diethyl 2,2'-(2-(3-(1,4,7,10-tetraazacyclododec-1-yl)propoxy)phenylazanediyl)diethanoate | 920268-21-9

• 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: diethyl 2,2'-(2-(3-(1,4,7,10-tetraazacyclododec-1-yl)propoxy)phenylazanediyl)diethanoate
• CAS: 920268-21-9
• 化学式: C₂₅H₄₃N₅O₅
• 分子量: 493.647
• InChiKey: ZZRAOJPHONMLHH-UHFFFAOYSA-N

物化性质

• 沸点：
  629.7±55.0 °C(Predicted)
• 密度：
  1.076±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.47
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  104.4
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  diethyl 2,2'-(2-(3-(1,4,7,10-tetraazacyclododec-1-yl)propoxy)phenylazanediyl)diethanoate 、 溴乙酸 在 sodium hydroxide 作用下， 以65%的产率得到2,2',2''-(10-(3-(2-(bis(carboxymethyl)amino)phenoxy)propyl)-1,4,7,10-tetraazacyclododec-1,4,7-triyl)triethanoic acid
  参考文献：
  名称：

  A Smart Magnetic Resonance Contrast Agent for Selective Copper Sensing

  摘要：

  We describe the synthesis and properties of Copper-Gad-1 (CG1), a new type of smart magnetic resonance (MR) sensor for selective detection of copper. CG1 is composed of a gadolinium contrast agent core tethered to copper-selective recognition motif. Cu2+-induced modulation of inner-sphere water access to the Gd3+ center provides a sensing mechanism for reporting Cu2+ levels by reading out changes in longitudinal proton relaxivity values. CG1 features good selectivity for Cu2+ over abundant biological cations and a 41% increase in relaxivity upon Cu2+ binding and is capable of detecting micromolar changes in Cu2+ concentrations in aqueous media.

  DOI：

  10.1021/ja065264l
• 作为产物：
  描述：

  3-(2-nitrophenoxy)propan-1-ol 在 palladium on activated charcoal 四溴化碳 、 氢气 、 N,N-二异丙基乙胺 、 三苯基膦 、 sodium iodide 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 129.0h， 生成 diethyl 2,2'-(2-(3-(1,4,7,10-tetraazacyclododec-1-yl)propoxy)phenylazanediyl)diethanoate
  参考文献：
  名称：

  A Smart Magnetic Resonance Contrast Agent for Selective Copper Sensing

  摘要：

  We describe the synthesis and properties of Copper-Gad-1 (CG1), a new type of smart magnetic resonance (MR) sensor for selective detection of copper. CG1 is composed of a gadolinium contrast agent core tethered to copper-selective recognition motif. Cu2+-induced modulation of inner-sphere water access to the Gd3+ center provides a sensing mechanism for reporting Cu2+ levels by reading out changes in longitudinal proton relaxivity values. CG1 features good selectivity for Cu2+ over abundant biological cations and a 41% increase in relaxivity upon Cu2+ binding and is capable of detecting micromolar changes in Cu2+ concentrations in aqueous media.

  DOI：

  10.1021/ja065264l