2-[4,7-Bis(carboxymethyl)-10-(2-hydrazinyl-2-oxoethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid | 914915-10-9

• 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: 2-[4,7-Bis(carboxymethyl)-10-(2-hydrazinyl-2-oxoethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
• 英文别名: 2-[4,7-bis(carboxymethyl)-10-(2-hydrazinyl-2-oxoethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
• CAS: 914915-10-9
• 化学式: C₁₆H₃₀N₆O₇
• 分子量: 418.45
• InChiKey: SMSCEZHYVNYJGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -9.3
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  180
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-[4,7-Bis(carboxymethyl)-10-(2-hydrazinyl-2-oxoethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid 、 氯化钆 以 水 为溶剂， 以69%的产率得到
  参考文献：
  名称：

  Synthesis and Characterization of a Doxorubicin−Gd(III) Contrast Agent Conjugate:  A New Approach toward Prodrug−Procontrast Complexes

  摘要：

  We have prepared the first MRI prodrug-procontrast complex by conjugating doxorubicin to a Gd(III) chelate using an acid-labile linker. The relaxometric properties of the adduct and pH activation are reported.

  DOI：

  10.1021/ic0612045
• 作为产物：
  描述：

  轮环藤宁 在 盐酸 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 45.0h， 生成 2-[4,7-Bis(carboxymethyl)-10-(2-hydrazinyl-2-oxoethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
  参考文献：
  名称：

  Comparison and systematic optimization of synthetic protocols for DOTA–hydrazide generation

  摘要：

  DOTA-based organometallic complexes are extensively used in functional and molecular imaging studies, as well as in radioimmunotherapy. DOTA forms thermodynamically stable and kinetically inert complexes with various different diagnostic and therapeutic metals, such as gadolinium, gallium, yttrium and indium. Here, we have compared and systematically optimized the two most commonly used synthetic protocols for generating DOTA-hydrazide complexes, identifying conditions which reduce overall reaction time and increase overall yield (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.151

文献信息

• RESIDUALIZING LINKERS AND USES THEREOF
  申请人：Centre for Probe Development and Commercialization

  公开号：EP3068443B1

  公开（公告）日：2019-04-10
• Comparison and systematic optimization of synthetic protocols for DOTA–hydrazide generation
  作者：Felix Fuge、Marek Weiler、Jessica Gätjens、Twan Lammers、Fabian Kiessling

  DOI：10.1016/j.tetlet.2012.11.151

  日期：2013.2

  DOTA-based organometallic complexes are extensively used in functional and molecular imaging studies, as well as in radioimmunotherapy. DOTA forms thermodynamically stable and kinetically inert complexes with various different diagnostic and therapeutic metals, such as gadolinium, gallium, yttrium and indium. Here, we have compared and systematically optimized the two most commonly used synthetic protocols for generating DOTA-hydrazide complexes, identifying conditions which reduce overall reaction time and increase overall yield (C) 2012 Elsevier Ltd. All rights reserved.
• Synthesis and Characterization of a Doxorubicin−Gd(III) Contrast Agent Conjugate:  A New Approach toward Prodrug−Procontrast Complexes
  作者：Luca Frullano、Baudilio Tejerina、Thomas J. Meade

  DOI：10.1021/ic0612045

  日期：2006.10.1

  We have prepared the first MRI prodrug-procontrast complex by conjugating doxorubicin to a Gd(III) chelate using an acid-labile linker. The relaxometric properties of the adduct and pH activation are reported.