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The Organic Chemistry of Drug Design and Drug Action
 
 

The Organic Chemistry of Drug Design and Drug Action, 3rd Edition

 
The Organic Chemistry of Drug Design and Drug Action, 3rd Edition,Richard B. Silverman,Mark W. Holladay,ISBN9780123820303
 
 
 

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Academic Press

9780123820303

9780123820310

536

The Organic Chemistry of Drug Design and Drug Action, Third Edition, represents a unique approach to medicinal chemistry based on physical organic chemical principles and reaction mechanisms that rationalize drug action, which allows the reader to extrapolate those core principles and mechanisms to many related classes of drug molecules.

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Key Features

New to this edition:

  • Updates to all chapters, including new examples and references
  • Chapter 1 (Introduction): Completely rewritten and expanded as an overview of topics discussed in detail throughout the book
  • Chapter 2 (Lead Discovery and Lead Modification): Sections on sources of compounds for screening including library collections, virtual screening, and computational methods, as well as hit-to-lead and scaffold hopping; expanded sections on sources of lead compounds, fragment-based lead discovery, and molecular graphics; and deemphasized solid-phase synthesis and combinatorial chemistry
  • Chapter 3 (Receptors): Drug-receptor interactions, cation-p and halogen bonding; atropisomers; case history of the insomnia drug suvorexant
  • Chapter 4 (Enzymes): Expanded sections on enzyme catalysis in drug discovery and enzyme synthesis
  • Chapter 5 (Enzyme Inhibition and Inactivation): New case histories:
    • for competitive inhibition, the epidermal growth factor receptor tyrosine kinase inhibitor, erlotinib and Abelson kinase inhibitor, imatinib
    • for transition state analogue inhibition, the purine nucleoside phosphorylase inhibitors, forodesine and DADMe-ImmH, as well as the mechanism of the multisubstrate analog inhibitor isoniazid
    • for slow, tight-binding inhibition, the dipeptidyl peptidase-4 inhibitor, saxagliptin
  • Chapter 7 (Drug Resistance and Drug Synergism): This new chapter includes topics taken from two chapters in the previous edition, with many new examples
  • Chapter 8 (Drug Metabolism): Discussions of toxicophores and reactive metabolites
  • Chapter 9 (Prodrugs and Drug Delivery Systems): Discussion of antibody-drug conjugates

Description

The Organic Chemistry of Drug Design and Drug Action, Third Edition, represents a unique approach to medicinal chemistry based on physical organic chemical principles and reaction mechanisms that rationalize drug action, which allows the reader to extrapolate those core principles and mechanisms to many related classes of drug molecules. This new edition reflects significant changes in the process of drug design over the last decade. It preserves the successful approach of the previous editions while including significant changes in format and coverage.

Readership

Undergraduate and graduate students in chemistry studying medicinal chemistry or pharmaceutical chemistry; research chemists and biochemists working in pharmaceutical and biotechnology industries.

Richard B. Silverman

Ph.D Organic Chemistry

Professor Richard B. Silverman received his B.S. degree in chemistry from The Pennsylvania State University in 1968 and his Ph.D. degree in organic chemistry from Harvard University in 1974 (with time off for a two-year military obligation from 1969-1971). After two years as a NIH postdoctoral fellow in the laboratory of the late Professor Robert Abeles in the Graduate Department of Biochemistry at Brandeis University, he joined the chemistry faculty at Northwestern University. In 1986, he became Professor of Chemistry and Professor of Biochemistry, Molecular Biology, and Cell Biology. In 2001, he became the Charles Deering McCormick Professor of Teaching Excellence for three years, and since 2004 he has been the John Evans Professor of Chemistry. His research can be summarized as investigations of the molecular mechanisms of action, rational design, and syntheses of potential medicinal agents acting on enzymes and receptors. His awards include DuPont Young Faculty Fellow (1976), Alfred P. Sloan Research Fellow (1981-1985), NIH Research Career Development Award (1982-1987), Fellow of the American Institute of Chemists (1985), Fellow of the American Association for the Advancement of Science (1990), Arthur C. Cope Senior Scholar Award of the American Chemical Society (2003), Alumni Fellow Award from Pennsylvania State University (2008), Medicinal Chemistry Hall of Fame of the American Chemical Society (2009), the Perkin Medal from the Society of Chemical Industry (2009), the Hall of Fame of Central High School of Philadelphia (2011), the E.B. Hershberg Award for Important Discoveries in Medicinally Active Substances from the American Chemical Society (2011), Fellow of the American Chemical Society (2011), Sato Memorial International Award of the Pharmaceutical Society of Japan (2012), Roland T. Lakey Award of Wayne State University (2013), BMS-Edward E. Smissman Award of the American Chemical Society (2013), the Centenary Prize of the Royal Society of Chemistry (2013), and the Excellence in Medicinal Chemistry Prize of the Israel Chemical Society (2014). Professor Silverman has published over 320 research and review articles, holds 49 domestic and foreign patents, and has written four books (The Organic Chemistry of Drug Design and Drug Action is translated into German and Chinese). He is the inventor of LyricaTM, a drug marketed by Pfizer for epilepsy, neuropathic pain, fibromyalgia, and spinal cord injury pain; currently, he has another CNS drug in clinical trials.

Affiliations and Expertise

Northwestern University, Evanston, IL, USA

View additional works by Richard B. Silverman

Mark W. Holladay

Dr. Mark W. Holladay is Vice President of Drug Discovery and Medicinal Chemistry at Ambit Biosciences (San Diego, California) where he leads drug discovery programs in oncology and autoimmune diseases and has contributed to compounds in clinical development. He began his drug hunting career at Abbott Laboratories where he achieved the position of Volwiler Associate Research Fellow as a medicinal chemist and project leader in the Neurosciences Research Area. He also conducted collaborative drug discovery research as a member of contract research organizations including Biofocus and Discovery Partners International. He is a co-author on over 70 peer-reviewed research articles, reviews, or chapters and is named as an inventor on over 40 patents and patent applications. Dr. Holladay earned his undergraduate degree from Vanderbilt University, his Ph.D. at Northwestern University under the direction of Professor Richard B. Silverman, and conducted postdoctoral studies with Professor Daniel H. Rich at the University of Wisconsin-Madison.

Affiliations and Expertise

Ambit Biosciences, San Diego, CA, USA

The Organic Chemistry of Drug Design and Drug Action, 3rd Edition

  • Dedications
  • Preface to the First Edition
  • Preface to the Second Edition
  • Preface to the Third Edition
  • Chapter 1. Introduction
    • 1.1. Overview
    • 1.2. Drugs Discovered without Rational Design
    • 1.3. Overview of Modern Rational Drug Design
    • 1.4. Epilogue
    • 1.5. General References
    • 1.6. Problems (Answers can be found in the Appendix at the end of the book)
  • Chapter 2. Lead Discovery and Lead Modification
    • 2.1. Lead Discovery
    • 2.2. Lead Modification
    • 2.3. General References
    • 2.4. Problems (Answers Can be Found in the Appendix at the End of the Book)
  • Chapter 3. Receptors
    • 3.1. Introduction
    • 3.2. Drug–Receptor Interactions
    • 3.3. General References
    • 3.4. Problems (Answers can be Found in the Appendix at the End of the Book)
  • Chapter 4. Enzymes
    • 4.1. Enzymes as Catalysts
    • 4.2. Mechanisms of Enzyme Catalysis
    • 4.3. Coenzyme Catalysis
    • 4.4. Enzyme Catalysis in Drug Discovery
    • 4.5. General References
    • 4.6. Problems (Answers can be Found in the Appendix at the End of the Book)
  • Chapter 5. Enzyme Inhibition and Inactivation
    • 5.1. Why Inhibit an Enzyme?
    • 5.2. Reversible Enzyme Inhibitors
    • 5.3. Irreversible Enzyme Inhibitors
    • 5.4. General References
    • 5.5. Problems (Answers can be Found in the Appendix at the End of the Book)
  • Chapter 6. DNA-Interactive Agents
    • 6.1. Introduction
    • 6.2. DNA Structure and Properties
    • 6.3. Classes of Drugs that Interact with DNA
    • 6.4. General References
    • 6.5. Problems (Answers Can be Found in the Appendix at the End of the Book)
  • Chapter 7. Drug Resistance and Drug Synergism
    • 7.1. Drug Resistance
    • 7.2. Drug Synergism (Drug Combination)
    • 7.3. General References
    • 7.4. Problems (Answers Can be Found in the Appendix at the End of the Book)
  • Chapter 8. Drug Metabolism
    • 8.1. Introduction
    • 8.2. Synthesis of Radioactive Compounds
    • 8.3. Analytical Methods in Drug Metabolism
    • 8.4. Pathways for Drug Deactivation and Elimination
    • 8.5. General References
    • 8.6. Problems (Answers can be Found in the Appendix at the End of the Book)
  • Chapter 9. Prodrugs and Drug Delivery Systems
    • 9.1. Enzyme Activation of Drugs
    • 9.2. Mechanisms of Drug Inactivation
    • 9.3. General References
    • 9.4. Problems (Answers can be Found in the Appendix at the end of the Book)
  • Appendix . Answers to Chapter Problems
  • Index
 
 
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