Privileged Scaffolds in Medicinal Chemistry

Design, Synthesis, Evaluation

Stefan Bräse

• Publisher: Royal Society of Chemistry
• Year: 2015
• eBook ISBN: 9781782622246
• Edition: 1
• Topic: Medicine
• Subtopic: Pharmacology

One strategy to expedite the discovery of new drugs, a process that is somewhat slow and serendipitous, is the identification and use of privileged scaffolds. This book covers the history of the discovery and use of privileged scaffolds and addresses the various classes of these important molecular fragments.
The first of the benzodiazepines, a class of drugs that is powerful for treating anxiety, may not have been discovered had it not been for a chance experiment on the contents of a discarded flask found during a lab clean-up. Some years later, scientists discovered that benzodiazepine derivatives were also effective in treating other diseases. This class of molecules was the first to be described as privileged in the sense that it is especially effective at altering the course of disease. Other privileged molecular structures have since been discovered, and since these compounds are so effective at interacting with numerous classes of proteins, they may be an effective starting point to look for new drugs against the supposedly "undruggable" proteins.
Following introductory chapters presenting an overview, a historical perspective and the theoretical background and findings, main chapters describe the structure of privileged structures in turn and discuss major drug classes associated with them and their syntheses. This book provides comprehensive coverage of the subject through chapters contributed by expert authors from both academia and industry and will be an excellent reference source for medicinal chemists of a range of disciplines and experiences.

Table of contents

• Cover
• Preface
• Contents
• Chapter 1 Privileged Scaffolds in Medicinal Chemistry: An Introduction
• Chapter 2 Privileged Scaffolds in Medicinal Chemistry - A Computational Approach
• Chapter 3 The β-Lactam (Azetidin-2-one) as a Privileged Ring in Medicinal Chemistry
• Chapter 4 (Benz)imidazoles
• Chapter 5 Pyrazoles
• Chapter 6 Quinolines: Privileged Scaffolds in Medicinal Chemistry
• Chapter 7 Isoquinolines
• Chapter 8 Rhodanine
• Chapter 9 Heterocycles Containing Nitrogen and Sulfur as Potent Biologically Active Scaffolds
• Chapter 10 Thiirane Class of Gelatinase Inhibitors as a Privileged Template that Crosses the Blood-Brain Barrier
• Chapter 11 Coumarins
• Chapter 12 Xanthones are Privileged Scaffolds in Medicinal Chemistry - but are they Over-privileged?
• Chapter 13 Natural Product Scaffolds of Value in Medicinal Chemistry
• Chapter 14 Ergot Alkaloids
• Chapter 15 Cyclic Peptides as Privileged Structures
• Chapter 16 Spirocycles as Privileged Structural Motifs in Medicinal Chemistry
• Subject Index