Jean-Pierre Bégué, Daniele Bonnet-Delpon

Medicinal Fluorine

• Gebundenes Buch

Produktbeschreibung

The diverse applications of fluorine in bioorganic and medicinal chemistry

The 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 classes

Complete 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.

Produktdetails

• Verlag: Wiley & Sons
• 1. Auflage
• Seitenzahl: 384
• Erscheinungstermin: 1. Mai 2008
• Englisch
• Abmessung: 240mm x 161mm x 25mm
• Gewicht: 685g
• ISBN-13: 9780470278307
• ISBN-10: 0470278307
• Artikelnr.: 23580606

Autorenporträt

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.

Inhaltsangabe

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. 1.3 Effects on Electronic Properties and
Reactivity. References. 2 Overview on the Preparation of Fluorinated
Compounds. 2.1 Preparation of Monofluorinated Compounds. 2.2 Preparation of
Difluorinated Compounds. 2.3 Preparation of Trifluoromethyl Compounds. 2.4
Synthesis of Perfluoroalkyl Compounds. References. 3 Effects of Fluorine
Substitution on Biological Properties. 3.1 Affinity for the Macromolecule
Target. 3.2 Absorption. 3.3 Metabolism. 3.4 Modification of Chemical
Reactivity: Enzyme Inhibitors. References. 4 Fluorinated Analogues of
Natural Products. 4.1 Fluorinated Products in Nature. 4.2 Steroids. 4.3
Terpenes. 4.4 Pigments and Vitamins. 4.5 Lipids and Prostanoids. 4.6
Pheromones and Toxins. 4.7 Alkaloids. 4.8 Macrolides. 4.9 Anthracyclines.
References. 5 Fluorinated Derivatives of a-Amino Acids and Proteins. 5.1
Fluorinated Aliphatic Amino Acids. 5.2 Aromatic Amino Acids: Phenylalanine,
Tyrosine, Histidine, and Tryptophan. 5.3 Functional Fluorinated Amino
Acids. 5.4 -Fluoroalkyl Amino Acids. 5.5 Incorporation of Fluorinated Amino
Acids into Peptides and Proteins. References. 6 Saccharidic Fluorinated
Derivatives. 6.1 Glycosyl Fluorides. 6.2 Mono- and Difluorinated Analogues
of Sugars. 6.3 Fluoromethyl Derivatives of Sugars. 6.4 Perfluoroalkylated
Sugars. References. 7 Inhibition of Enzymes by Fluorinated Compounds. 7.1
Substrate Analogues. 7.2 Destabilization of Reaction Intermediates (or of
Transition States) of Enzymatic Processes by Fluorinated Groups. 7.3
Inhibitors that are Analogues of the Transition State: Di- and
Trifluoromethyl Ketones. 7.4 Mechanism-Based Inhibitors. 4,6-Dehydratase
(CDP D-Glucose 4,6-Dehydratase). 7.5 Fluorinated Inhibitors Involving a
Still Unknown Mechanism. References. 8 Fluorinated Drugs. 8.1 Antitumor and
Antiviral Fluorinated Drugs. 8.2 Anti-infectious Drugs. 8.3 Drugs for CNS
Disorders. 8.4 Drugs of Inflammatory and Immunity Disorders. 8.5 Drugs for
Cardiovascular Disorders. 8.6 Drugs for Gastrointestinal Disorders. 8.7
Drugs for Endocrine and Metabolic Disorders. 8.8 Miscellaneous. 8.9 Highly
Fluorinated Compounds with Clinical Uses. 8.10 Fluorinated Functions and
Motifs in Medicinal Chemistry. Appendix: INN and Trademark Names.
References. Index.