Privileged scaffolds in medicinal chemistry : design, synthesis, evaluation / edited by Stefan Bräse.

Format:

Book

Author/Creator:

Stefan Bräse

Contributor:

Bräse, Stefan, editor.

Royal Society of Chemistry (Great Britain), issuing body.

Series:

RSC drug discovery series ; 50.

RSC Drug Discovery Series, 2041-3203 ; 50

Language:

English

Subjects (All):

Pharmaceutical chemistry.

Medicinal chemistry.

Physical Description:

1 online resource (487 p.)

Edition:

1st ed.

Place of Publication:

Cambridge, England : Royal Society of Chemistry, 2016.

Language Note:

English

Summary:

This book addresses the various classes of privileged scaffolds and covers the history of their discovery and use.

Contents:

Cover; Preface; Contents; Chapter 1 Privileged Scaffolds in Medicinal Chemistry: An Introduction; 1.1 Introduction; 1.2 The Privileged Scaffolds in Drug Discovery; 1.3 Conclusion; Acknowledgments; References; Chapter 2 Privileged Scaffolds in Medicinal Chemistry - A Computational Approach; 2.1 Introduction; 2.2 Scope of the Study; 2.3 Privileged Scaffolds; 2.4 Molecular Docking; 2.5 Protein Structure Prediction; 2.5.1 Comparative Modeling; 2.5.2 Threading (Fold Recognition); 2.5.3 Model Building and Refinement; 2.5.4 Loop Modeling; 2.5.5 Side Chain Modeling; 2.5.6 Model Building

2.5.7 Model Quality Assessment2.5.8 Ab Initio Prediction; 2.5.9 Critical Assessment of Techniques for Protein Structure Prediction (CASP); 2.6 Molecular Docking Methodology; 2.6.1 Receptor Representation; 2.6.2 Docking Algorithms; 2.6.3 Scoring Functions; 2.7 Fragment-based Drug Design; 2.8 Structure-based Virtual Screening; 2.9 Applications of Modeling to Privileged Scaffolds; 2.9.1 Benzimidazole; 2.9.2 Coumarins; 2.10 Outlook and Challenges; References; Chapter 3 The β-Lactam (Azetidin-2-one) as a Privileged Ring in Medicinal Chemistry ; 3.1 Introduction

3.2 Stability and Reactivity of the β-Lactam 3.3 Synthesis of the β-Lactams ; 3.3.1 The Sheehan and Henery-Logan Synthesis of Protected 6-Aminopenicillanic Acid; 3.3.2 Synthesis of 4-Oxo-2-azetidinecarboxylic Acid from Aspartate; 3.3.3 Synthesis of the Protected Taxoid Sidechains: (3R,4S)-3-Hydroxy-2-oxo-1-Azetidinecarboxylic Acid Esters; 3.3.4 Synthetic Application of the 6-Azabicyclo[3.2.0]hept-3-en-7-one Enantiomers; 3.3.5 Recent Syntheses of Ezetimibe; 3.3.6 Carbapenem Synthesis; 3.4 Structure of the β-Lactams ; 3.5 Biological Target Profiling of the β-Lactam

3.6 The Antibacterial β-Lactam 3.6.1 The Bicyclic β-Lactam Antibacterials ; 3.6.2 The Monocyclic β-Lactam Antibacterials ; 3.6.3 β-Lactamase Inhibitors ; 3.6.4 Non-PBP Targeting by Antibacterial β-Lactam Structures ; 3.7 The Non-antibacterial β-Lactam in Medicinal Chemistry ; 3.8 Resurgence of the β-Lactam ; References; Chapter 4 (Benz)imidazoles; 4.1 General Considerations About (Benz)imidazoles; 4.1.1 Physico-chemical Properties of (Benz)imidazoles; 4.1.2 (Benz)imidazoles As Scaffolds: Geometry and Options For Interaction; 4.1.3 Synthesis of (Benz)imidazoles

4.1.4 Natural Products Containing (Benz)imidazoles4.2 Case Studies of Marketed Drugs; 4.2.1 Angiotensin II Receptor Antagonists; 4.2.2 H+, K+-ATPase Inhibitors; 4.2.3 H1-antihistamines; 4.2.4 Anthelmintics; 4.2.5 Miscellaneous; References; Chapter 5 Pyrazoles; 5.1 General Remarks about Pyrazoles; 5.1.1 Physicochemical Properties of Pyrazoles; 5.1.2 Synthesis of Pyrazoles; 5.1.3 Natural Products Containing Pyrazoles; 5.2 (Former) Marketed Drugs; 5.2.1 Anti-inflammatory Drugs; 5.2.2 Vasodilators; 5.2.3 Tyrosine-kinase-inhibitors; 5.2.4 Cannabinoid-receptor-antagonists

5.2.5 Antibacterial Agents

Notes:

Description based upon print version of record.

Includes bibliographical references at the end of each chapters and index.

Description based on online resource; title from PDF title page (ebrary, viewed December 10, 2015).

ISBN:

9781782622246

1782622241

OCLC:

1525618888