Tetrahedron

Synthesis, acidity and 19 F NMR characteristics of imidazoles bearing 1-fluorinated substituents with potential application as probes for intracellular pH determination

JL Harper, RAJ Smith, JJ Bedford, JP Leader

Index: Harper, Jacquie L.; Smith, Robin A. J.; Bedford, Jennifer J.; Leader, John P. Tetrahedron, 1997 , vol. 53, # 24 p. 8211 - 8224

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Citation Number: 20

Abstract

A series of 1-substituted imidazoles containing fluorine have been prepared. These compounds were identified as potentially useful probes for intracellular pH determination based on 19F NMR. Key parameters including pKa, 19F NMR chemical shift sensitivity, water solubility and low toxicity were identified and included in the target molecule selection process. The pKa and 19F NMR parameters of the molecules are reported and trends ...