tert-butyl 2-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazanonan-1-yl}-4-(4-nitrophenyl)butanoate | 1598386-19-6

• 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: tert-butyl 2-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazanonan-1-yl}-4-(4-nitrophenyl)butanoate
• CAS: 1598386-19-6
• 化学式: C₂₉H₄₆N₄O₈
• 分子量: 578.706
• InChiKey: WHWPTDYSGYNYHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  41.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  131.76
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazanonan-1-yl}-4-(4-nitrophenyl)butanoate 在 盐酸 作用下， 以 水 为溶剂， 反应 3.0h， 以89%的产率得到2-[4,7-bis(carboxymethyl)-1,4,7-triazanonan-1-yl]-4-(4-nitrophenyl)butanoic acid
  参考文献：
  名称：

  Novel hexadentate and pentadentate chelators for 64Cu-based targeted PET imaging

  摘要：

  A series of new hexadentate and pentadentate chelators were designed and synthesized as chelators of Cu-64. The new pentadentate and hexadentate chelators contain different types of donor groups and are expected to form neutral complexes with Cu(II). The new chelators were evaluated for complex kinetics and stability with Cu-64. The new chelators instantly bound to Cu-64 with high labeling efficiency and maximum specific activity. All Cu-64-radiolabeled complexes in human serum remained intact for 2 days. The Cu-64-radiolabeled complexes were further challenged by EDTA in a 100-fold molar excess. Among the Cu-64-radiolabeled complexes evaluated, Cu-64-complex of the new chelator E was well tolerated with a minimal transfer of Cu-64 to EDTA. Cu-64-radiolabeled complex of the new chelator E was further evaluated for biodistribution studies using mice and displayed rapid blood clearance and low organ uptake. Cu-64-chelator E produced a favorable in vitro and in vivo complex stability profiles comparable to Cu-64 complex of the known hexadentate NOTA chelator. The in vitro and in vivo data highlight strong potential of the new chelator E for targeted PET imaging application. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2014.02.041
• 作为产物：
  描述：

  d,l-2-bromo-4-(4-nitrophenyl)butanoic acid methyl ester 、 1,4,7-三氮杂环壬烷-1,4-二乙酸二叔丁酯 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 168.0h， 以51%的产率得到tert-butyl 2-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazanonan-1-yl}-4-(4-nitrophenyl)butanoate
  参考文献：
  名称：

  Novel hexadentate and pentadentate chelators for 64Cu-based targeted PET imaging

  摘要：

  A series of new hexadentate and pentadentate chelators were designed and synthesized as chelators of Cu-64. The new pentadentate and hexadentate chelators contain different types of donor groups and are expected to form neutral complexes with Cu(II). The new chelators were evaluated for complex kinetics and stability with Cu-64. The new chelators instantly bound to Cu-64 with high labeling efficiency and maximum specific activity. All Cu-64-radiolabeled complexes in human serum remained intact for 2 days. The Cu-64-radiolabeled complexes were further challenged by EDTA in a 100-fold molar excess. Among the Cu-64-radiolabeled complexes evaluated, Cu-64-complex of the new chelator E was well tolerated with a minimal transfer of Cu-64 to EDTA. Cu-64-radiolabeled complex of the new chelator E was further evaluated for biodistribution studies using mice and displayed rapid blood clearance and low organ uptake. Cu-64-chelator E produced a favorable in vitro and in vivo complex stability profiles comparable to Cu-64 complex of the known hexadentate NOTA chelator. The in vitro and in vivo data highlight strong potential of the new chelator E for targeted PET imaging application. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2014.02.041