9783527608713

Chirality in Drug Research

by ; ; ;
  • ISBN13:

    9783527608713

  • ISBN10:

    3527608710

  • Format: eBook
  • Copyright: 2007-12-01
  • Publisher: Wiley-VCH
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Summary

Divided into the three main sections of synthesis, analysis and drug development, this handbook covers all stages of the drug development process, including large-scale synthesis and purification of chirally pure pharmaceuticals. The two editors from academia and a major pharmaceutical company have assembled an experienced, international team who provide first-hand practical advice and report previously unpublished data.In the first section, the isolation of chiral drugs from natural sources, their production in enzymatic processes and the resolution of racemic mixtures in preparative chromatography are outlined in separate chapters. For the section on qualitative and quantitative analysis, enantioselective chromatographic methods are presented as well as optical methods and CE-MS, while the final section deals with the pharmacology, pharmacokinetics and metabolic aspects of chiral drugs, devoting whole chapters to stereoselective drug binding and modeling chiral drug-receptor interactions.With its unique industry-relevant aspects, this is a must for medicinal and pharmaceutical chemists.

Table of Contents

Preface
List of Contributors
Introduction
Chiral Drugs from a Historical Point of View
Introduction
A Word About Words
Old Chiral Drugs: Natural Remedies 3000BC-1900
Recognition of Chirality in Drugs
Enantioselectivity in Drug Action and Drug Metabolism: The Beginnings
Drug Chirality in the 20th Century
References
Synthesis
Stereoselective Synthesis of Drugs - An Industrial Perspective
Introduction: Historical Overview
Asymmetry from an Industrial Scale Perspective
Stereoselective Processes in Drug Manufacture - Drivers and Blockers
The Metal - Friend and Foe
Ligand Development - At the Core of Catalytic Chemistry
Asymmetric Reactions - A Rich Reservoir
Retrospect and Prospect
References
Aspects of Chirality in Natural Products Drug Discovery
Introduction
Stereochemical Aspects of Natural Products
Mechanisms of Stereochemical Control in Natural Product Biosynthesis
Biological Activity of Natural Products Related to Stereochemistry
References
Biotransformation Methods for Preparing Chiral Drugs and Drug Intermediates
Introduction
Examples of Established Applications of Biocatalysts in the Synthesis of Pharmaceuticals
Some Special Aspects of Biocatalysts, Recent Developments
Conclusions and Outlook
References
Separations
Resolution of Chiral Drugs and Drug Intermediates by Crystallisation
Introduction
Physical Enantioseparation - Preferential Crystallization
Chemical Enantioseparation - Diastereomeric Salt Formation
The Bridge Between Preferential Crystallization and Diastereomeric Salt Formation
Process Research on the Enantioseparation of Racemates by Diastereomeric Salt Formation
Examples of Enantioseparations in the Pharmaceutical Industry.References
Isolation and Production of Optically Pure Drugs by Enantioselective Chromatography
Introduction
General Considerations Regarding the Preparation of Single Stereoisomers of Chiral Drugs
Preparative Chiral Stationary Phases
Strategies for Performing Enantioselective Separations
Preparative Enantioselective Resolution of Chiral Drugs
Conclusion.References
Stereoselective Chromatographic Methods for Drug Analysis
Introduction
The Role of Enantioselective Analysis in Drug Development
Separation Techniques in Enantiomer Analysis
Principle of Enantiomer Separation
Molecular Requirements for Chiral Recognition
Thermodynamic Principles of Enantiomer Separation
Role of Mobile Phase in Enantiomer Separation
Chiral Selectors and Chiral Stationary Phases Employed in Liquid Chromatographic Enantiomer Separation
Conclusions.References
Capillary Electrophoresis Coupled to Mass Spectrometry for Chiral Drugs Analysis
Introduction
Capillary Electrophoresis (CE)
CE-MS Coupling
Chiral Separation Strategies.8.5 Partial Filling
Partial Filling - Counter Current Technique
Chiral Micellar Electrokinetic Chromatography
Quantitative Aspects in CE-MS
Table of Contents provided by Publisher. All Rights Reserved.

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