Z = 2. Compound 2b has a polymeric structure via five-coordinated copper atoms.