N-[2-[ethyl-[2-(2-fluoropyridin-3-yl)oxyethyl]amino]ethyl]-6-(125I)iodanylnaphthalene-2-carboxamide;hydrochloride | 1176210-37-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[2-[ethyl-[2-(2-fluoropyridin-3-yl)oxyethyl]amino]ethyl]-6-(125I)iodanylnaphthalene-2-carboxamide;hydrochloride
• CAS: 1176210-37-9
• 化学式: C₂₂H₂₃FIN₃O₂*ClH
• 分子量: 541.903
• InChiKey: LPJIIPINPYKAFU-NLQBBBCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  54.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodonaphthalene-2-carboxamide hydrochloride 在 sodium iodide 、 copper(II) sulfate 、 盐酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-[2-[ethyl-[2-(2-fluoropyridin-3-yl)oxyethyl]amino]ethyl]-6-(125I)iodanylnaphthalene-2-carboxamide;hydrochloride
  参考文献：
  名称：

  Single Photon Emission Computed Tomography/Positron Emission Tomography Imaging and Targeted Radionuclide Therapy of Melanoma: New Multimodal Fluorinated and Iodinated Radiotracers

  摘要：

  This study reports a series of 14 new iodinated and fluorinated compounds offering both early imaging (I-123, I-124, F-18) and systemic treatment (I-131) of melanoma potentialities. The biodistribution of each I-125-labeled tracer was evaluated in a model of melanoma B16F0 bearing mice, using in vivo serial gamma scintigraphic imaging. Among this series, [I-125]56 emerged as the most promising compound in terms of specific tumoral uptake and in vivo kinetic profile. To validate our multimodality concept, the radiosynthesis of [F-18]56 was then optimized and this radiotracer has been successfully investigated for in vivo PET imaging of melanoma in B16F0- and B16F10-bearing mouse model. The therapeutic efficacy of [I-131]56 was then evaluated in mice bearing subcutaneous B16F0 melanoma, and a significant slow down in tumoral growth was demonstrated. These data support further development of 56 for PET imaging (F-18, I-124) and targeted radionuclide therapy (I-131) of melanoma using a single chemical structure.

  DOI：

  10.1021/jm101574q