4',5',6',7'-tetrachloro-10-dimethylamino-3-hydroxy-spiro[7H-benzo[c]xanthene-7,1'(3'H)-isobenzofuran]-3'-one | 1300079-23-5

• 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: 4',5',6',7'-tetrachloro-10-dimethylamino-3-hydroxy-spiro[7H-benzo[c]xanthene-7,1'(3'H)-isobenzofuran]-3'-one
• 英文别名: SNARF-Cl；4,5,6,7-Tetrachloro-10'-(dimethylamino)-3'-hydroxyspiro[2-benzofuran-3,7'-benzo[c]xanthene]-1-one
• CAS: 1300079-23-5
• 化学式: C₂₆H₁₅Cl₄NO₄
• 分子量: 547.221
• InChiKey: VRZHTSWUZGDQBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  35
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,6-二羟基萘 、 2,3,4,5-Tetrachloro-6-[4-(dimethylamino)-2-hydroxybenzoyl]benzoic acid 以 甲烷磺酸 为溶剂， 反应 0.17h， 以48%的产率得到4',5',6',7'-tetrachloro-10-dimethylamino-3-hydroxy-spiro[7H-benzo[c]xanthene-7,1'(3'H)-isobenzofuran]-3'-one
  参考文献：
  名称：

  Synthesis and photophysical properties of new SNARF derivatives as dual emission pH sensors

  摘要：

  We report the synthesis and properties of two new seminaphthorhodafluor (SNARF) derivatives, SNARF-F and SNARF-Cl. Both these derivatives exhibit typical red shifts of absorption and fluorescence, and higher cell permeability as compared to traditional SNARF, while the pH-dependent dual-emission characteristics are well retained. In particular, the lower pK(a) (7.38) of SNARF-F makes it more suitable than traditional SNARF derivatives for intracellular applications. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.105