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Informationen zum Autor Jean-Pierre Begue, PHD , is Emeritus Director of Research at the Centre National de la recherche Scientifique (CNRS) in France. Danièle Bonnet-Delpon, PHD, is Director of Research at CNRS. The authors and their coworkers have developed the chemistry of fluorinated compounds, from organic synthesis to medicinal chemistry. Klappentext The diverse applications of fluorine in bioorganic and medicinal chemistryThe discovery of fluorouracil, fluorocorticoids, and fluoroquinolones has led to expanded interest in and usage of fluorine in chemistry. The first comprehensive reference dedicated to detailing the influence of fluorine on the structural properties of a molecule and on a molecule's biological behavior, Bioorganic and Medicinal Chemistry of Fluorine uses examples of fluorinated drugs to provide a thorough overview of the role of fluorine in pharmaceutical science and development. Covering established drugs as well as innovative and promising ideas, it includes:* An introduction to the structural, physical, and chemical properties of fluorinated compounds and their preparations* An examination of fluorinated analogues of natural products, fluorinated amino acids and peptides, and saccharidic derivatives* A discussion of the inhibition of enzymes by fluorinated compounds* An overview of existing fluorinated pharmaceuticals as well as some in development, categorized according to their therapeutic classesComplete with references for further study, this is the premier resource on fluorine for pharmaceutical and medicinal chemists in academia and industry, researchers in organic chemistry and biochemistry, and advanced students and educators in pharmaceutical and medicinal chemistry, biochemistry, and organic chemistry. Zusammenfassung * Provides a thorough overview of the role of fluorine in pharmaceutical science and development * Includes chapters on fluorinated analogues of natural products, fluorinated amino acids and peptides, and derivatives of sugars * Classifies marketed and in-development fluorinated pharmaceuticals according to their therapeutic classes. Inhaltsverzeichnis Foreword. Preface to the English Edition 1 General Remarks on Structural, Physical, and Chemical Properties of Fluorinated Compounds. 1.1 Structural Effects. 1.2 Physical Properties. 1.2.1 Boiling Point. 1.2.2 Surface Tension and Activity. 1.2.3 Polarity-Solubility. 1.2.4 Lipophilicity. 1.3 Effects on Electronic Properties and Reactivity. 1.3.1 Effects of Fluorination on Bond Energies and Reactivity. 1.3.2 Effects of Fluorination on the Electronic Repartition of a Molecule. 1.3.3 Acidity, Basicity, and Hydrogen Bond. 1.3.4 Steric Effects. 1.3.5 Fluorination Effects on the Stability of Reaction Intermediates (Carbocations, Carbanions, and Radicals). References. 2 Overview on the Preparation of Fluorinated Compounds. 2.1 Preparation of Monofluorinated Compounds. 2.1.1 Nucleophilic Fluorination. 2.1.2 Electrophilic Fluorination. 2.1.3 Formation of Carbon-Carbon Bonds Starting from Monofluorinated Synthons. 2.2 Preparation of Difluorinated Compounds. 2.2.1 Nucleophilic Fluorination. 2.2.2 Electrophilic Fluorination. 2.2.3 Starting from Di- and Trifluoromethyl Compounds. 2.3 Preparation of Trifluoromethyl Compounds. 2.3.1 Fluorination. 2.3.2 Nucleophilic Trifluoromethylation. 2.3.3 Electrophilic Trifluoromethylation. 2.3.4 Radical Trifluoromethylation. 2.3.5 Metal-Catalyzed Trifluoromethylation. 2.3.6 Formation of Carbon-Carbon Bonds from Trifluoromethyl Compounds. 2.4 Synthesis of Perfluoroalkyl Compounds. References. 3 Effects of Fluorine Substitution on Biological Properties. 3.1 Affinity for the Macromolecule Target. 3.1.1 Steric ...
