1'-(5-iodopentyl)-3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indoline] | 1224885-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1'-(5-iodopentyl)-3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indoline]
• CAS: 1224885-69-1
• 化学式: C₂₃H₂₅IN₂O₃
• 分子量: 504.368
• InChiKey: AHMSKCVXJBHJPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  55.61
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1'-(5-bromopentyl)-3',3'-dimethyl-6-nitrospiro[benzopyran-2,2'-indoline] 在 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 生成 1'-(5-iodopentyl)-3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indoline]
  参考文献：
  名称：

  Modulation of T2 Relaxation Time by Light-Induced, Reversible Aggregation of Magnetic Nanoparticles

  摘要：

  A reversible T2 contrast agent consisting of cross-linked anionic dextran coated iron oxide nanoparticles covalently coupled to a light-sensitive spiropyran (SP)/merocyanine (MC) motif was synthesized and characterized. In aqueous solution, light induced isomerization of the molecular switches between the hydrophobic SP isomer and hydrophilic MC isomer directs the aggregation and dispersion of the nanoparticles, respectively. When in the dark, where the MC form dominates, the probe has a 12 relaxation time of 37.09 ms (60 MHz, 37 degrees C) and two size populations at 70 and 540 nm. After irradiation with visible light, the T2 relaxation time is shortened 33.7%, and the size correspondingly shifts to a single population at 520 nm upon aggregation. This "smart" T2 agent provides the advantage of reversibility which may enable dynamic monitoring with MRI. In addition, the light responsiveness of this agent suggests the potential to employ them as MRI gene reporters for the luciferase expression system.

  DOI：

  10.1021/ja100254m