N-(2-(N,N-diethylamino)ethyl)-6-(3-(1-(2-iodophenyl)-2.5.8.11-tetraoxatridecan-13-yl)ureido)quinoxaline-2-carboxamide | 1569294-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(2-(N,N-diethylamino)ethyl)-6-(3-(1-(2-iodophenyl)-2.5.8.11-tetraoxatridecan-13-yl)ureido)quinoxaline-2-carboxamide
• CAS: 1569294-09-2
• 化学式: C₃₁H₄₃IN₆O₆
• 分子量: 722.624
• InChiKey: VTIWJIRQQZPPHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  44.0
• 可旋转键数：
  21.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  136.17
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N-(2-(N,N-diethylamino)ethyl)-6-(3-(1-(2-iodophenyl)-2.5.8.11-tetraoxatridecan-13-yl)ureido)quinoxaline-2-carboxamide 在 sodium iodide 、 copper(II) sulfate 作用下， 以 溶剂黄146 为溶剂， 反应 0.25h， 生成
  参考文献：
  名称：

  Synthesis and Biological Evaluation of New Quinoxaline Derivatives of ICF01012 as Melanoma-Targeting Probes

  摘要：

  The aim of this study was the synthesis and pharmacokinetic selection of a best melanin-targeting ligand for addressing anticancer agents to pigmented melanoma. Seven quinoxaline carboxamide derivatives were synthesized and radiolabeled with iodine-125. Biodistribution studies of compounds [I-125]1a-g performed in melanoma-bearing mice tumor showed significant tumor uptake (range 2.43-5.68%ID/g) within 1 h after i.v. injection. Fast clearance of the radioactivity from the nontarget organs mainly via the urinary system gave high tumor-to-blood and tumor-to-muscle ratios. Given its favorable clearance and high tumor-melanoma uptake at 72 h, amide 1d was the most promising melanoma-targeting ligand in this series. Compound Id will be used as building block for the design of new melanoma-selective drug delivery systems.

  DOI：

  10.1021/ml400468x
• 作为产物：
  描述：

  在 吡啶 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 N-(2-(N,N-diethylamino)ethyl)-6-(3-(1-(2-iodophenyl)-2.5.8.11-tetraoxatridecan-13-yl)ureido)quinoxaline-2-carboxamide
  参考文献：
  名称：

  Synthesis and Biological Evaluation of New Quinoxaline Derivatives of ICF01012 as Melanoma-Targeting Probes

  摘要：

  The aim of this study was the synthesis and pharmacokinetic selection of a best melanin-targeting ligand for addressing anticancer agents to pigmented melanoma. Seven quinoxaline carboxamide derivatives were synthesized and radiolabeled with iodine-125. Biodistribution studies of compounds [I-125]1a-g performed in melanoma-bearing mice tumor showed significant tumor uptake (range 2.43-5.68%ID/g) within 1 h after i.v. injection. Fast clearance of the radioactivity from the nontarget organs mainly via the urinary system gave high tumor-to-blood and tumor-to-muscle ratios. Given its favorable clearance and high tumor-melanoma uptake at 72 h, amide 1d was the most promising melanoma-targeting ligand in this series. Compound Id will be used as building block for the design of new melanoma-selective drug delivery systems.

  DOI：

  10.1021/ml400468x