Drug Stereochemistry: Analytical Methods and Pharmacology, Third Edition

ISBN-13: 9781420092387 / Angielski / Twarda / 2012 / 332 str.

Irving W. Wainer; W. J. Lough; Krzysztof Jozwiak

Opis

Updated to reflect modern advances in the techniques and methodology of drug stereochemistry, the Third Edition comprehensively presents all aspects of chiral drugs from scientific, academic, governmental, industrial, and clinical points of view. This stand-alone text covers the lifespan of stereochemistry, from its early history, including an overview of terms and concepts, to the current drug development process, legal and regulatory issues, and the new stereoisomeric drugs.
New topics in the Third Edition include:
The use of enzymes in the synthesis and resolution of enantiometrically pure compounds in drug discovery
How stereochemistry impacts decisions made in the Absorption, Distribution, Metabolism, Excretion, and Toxicity (ADMET) stages of drug discovery
A chapter on pharmacokinetics and pharmacodynamics that discusses the issues faced during the final stages of the drug development process
The impact of International Conference on Harmonisation on the use of single isomer drugs
Racemic switches
The concept of molecular chiral recognition and how it affects the separation and behavior of stereochemically pure drugs
A chapter on the legal perspectives of patent issues surrounding racemic switches and the marketing of single enantiomer switches

Spis treści

Introduction: The Early History of Stereochemistry: From the Discovery of Molecular Asymmetry and the First Resolution of a Racemate by Pasteur to the Asymmetrical Chiral Carbon of Van’t Hoff and Le Bel. Stereochemical Terms and Concepts: An Overview. Molecular Chiral Recognition: An Introduction and Overview. The Role of Stereo-Chemistry in the Development of ACE Inhibitors: Nature to Clinic. The Separation, Preparation and Identification of Stereochemically Pure Drugs: Indirect Methods for the Chromatographic Resolution of Drug Enantiomers: Synthesis and Separation of Diastereo-Metric Derivatives. The Direct Resolution of Enantiometric Drugs by Chiral Phase Gas Chromatography. HPLC Chiral Stationary Phases for the Stereochemical Resolution of Enantiometric Compounds: The Current State of the Art. Enantioselective Separations by Capillary Electrophoresis. Recent Advances in the Synthesis of Enantiomerically Pure Compounds. Production Scale Preparation of Enantiomerically Pure Compounds by Chromatography and Synthetic Approaches. Spectrometric Identification and Characterization of Chiral Molecules. Pharmacokinetic and Pharmacodynamic Differences Between Drug Stereoisomers: Stereochemical Considerations in the ADMET Stage of Drug Development. Stereoselective Biotransformations: Toxico-Logical Consequences and Implications. Stereoselective Interactions with Enzymes and Their Use in Drug Development. Stereoselective Transport of Drugs Across Epithelia. Clinical Pharmacokinetics and pharmacodynamics of Stereoisomeric Drugs. Industrial and Regulatory Perspectives on Single Isomer Drugs: Regulatory Perspective of the Development of New Stereoisomeric Drugs. Stereochemically Pure Drugs Versus Racemates: An Overview. The Development and Marketing of Single Isomer Drugs vs Racemates: A Legal Perspective.