3-N',3-N',7-N',7-N',5',5'-hexamethylspiro[1H-2-benzothiophene-3,10'-benzo[b][1]benzosiline]-3',7'-diamine | 1290536-50-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-N',3-N',7-N',7-N',5',5'-hexamethylspiro[1H-2-benzothiophene-3,10'-benzo[b][1]benzosiline]-3',7'-diamine
• CAS: 1290536-50-3
• 化学式: C₂₆H₃₀N₂SSi
• 分子量: 430.689
• InChiKey: UTJOIJFTOYUKJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  31.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-N',3-N',7-N',7-N',5',5'-hexamethylspiro[1H-2-benzothiophene-3,10'-benzo[b][1]benzosiline]-3',7'-diamine 在 sodium hypochlorite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以23%的产率得到
  参考文献：
  名称：

  Development of an Si-Rhodamine-Based Far-Red to Near-Infrared Fluorescence Probe Selective for Hypochlorous Acid and Its Applications for Biological Imaging

  摘要：

  A far-red to near-infrared (NIR) fluorescence probe, MMSiR, based on Si-rhodamine, was designed and synthesized for sensitive and selective detection of HOCl in real time. MMSiR and its oxidized product SMSiR have excellent properties, including pH-independence of fluorescence, high resistance to autoxidation and photobleaching, and good tissue penetration of far-red to NIR fluorescence emission. The value of MMSiR was confirmed by real-time imaging of phagocytosis using a fluorescence microscope. wsMMSiR, a more hydrophilic derivative of MMSiR, permitted effective in vivo imaging of HOC generation in a mouse peritonitis model. This probe is expected to be a useful tool for investigating the wide range of biological functions of HOCl.

  DOI：

  10.1021/ja111470n
• 作为产物：
  描述：

  3,7-bis(dimethylamino)-5,5-dimethyldibenzo[b,e]silin-10(5H)-one 、 tert-butyl(2-iodobenzyl)sulfane 在 仲丁基锂 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以46%的产率得到3-N',3-N',7-N',7-N',5',5'-hexamethylspiro[1H-2-benzothiophene-3,10'-benzo[b][1]benzosiline]-3',7'-diamine
  参考文献：
  名称：

  Development of an Si-Rhodamine-Based Far-Red to Near-Infrared Fluorescence Probe Selective for Hypochlorous Acid and Its Applications for Biological Imaging

  摘要：

  A far-red to near-infrared (NIR) fluorescence probe, MMSiR, based on Si-rhodamine, was designed and synthesized for sensitive and selective detection of HOCl in real time. MMSiR and its oxidized product SMSiR have excellent properties, including pH-independence of fluorescence, high resistance to autoxidation and photobleaching, and good tissue penetration of far-red to NIR fluorescence emission. The value of MMSiR was confirmed by real-time imaging of phagocytosis using a fluorescence microscope. wsMMSiR, a more hydrophilic derivative of MMSiR, permitted effective in vivo imaging of HOC generation in a mouse peritonitis model. This probe is expected to be a useful tool for investigating the wide range of biological functions of HOCl.

  DOI：

  10.1021/ja111470n