(1,2-bis[N,N'-{p-nitrobenzyl}methyl]-N,N'-[6-{methoxycarbonyl}-pyridin-2-yl]methylamino)ethane | 1255535-31-9

• 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: (1,2-bis[N,N'-{p-nitrobenzyl}methyl]-N,N'-[6-{methoxycarbonyl}-pyridin-2-yl]methylamino)ethane
• 英文别名: Methyl 6-[[2-[(6-methoxycarbonylpyridin-2-yl)methyl-[(4-nitrophenyl)methyl]amino]ethyl-[(4-nitrophenyl)methyl]amino]methyl]pyridine-2-carboxylate
• CAS: 1255535-31-9
• 化学式: C₃₂H₃₂N₆O₈
• 分子量: 628.641
• InChiKey: JVOZHSDXMTUPCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  46
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  177
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (1,2-bis[N,N'-{p-nitrobenzyl}methyl]-N,N'-[6-{methoxycarbonyl}-pyridin-2-yl]methylamino)ethane 在 水 、 sodium hydroxide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 2.75h， 生成
  参考文献：
  名称：

  [EN] BIFUNCTIONAL CHELATING AGENTS
  [FR] AGENTS CHÉLATEURS BIFONCTIONNELS

  摘要：

  公开号：

  WO2011100829A8
• 作为产物：
  描述：

  1,2-[{6-(methoxycarbonyl)pyridin-2-yl}methylamino]ethane 、 对硝基溴化苄 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 以33%的产率得到(1,2-bis[N,N'-{p-nitrobenzyl}methyl]-N,N'-[6-{methoxycarbonyl}-pyridin-2-yl]methylamino)ethane
  参考文献：
  名称：

  Acyclic Chelate with Ideal Properties for ⁶⁸Ga PET Imaging Agent Elaboration

  摘要：

  We have investigated novel bifunctional chelate alternatives to the aminocarboxylate macrocycles NOTA (N3O3) or DOTA (N4O4) for application of radioisotopes of Ga to diagnostic nuclear medicine and have found that the linear N4O2 chelate H(2)dedpa coordinates Ga-67 quantitatively to form [Ga-67(dedpa)](+) after 10 min at RT. Concentration-dependent coordination to H(2)dedpa of either Ga-68 or Ga-67 showed quantitative conversion to the desired products with ligand concentrations as low as 10(-7) M. With Ga-68, specific activities as high as 9.8 mCi nmol(-1) were obtained without purification. In a 2 h competition experiment against human apo-transferrin, [Ga-67(dedpa)](+) showed no decomposition. Two bifunctional versions of H(2)dedpa are also described, and these both coordinate to Ga-67 at RT within 10 min. Complete syntheses, characterizations, labeling studies, and biodistribution profiles of the Ga-67 complexes are presented for the new platform chelates. The stability of these platform chelates is higher than that of DOTA.

  DOI：

  10.1021/ja106399h

文献信息

• BIFUNCTIONAL CHELATING AGENTS
  申请人：ADAM Mike

  公开号：US20110313130A1

  公开（公告）日：2011-12-22

  A bifunctional chelating agent of the formula (I): wherein the variables R 1 , R 1′ , Q 1 , Q 2 and M are as defined in the description of the present application. Also described is a complex of the above chelating agent to an ion of a stable or radioactive metal; a conjugate of the complex covalently attached to a biological carrier; and a pharmaceutical composition containing the conjugate.

  一种具有以下式子（I）的双功能螯合剂： 其中变量R1、R1'、Q1、Q2和M如本申请说明书所定义。本文还描述了上述螯合剂与稳定或放射性金属离子形成的配合物；与生物载体共价结合的复合物；以及含有该复合物的制药组合物。
• US8772446B2
  申请人：——

  公开号：US8772446B2

  公开（公告）日：2014-07-08
• [EN] BIFUNCTIONAL CHELATING AGENTS<br/>[FR] AGENTS CHÉLATEURS BIFONCTIONNELS
  申请人：NORDION CANADA INC

  公开号：WO2011100829A8

  公开（公告）日：2011-10-27
• Acyclic Chelate with Ideal Properties for ⁶⁸Ga PET Imaging Agent Elaboration
  作者：Eszter Boros、Cara L. Ferreira、Jacqueline F. Cawthray、Eric W. Price、Brian O. Patrick、Dennis W. Wester、Michael J. Adam、Chris Orvig

  DOI：10.1021/ja106399h

  日期：2010.11.10

  We have investigated novel bifunctional chelate alternatives to the aminocarboxylate macrocycles NOTA (N3O3) or DOTA (N4O4) for application of radioisotopes of Ga to diagnostic nuclear medicine and have found that the linear N4O2 chelate H(2)dedpa coordinates Ga-67 quantitatively to form [Ga-67(dedpa)](+) after 10 min at RT. Concentration-dependent coordination to H(2)dedpa of either Ga-68 or Ga-67 showed quantitative conversion to the desired products with ligand concentrations as low as 10(-7) M. With Ga-68, specific activities as high as 9.8 mCi nmol(-1) were obtained without purification. In a 2 h competition experiment against human apo-transferrin, [Ga-67(dedpa)](+) showed no decomposition. Two bifunctional versions of H(2)dedpa are also described, and these both coordinate to Ga-67 at RT within 10 min. Complete syntheses, characterizations, labeling studies, and biodistribution profiles of the Ga-67 complexes are presented for the new platform chelates. The stability of these platform chelates is higher than that of DOTA.