N-[4-(benzothiazol-2-yl)phenyl]-11-(2-nitroimidazol-1-yl)undecanamide | 1130345-06-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: N-[4-(benzothiazol-2-yl)phenyl]-11-(2-nitroimidazol-1-yl)undecanamide
• 英文别名: 2NUBTA；N-[4-(1,3-benzothiazol-2-yl)phenyl]-11-(2-nitroimidazol-1-yl)undecanamide
• CAS: 1130345-06-0
• 化学式: C₂₇H₃₁N₅O₃S
• 分子量: 505.641
• InChiKey: QALILBATZCIZHO-UHFFFAOYSA-N

物化性质

• 熔点：
  155-156 °C(Solvent: Methanol)
• 密度：
  1.28±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  134
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-硝基咪唑 、 N-[4-(benzothiazol-2-yl)phenyl]-11-bromoundecanamide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以76%的产率得到N-[4-(benzothiazol-2-yl)phenyl]-11-(2-nitroimidazol-1-yl)undecanamide
  参考文献：
  名称：

  Synthesis and biological evaluation of radioiodinated 2NUBTA as a cerebral ischemia marker

  摘要：

  N-[4-(Benzothiazol-2-yl) phenyl]-11-(2-nitroimidazole-1-yl) undecanamide (2NUBTA) was synthesized and radiolabeled with iodine-131. In vitro evaluation of the [I-131] 2NUBTA using murine sarcoma S180 cells showed increase in radioactivity in hypoxic cells up to 4 h, while it was not in aerobic cells. Its potential as a cerebral ischemia marker was evaluated using gerbil stroke models that had been subjected to right common carotid artery ligation to produce cerebral ischemia. The uptake in the right cerebral hemisphere decreased slowly than that of the left and the right/left hemisphere uptake ratios increased with time going on. It indicated that [I-131]2NUBTA might be a possible cerebral ischemia marker. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.052

文献信息

• Synthesis and biological evaluation of radioiodinated 2NUBTA as a cerebral ischemia marker
  作者：Taiwei Chu、Zejun Li、Xiangyun Wang

  DOI：10.1016/j.bmcl.2008.12.052

  日期：2009.2

  N-[4-(Benzothiazol-2-yl) phenyl]-11-(2-nitroimidazole-1-yl) undecanamide (2NUBTA) was synthesized and radiolabeled with iodine-131. In vitro evaluation of the [I-131] 2NUBTA using murine sarcoma S180 cells showed increase in radioactivity in hypoxic cells up to 4 h, while it was not in aerobic cells. Its potential as a cerebral ischemia marker was evaluated using gerbil stroke models that had been subjected to right common carotid artery ligation to produce cerebral ischemia. The uptake in the right cerebral hemisphere decreased slowly than that of the left and the right/left hemisphere uptake ratios increased with time going on. It indicated that [I-131]2NUBTA might be a possible cerebral ischemia marker. (c) 2008 Elsevier Ltd. All rights reserved.