TREN-Gly-1-Me-3,2-HOPO | 518046-68-9

• 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: TREN-Gly-1-Me-3,2-HOPO
• 英文别名: N-[2-[2-[bis[2-[[2-[(3-hydroxy-1-methyl-2-oxopyridine-4-carbonyl)amino]acetyl]amino]ethyl]amino]ethylamino]-2-oxoethyl]-3-hydroxy-1-methyl-2-oxopyridine-4-carboxamide
• CAS: 518046-68-9
• 化学式: C₃₃H₄₂N₁₀O₁₂
• 分子量: 770.756
• InChiKey: ZQJOYFNTDUGCER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  55
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  300
• 氢给体数：
  9
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  gadolinium(III) chloride 、 TREN-Gly-1-Me-3,2-HOPO 在 氨 作用下， 以 水 为溶剂， 反应 2.0h， 以71%的产率得到
  参考文献：
  名称：

  WO2007/121453

  摘要：

  公开号：
• 作为产物：
  描述：

  TREN-Gly-1-Me-3,2-HOPO, benzyl protected 在 5%-palladium/activated carbon 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 6.0h， 以62%的产率得到TREN-Gly-1-Me-3,2-HOPO
  参考文献：
  名称：

  Hydroxypyridonate and hydroxypyrimidinone chelating agents

  摘要：

  本发明提供了羟基吡啶酮和羟基嘧啶酮螯合剂。还提供了这些剂的Gd(III)配合物，这些配合物可用作磁共振成像的造影增强剂。该发明还提供了制备本发明化合物的方法，以及在磁共振成像应用中使用这些化合物的方法。

  公开号：

  US20050008570A1

文献信息

• Hydroxypyridonate and hydroxypyrimidinone chelating agents
  申请人：Raymond N. Kenneth

  公开号：US20050008570A1

  公开（公告）日：2005-01-13

  The present invention provides hydroxypyridinone and hydroxypyrimidone chelating agents. Also provides are Gd(III) complexes of these agents, which are useful as contrast enhancing agents for magnetic resonance imaging. The invention also provides methods of preparing the compounds of the invention, as well as methods of using the compounds in magnetic resonance imaging applications.

  本发明提供了羟基吡啶酮和羟基嘧啶酮螯合剂。还提供了这些剂的Gd(III)配合物，这些配合物可用作磁共振成像的造影增强剂。该发明还提供了制备本发明化合物的方法，以及在磁共振成像应用中使用这些化合物的方法。
• The Effect of Ligand Scaffold Size on the Stability of Tripodal Hydroxypyridonate Gadolinium Complexes
  作者：Brendon O'Sullivan、Dan M. J. Doble、Marlon K. Thompson、Carsten Siering、Jide Xu、Mauro Botta、Silvio Aime、Kenneth N. Raymond

  DOI：10.1021/ic0261575

  日期：2003.4.1

  The variation of the size of the capping scaffold which connects the hydroxylpyridonate (HOPO) binding units in a series of tripodal chelators for gadolinium (Gd) complexes has been investigated. A new analogue of TREN-1-Me-3,2-HOPO (1) (TREN = tri(ethylamine)amine) was synthesized: TREN-Gly-1-Me-3,2-HOPO (2) features a glycine spacer between the TREN cap and HOPO binding unit. TRPN-1-Me-3,2-HOPO (3) has a propylene-bridged cap, as compared to the ethylene bridges within the TREN cap of the parent complex, Thermodynamic equilibrium constants for the acid-base properties of 2 and the Gd3+, complexation strength of 2 and 3 were measured and are compared with that of the parent ligand. The most basic ligand is 2 while 3 is the most acidic, Both 2 and 3 form Gd3+ complexes of similar stability (pGd = 16.7 and 15.6, respectively) and are less stable than the parent complex Gd-1 (pGd = 19.2). Two of the three complexes are more stable than the bis(methylamide)diethylenetriamine pentaacetate complex Gd(DTPA-BMA) (pGd = 157) while the other is of comparable stability. Enlargement of the ligand scaffold decreases the stability of the Gd3+ complexes and indicates that the TREN scaffold is superior to the TRPN and TREN-Gly scaffolds. The proton relaxivity of Gd-2 is 6.6 mM(-1) s(-1) (20 MHz, 25 degreesC, pH 7.3), somewhat lower than the parent Gd-1 but higher than that of the MRI contrast agents in clinical practice, The pH-independent relaxivity of Gd-2 is uncharacteristic of this family of complexes and is discussed.
• WO2007/121453
  申请人：——

  公开号：——

  公开（公告）日：——