N,N,N',N'-(2,6-bis((3-(aminoethyl)-5-methyl-1H-pyrazol-1-yl)methyl)pyridine)hexakis(acetic acid) | 1307234-64-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N,N',N'-(2,6-bis((3-(aminoethyl)-5-methyl-1H-pyrazol-1-yl)methyl)pyridine)hexakis(acetic acid)
• 英文别名: 2-[[1-[[6-[[3-[[Bis(carboxymethyl)amino]methyl]-5-methylpyrazol-1-yl]methyl]pyridin-2-yl]methyl]-5-methylpyrazol-3-yl]methyl-(carboxymethyl)amino]acetic acid；2-[[1-[[6-[[3-[[bis(carboxymethyl)amino]methyl]-5-methylpyrazol-1-yl]methyl]pyridin-2-yl]methyl]-5-methylpyrazol-3-yl]methyl-(carboxymethyl)amino]acetic acid
• CAS: 1307234-64-5
• 化学式: C₂₅H₃₁N₇O₈
• 分子量: 557.563
• InChiKey: DZBPFUATXXEYRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.9
• 重原子数：
  40
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  204
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  sodium hydroxide 、 水 、 氯化铽(III) 、 N,N,N',N'-(2,6-bis((3-(aminoethyl)-5-methyl-1H-pyrazol-1-yl)methyl)pyridine)hexakis(acetic acid) 以 乙醇 为溶剂， 生成 Na4[(N,N,N',N'-(2,6-bis((3-aminoethyl)-5-methyl-1H-pyrazol-1-yl)methyl)pyridine)hexaacetate]TbCl3*3H2O
  参考文献：
  名称：

  Synthesis, luminescence properties of a novel aromatic carboxylic acid (L) and corresponding Eu(III) and Tb(III) compounds as well as the binding characteristics of L with bovine serum albumin (BSA)

  摘要：

  A novel polyamino polycarboxylic pyridine derivative ligand, N,N,N(1),N(1)-(2,6-bis((3-(aminoethyl)-5-methyl-1H-pyrazol-1-yl)methyl)pyridine)hexakis(acetic acid) (L), was designed and synthesized with the motive that it is able to sensitize the emission of lanthanides. Its corresponding Eu(III) and Tb(III) complexes Na(4)EuLCl(3)center dot 3H(2)O and Na(4)TbLCl(3)center dot 5H(2)O were successfully prepared. The ligand and the complexes were characterized by elemental analysis, IR, MS, NMR and TG-DTA. The luminescence properties of the compounds in solid state were investigated; each complex had very narrow emission bands and strong luminescence intensity up to about 10,000. The TG-DTA studies showed that the initial decomposition temperature of both complexes was over 250 degrees C, elucidating the complexes had a high thermal stability. Meanwhile, the comparison with similar complexes suggested that the ligand with more coordination sites possessed more efficient antenna effect. To explore the potential medicinal value of L, the binding interaction of L and bovine serum albumin (BSA) was carried out by fluorescence spectrum. The studies indicated that the reaction between L and BSA was a static quenching procedure. The binding site number n and binding constant Ka were calculated according to the double logarithm regression equation. The thermodynamic parameters showed the Van der Waals and hydrogen bond interactions were the mainly impulse to the reaction. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.10.059
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 反应 8.0h， 以95.4%的产率得到N,N,N',N'-(2,6-bis((3-(aminoethyl)-5-methyl-1H-pyrazol-1-yl)methyl)pyridine)hexakis(acetic acid)
  参考文献：
  名称：

  Synthesis, luminescence properties of a novel aromatic carboxylic acid (L) and corresponding Eu(III) and Tb(III) compounds as well as the binding characteristics of L with bovine serum albumin (BSA)

  摘要：

  A novel polyamino polycarboxylic pyridine derivative ligand, N,N,N(1),N(1)-(2,6-bis((3-(aminoethyl)-5-methyl-1H-pyrazol-1-yl)methyl)pyridine)hexakis(acetic acid) (L), was designed and synthesized with the motive that it is able to sensitize the emission of lanthanides. Its corresponding Eu(III) and Tb(III) complexes Na(4)EuLCl(3)center dot 3H(2)O and Na(4)TbLCl(3)center dot 5H(2)O were successfully prepared. The ligand and the complexes were characterized by elemental analysis, IR, MS, NMR and TG-DTA. The luminescence properties of the compounds in solid state were investigated; each complex had very narrow emission bands and strong luminescence intensity up to about 10,000. The TG-DTA studies showed that the initial decomposition temperature of both complexes was over 250 degrees C, elucidating the complexes had a high thermal stability. Meanwhile, the comparison with similar complexes suggested that the ligand with more coordination sites possessed more efficient antenna effect. To explore the potential medicinal value of L, the binding interaction of L and bovine serum albumin (BSA) was carried out by fluorescence spectrum. The studies indicated that the reaction between L and BSA was a static quenching procedure. The binding site number n and binding constant Ka were calculated according to the double logarithm regression equation. The thermodynamic parameters showed the Van der Waals and hydrogen bond interactions were the mainly impulse to the reaction. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.10.059

文献信息

• Synthesis, luminescence properties of a novel aromatic carboxylic acid (L) and corresponding Eu(III) and Tb(III) compounds as well as the binding characteristics of L with bovine serum albumin (BSA)
  作者：Ruiren Tang、Chunhua Tang、Changquan Tang

  DOI：10.1016/j.jorganchem.2010.10.059

  日期：2011.5

  A novel polyamino polycarboxylic pyridine derivative ligand, N,N,N(1),N(1)-(2,6-bis((3-(aminoethyl)-5-methyl-1H-pyrazol-1-yl)methyl)pyridine)hexakis(acetic acid) (L), was designed and synthesized with the motive that it is able to sensitize the emission of lanthanides. Its corresponding Eu(III) and Tb(III) complexes Na(4)EuLCl(3)center dot 3H(2)O and Na(4)TbLCl(3)center dot 5H(2)O were successfully prepared. The ligand and the complexes were characterized by elemental analysis, IR, MS, NMR and TG-DTA. The luminescence properties of the compounds in solid state were investigated; each complex had very narrow emission bands and strong luminescence intensity up to about 10,000. The TG-DTA studies showed that the initial decomposition temperature of both complexes was over 250 degrees C, elucidating the complexes had a high thermal stability. Meanwhile, the comparison with similar complexes suggested that the ligand with more coordination sites possessed more efficient antenna effect. To explore the potential medicinal value of L, the binding interaction of L and bovine serum albumin (BSA) was carried out by fluorescence spectrum. The studies indicated that the reaction between L and BSA was a static quenching procedure. The binding site number n and binding constant Ka were calculated according to the double logarithm regression equation. The thermodynamic parameters showed the Van der Waals and hydrogen bond interactions were the mainly impulse to the reaction. (C) 2010 Elsevier B.V. All rights reserved.