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Recently there has been growing concern about the hazards for man and his environment due to exposure to chemicals. One aspect receiving particular attention is that of the neglect of stereoselectivity in bioactive agents such as pesticides, drugs, etc. Mixtures of stereoisomers often contain 50 percent inactive material in the form of isomeric ballast. This ballast is pure environmental pollutant. Decisions as to whether the use of mixtures of stereoisomers is acceptable are only possible and acceptable if they are based on sound scientific information. It is the purpose of this volume to contribute to, and to disseminate, knowledge in this field. Written for workers in the field of pesticides, the book contains concise and basic information on stereoselectivity as a notable source of problems. Attention is paid to the involvement of stereoselectivity in important classes of pesticides as well as to pheromones and compounds derived from insect hormones with potential use in crop protection. Fundamentals of stereochemistry, stereoselective analytical methods, stereoselective synthesis and stereochemical aspects of the design of new compounds are also discussed.
Topics in Stereochemistry, previously edited by "the father of stereochemistry" Ernest L. Eliel, is a longstanding, successful series covering the most important advances in the field. The much-anticipated Volume 25 includes chapters on the following topics: * Stereochemistry of Molecules in Inclusion Crystals * Torsional Motion of Stilbene-type Molecules in Crystals * Supramolecular Networks of Porphyrins * Homo- and Heterochirality in Crystals * Supramolecular Synthesis of 1D Chains and 2D Layers in Hydrogen Bond Networks of Ureas and 2-D Pyrimidinones * Chiral Auxiliaries Powerful for Both Enantioresolution and Determination of Absolutely Stereochemistry by X-Ray Crystallograph * Engineering Stereospecific Reactoins in Crystals: Synthesis of Compounds with Adjacent Stereogenic Quaternary Centers by Photodecarbonylation of Crystalline Ketones * The CH/ Hydrogen Bond: An Important Molecular Force in Controlling the Crystal Conformation of Organic Compounds and Three-Dimensional Structure of Biopolymers * Stereoselective Thermal Solid-State Reactions * Crystal Structures and Functionalities of Platinum (II) Complexes Controlled by Various Intermolecular Interactions
The past fifteen years have seen a revolution in the field of stereochemistry, with breakthrough analytical techniques in enantiomeric separation profoundly affecting drug development and use. This practical reference written by leading researchers focuses on the important roles chirality and stereoisomerism play in drug development efforts--presenting for the first time a comprehensive overview of this rapidly evolving area of pharmacological research. The book explores analytical, pharmacological, and regulatory topics in dealing with the theory and practice of stereochemistry in the pharmaceutical industry today. This exciting, broad-appeal treatment extends from the analytical viewpoint in enantiomeric separation to the regulatory issues involved in the "racemate-versus-enantiomer" debate. The authors include numerous examples and case studies, and integrate material from a wide range of studies, publications, and workshops. The introductory chapters outline the pharmacological effects of stereochemistry, cover stereochemistry in drug metabolism, and discuss problems inherent in the duality of enantiomers--chemically identical yet spatially different molecules. Contributions on the specific aspects of chirality and drug activity explore the toxicological effects of stereoselectivity, illustrate how an understanding of the stereochemical composition of certain drugs can help avoid problems, and offer tips on new clinical applications for existing drugs. A full chapter is devoted to research opportunities in the development of new chirally pure drugs. Other practical research topics range from the preparation of chirally pure compounds to the analytical determination of stereochemical composition, to applications of circular dichroism (CD) spectroscopy. Regulatory issues concerning the development and approval of stereoisomeric drugs are discussed in the final chapters. This section offers an international perspective as well as a historical review of the ongoing debate surrounding regulatory guidelines. Impact of Stereochemistry on Drug Development and Use is an essential reference for medicinal and analytical chemists, pharmacologists, drug metabolism and pharmacokinetic scientists, and personnel of regulatory agencies. It is also a useful text for graduate students in stereochemistry, and for anyone who wants to keep up with the swift pace of change in this dynamic field. Impact of Stereochemistry on Drug Development and Use is an essential reference for medicinal and analytical chemists, pharmacologists, drug metabolism and pharmacokinetic scientists, and personnel of regulatory agencies. It is also a useful text for graduate students in stereochemistry, and for anyone who wants to keep up with the swift pace of change in this dynamic field. IMPACT OF STEREOCHEMISTRY ON DRUG DEVELOPMENT AND USE Twenty-three expert contributions on the "stereochemical revolution" of the last fifteen years--covering analytical, pharmacological, and regulatory topics--show that "drug development can no longer occur without consideration of drug stereochemistry." "We have...come full circle and stand alongside Pasteur in amazement of nature's duality, symmetry and dissymmetry, and its chemical and pharmacological consequences."--from the Preface