monofluoronaphtholphthalein | 1431860-46-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: monofluoronaphtholphthalein
• 英文别名: MFNP；3-(3-(18F)fluoranyl-4-hydroxynaphthalen-1-yl)-3-(4-hydroxynaphthalen-1-yl)-2-benzofuran-1-one
• CAS: 1431860-46-6
• 化学式: C₂₈H₁₇FO₄
• 分子量: 435.441
• InChiKey: PLHMEXRRXHXPLX-GBHUPVCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-萘酚酞 在 [¹⁸F]fluoride 、 三氟乙酸 作用下， 反应 0.08h， 生成 monofluoronaphtholphthalein 、 difluoronaphtholphthalein
  参考文献：
  名称：

  Synthesis of 18F-labeled phenolphthalein and naphtholphthalein

  摘要：

  The fluorination of phenolphthalein and naphtholphthalein was performed with diluted fluorine gas under acidic conditions. For both compounds we observed an electrophilic fluorination into ortho position to the hydroxyl group. Through the use of this reaction we synthesized and characterized mono- and difluorinated derivatives of phenolphthalein and naphtholphthalein. The compounds were also prepared in the F-18 labeled form, which are usable as a new type of probe for in vivo pH measurement in biological objects using Cerenkov imaging or combination of light absorption and PET. (c) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.03.021

文献信息

• Synthesis of 18F-labeled phenolphthalein and naphtholphthalein
  作者：Alexander V. Kachur、Andrey A. Popov、E. James Delikatny、Joel S. Karp、Anatoliy V. Popov

  DOI：10.1016/j.jfluchem.2013.03.021

  日期：2013.7

  The fluorination of phenolphthalein and naphtholphthalein was performed with diluted fluorine gas under acidic conditions. For both compounds we observed an electrophilic fluorination into ortho position to the hydroxyl group. Through the use of this reaction we synthesized and characterized mono- and difluorinated derivatives of phenolphthalein and naphtholphthalein. The compounds were also prepared in the F-18 labeled form, which are usable as a new type of probe for in vivo pH measurement in biological objects using Cerenkov imaging or combination of light absorption and PET. (c) 2013 Elsevier B.V. All rights reserved.