methyl 3,5-bis[bis(pyridin-2-ylmethyl)aminomethyl]-4-hydroxybenzoate | 1049723-58-1

• 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: methyl 3,5-bis[bis(pyridin-2-ylmethyl)aminomethyl]-4-hydroxybenzoate
• 英文别名: methyl 3,5-bis[(bis(2-pyridylmethyl)amino)methyl]-4-hydroxybenzoate；Methyl 3,5-bis[[bis(pyridin-2-ylmethyl)amino]methyl]-4-hydroxybenzoate；methyl 3,5-bis[[bis(pyridin-2-ylmethyl)amino]methyl]-4-hydroxybenzoate
• CAS: 1049723-58-1
• 化学式: C₃₄H₃₄N₆O₃
• 分子量: 574.682
• InChiKey: CJRIBEWSBNAJQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  43
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 3,5-bis[bis(pyridin-2-ylmethyl)aminomethyl]-4-hydroxybenzoate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以26.3%的产率得到3,5-bis((bis(pyridin-2-ylmethyl)amino)methyl)-4-hydroxybenzoic acid
  参考文献：
  名称：

  Polyglycerol-bound phosphotriesterase enzyme model complexes for detection and hydrolysis of phosphorus species in aqueous solution

  摘要：

  Phosphotriesterase models incorporating di(2-picolyl)amino ligands supported by m-xylylene or 2-hydroxy-m-xylylene scaffolds have been tethered to the periphery of a water-soluble hyperbranched polyglycerol (PG). In aqueous solution buffered at pH 7.4, the polymeric complexes of Zn2+ are useful receptors for polymeric indicator displacement assays for phosphate and pyrophosphate employing commercial complexometric indicators. Under the same conditions, the Co3+ effectively hydrolyze p-nitrophenylphosphate with approximately five orders of magnitude rate enhancement versus uncatalyzed hydrolysis. These systems offer promising results as mixed-metal dual detect-decontaminate materials for organophosphorus toxins under mild, neutral aqueous conditions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.051
• 作为产物：
  描述：

  methyl 3,5-(bischloromethyl)-4-hydroxybenzoate 、 二甲基吡啶胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以80%的产率得到methyl 3,5-bis[bis(pyridin-2-ylmethyl)aminomethyl]-4-hydroxybenzoate
  参考文献：
  名称：

  用于咪唑受体的双（2-吡啶甲基）胺-锌螯合物的开发

  摘要：

  已合成新的苯基和苯酚双 (2-甲基吡啶) 胺 (Dpa) 衍生物，以生成用于咪唑阴离子受体的锌螯合物。此前，双核酚锌和铜螯合物已分别显示出对焦磷酸盐和胍阴离子的亲和力。在此，我们报告了苯酚桥联双核锌-Dpa 螯合物的显着咪唑亲和力从 2.38 × 106 增加到 2.90 × 107，如动态和滴定 1H NMR 研究所证明的那样。在所研究的 Dpa 螯合物中，锌配位的酚基在阴离子结合机制中起着至关重要的作用。低温 1H NMR 实验表明咪唑螯合物具有 σν 对称几何结构。B3LYP 理论水平的计算 DFT 研究表明，咪唑结合取代了锌离子之间的酚桥。（© Wiley-VCH Verlag GmbH & Co.

  DOI：

  10.1002/ejoc.200700926

文献信息

• Development of Bis(2-picolyl)amine–Zinc Chelates for Imidazole Receptors
  作者：Taina Routasalo、Juho Helaja、Jari Kavakka、Ari M. P. Koskinen

  DOI：10.1002/ejoc.200700926

  日期：2008.6

  phenol bis(2-picolyl)amine (Dpa) derivatives have been synthesized in order to generate zinc chelates for imidazole anion receptors. Previously, binuclear phenolic zinc and copper chelates have shown affinity for pyrophosphate and guanidine anions, respectively. Herein we report significant imidazole affinity increasing from 2.38 × 106 to 2.90 × 107 for phenol-bridged binuclear zinc–Dpa chelates, as evidenced

  已合成新的苯基和苯酚双 (2-甲基吡啶) 胺 (Dpa) 衍生物，以生成用于咪唑阴离子受体的锌螯合物。此前，双核酚锌和铜螯合物已分别显示出对焦磷酸盐和胍阴离子的亲和力。在此，我们报告了苯酚桥联双核锌-Dpa 螯合物的显着咪唑亲和力从 2.38 × 106 增加到 2.90 × 107，如动态和滴定 1H NMR 研究所证明的那样。在所研究的 Dpa 螯合物中，锌配位的酚基在阴离子结合机制中起着至关重要的作用。低温 1H NMR 实验表明咪唑螯合物具有 σν 对称几何结构。B3LYP 理论水平的计算 DFT 研究表明，咪唑结合取代了锌离子之间的酚桥。（© Wiley-VCH Verlag GmbH & Co.
• Polyglycerol-bound phosphotriesterase enzyme model complexes for detection and hydrolysis of phosphorus species in aqueous solution
  作者：Anshuman Mangalum、Rhett C. Smith

  DOI：10.1016/j.tet.2009.03.051

  日期：2009.5

  Phosphotriesterase models incorporating di(2-picolyl)amino ligands supported by m-xylylene or 2-hydroxy-m-xylylene scaffolds have been tethered to the periphery of a water-soluble hyperbranched polyglycerol (PG). In aqueous solution buffered at pH 7.4, the polymeric complexes of Zn2+ are useful receptors for polymeric indicator displacement assays for phosphate and pyrophosphate employing commercial complexometric indicators. Under the same conditions, the Co3+ effectively hydrolyze p-nitrophenylphosphate with approximately five orders of magnitude rate enhancement versus uncatalyzed hydrolysis. These systems offer promising results as mixed-metal dual detect-decontaminate materials for organophosphorus toxins under mild, neutral aqueous conditions. (C) 2009 Elsevier Ltd. All rights reserved.