6,6'-(2-hydroxy-5-methyl-1,3-phenylene)bis(methylene)bis((2-hydroxyethyl)azanediyl) bis(methylene)dipicolinamide | 1428897-16-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6,6'-(2-hydroxy-5-methyl-1,3-phenylene)bis(methylene)bis((2-hydroxyethyl)azanediyl) bis(methylene)dipicolinamide
• CAS: 1428897-16-8
• 化学式: C₂₇H₃₄N₆O₅
• 分子量: 522.604
• InChiKey: LKWWHEDLNWZOEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.68
• 重原子数：
  38.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  179.13
• 氢给体数：
  5.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  氟硼酸钠 、 6,6'-(2-hydroxy-5-methyl-1,3-phenylene)bis(methylene)bis((2-hydroxyethyl)azanediyl) bis(methylene)dipicolinamide 、 zinc(II) acetate dihydrate 以 甲醇 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Ligand modifications modulate the mechanism of binuclear phosphatase biomimetics

  摘要：

  Complexation of dimethyl-6,6'-(2-hydroxy-5-methyl-1,3-phenylene)bis(methylene)bis((2-hydroxyethyl) azanediyl)bis(methylene)dipicolinate (Me(2)H(3)L4) and 2,2'-(2-hydroxy-5-methyl-1,3-phenylene)bis(meth ylene)bis(((6-methylpyridin-2-yl)methy)azanediyl)diethanol (H(3)L5) with Zn(II) afforded the complexes [Zn-2(H(2)L4)(H2O)(2)](ClO4) and [Zn-2(H(2)L5)(CH3CO2)(H2O)](PF6)(2)center dot 2H(2)O, which were characterized by H-1 and C-13 NMR spectroscopy, mass spectrometry, microanalysis, and the former by X-ray crystallography. Functional studies of the zinc complexes with the substrate bis(2,4-dinitrophenyl)phosphate (BDNPP) showed the complexes to be competent catalysts with k(cat) = 3.52 +/- 0.03 x 10(-4) and 1.27 +/- 0.04 x 10(-3) s(-1) (K-m = 6.7 +/- 0.9; 13.8 +/- 1.5 mM), with catalytically relevant pK(a)s of 9.4 and 6.6, respectively. The pK(a) values are discussed with respect to the potential nucleophilic species and the effect of the donor environment. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.008
• 作为产物：
  描述：

  dimethyl-6,6'-(2-hydroxy-5-methyl-1,3-phenylene)bis(methylene)bis((2-hydroxyethyl)azanediyl)bis(methylene)dipicolinate 在 ammonium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 以98.6%的产率得到6,6'-(2-hydroxy-5-methyl-1,3-phenylene)bis(methylene)bis((2-hydroxyethyl)azanediyl) bis(methylene)dipicolinamide
  参考文献：
  名称：

  Ligand modifications modulate the mechanism of binuclear phosphatase biomimetics

  摘要：

  Complexation of dimethyl-6,6'-(2-hydroxy-5-methyl-1,3-phenylene)bis(methylene)bis((2-hydroxyethyl) azanediyl)bis(methylene)dipicolinate (Me(2)H(3)L4) and 2,2'-(2-hydroxy-5-methyl-1,3-phenylene)bis(meth ylene)bis(((6-methylpyridin-2-yl)methy)azanediyl)diethanol (H(3)L5) with Zn(II) afforded the complexes [Zn-2(H(2)L4)(H2O)(2)](ClO4) and [Zn-2(H(2)L5)(CH3CO2)(H2O)](PF6)(2)center dot 2H(2)O, which were characterized by H-1 and C-13 NMR spectroscopy, mass spectrometry, microanalysis, and the former by X-ray crystallography. Functional studies of the zinc complexes with the substrate bis(2,4-dinitrophenyl)phosphate (BDNPP) showed the complexes to be competent catalysts with k(cat) = 3.52 +/- 0.03 x 10(-4) and 1.27 +/- 0.04 x 10(-3) s(-1) (K-m = 6.7 +/- 0.9; 13.8 +/- 1.5 mM), with catalytically relevant pK(a)s of 9.4 and 6.6, respectively. The pK(a) values are discussed with respect to the potential nucleophilic species and the effect of the donor environment. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.008