Fluorine in Medicinal Chemistry
Citations Over TimeTop 1% of 2004 papers
Abstract
Fluorinated compounds are synthesized in pharmaceutical research on a routine basis and many marketed compounds contain fluorine. The present review summarizes some of the most frequently employed strategies for using fluorine substituents in medicinal chemistry. Quite often, fluorine is introduced to improve the metabolic stability by blocking metabolically labile sites. However, fluorine can also be used to modulate the physicochemical properties, such as lipophilicity or basicity. It may exert a substantial effect on the conformation of a molecule. Increasingly, fluorine is used to enhance the binding affinity to the target protein. Recent 3D-structure determinations of protein complexes with bound fluorinated ligands have led to an improved understanding of the nonbonding protein-ligand interactions that involve fluorine.
Related Papers
- → Fluorination Patterning: A Study of Structural Motifs That Impact Physicochemical Properties of Relevance to Drug Discovery(2015)229 cited
- → Reducing the Lipophilicity of Perfluoroalkyl Groups by CF2–F/CF2–Me or CF3/CH3 Exchange(2018)109 cited
- → Assessing the lipophilicity of fragments and early hits(2011)106 cited
- → Biophysical Limits of Protein–Ligand Binding(2012)84 cited
- → メスバウアースペクトル コアセルベート クロスβシート構造 LLE（ligand-lipophilicity efficiency）(2019)