Sulfonamides: An Overview


Series: Chemistry Research and Applications
BISAC: SCI013040

This book presents comprehensive accounts of the chemistry revolving around sulphonamides. Sulfonamides are widely present in various drugs as a functional group and are a manmade synthetic drug. Hence, their extended research is a prerequisite for every practitioner of organic chemistry.
Chapter 1 introduces the synthesis, reactivity, acidity, and pharmaceutical properties of the sulphonamides. It highlights the synthesis of biologically active sulphonamides, the study of their biological activity by QSAR method, and their medical applications.
Chapter 2 deals with the classification of sulphonamides (i.e. acyclic and cyclic) and their structural activity relationship. It also describes the application of sulphonamides in pharmaceuticals as antimicrobial, anti-diabetic, anti-viral, anti-cancer, anti-inflammatory and anti-malarial agents.
Chapter 3 reviews the synthetic attempts towards sulphonamide synthesis by employing the fixation of sulphur-dioxides. These approaches have been categorized into three parts: a) transition metal-catalyzed, b) employing Lewis acid, c) photocatalytic.
Chapter 4 discusses the use of sulphonamides as potent organocatalysts, briefly describing how the mono- and C2-symmetric bis-sulfonamides act as efficient bifunctional and multifunctional organocatalysts in the enantioselective Michael addition of carbonyl compounds to α,β-unsaturated compounds.
Chapter 5 details the oxidative sulphonamidation of alkenes and dienes, which also direct the routes to the synthesis of numerous heterocycles and linear compounds. Special emphasis is given to the comparison of reactivity of triflamides, arenesulfonamides, and the deprotection of sulfonamides.
Chapter 6 describes the therapeutic properties of sulphonamides, which are significantly increased by the presence of the metal ions and ligands. This complex generation provides the opportunity to exploit the unique properties of metal centers, such as multiple oxidation states, redox properties, a wide variety of coordination numbers, symmetries and structural patterns, which offer highly adaptable platforms for drug design.
Chapter 7 provides an overview of the clinical applications of sulphonamides on the toxicity and pharmacokinetic aspects of various sulpha-drugs. The mechanism involved in the development of sulfonamide resistance is briefly discussed.

Thus, this book summarizes important attempts undertaken by chemists and biologists worldwide in the area of sulphonamides. Most importantly, the book also correlates the structural activity relationship and the related biological activity of the sulphonamides, attracting both novice and experienced chemists across the globe.

Table of Contents

Table of Contents


Chapter 1. Synthesis, Reactivity, Acidic and Pharmaceutical Properties of Sulphonamides
(E. N. Krylov, M. S. Gruzdev, U. V. Chervonova and L. V. Virzum, Ivanovo State University, Ivanovo, Russia, and others)

Chapter 2. Sulfonamides: A Potent Biologically Active Agent
(Pranesh Rai and Sajal Das, Department of Chemistry, University of North Bengal, Darjeeling, West Bengal)

Chapter 3. Fixation of Sulphur Dioxide for Sulphonamide Synthesis
(Nabakumar Bera, Sagarika Behera and Debayan Sarkar, Department of Chemistry, National Institute of Technology, Rourkela, India)

Chapter 4. Mono- and Bis-C2-Symmetric Sulfonamides as Organocatalysts: Mimicking Enzymes in Enantioselective Michael Addition Reactions
(Ratnasamy Somanathan, Harold Cruz, Felipe A. Servín, José A. Romero, Domingo Madrigal, Gerardo Aguirre and Daniel Chávez, Centro de Graduados e Investigación en Química, Tecnológico Nacional de México/Instituto Tecnológico de Tijuana, Tijuana, B.C., México)

Chapter 5. Oxidative Sulfonamidation as a Route to N-Sulfonyl Heterocycles and Functionalized Amino Derivatives
(Mikhail Yu. Moskalik, Vera V. Astakhova and Bagrat A. Shainyan, A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Science, Favorsky Street, Irkutsk, Russian)

Chapter 6. Sulfonamide-Containing Transition Metal Complexes with Therapeutic Potential
(Tamara Topală, Andreea Bodoki, Sînziana Gheorghe-Cetean, Adriana Hangan and Luminiţa Oprean, Department of General and Inorganic Chemistry, “Iuliu Haţieganu” University of Medicine and Pharmacy, Cluj-Napoca, Romania)

Chapter 7. Sulfonamides in Clinical Use
(Vaishali M. Patil and Neeraj Masand, Drug Discovery and Interaction Centre, KIET School of Pharmacy, KIET Group of Institutions, Ghaziabad, Uttar Pradesh, India, and others)



“I am happy to see that an overview of sulphonamide chemistry is described in this book. This functionality is very important in medicinal chemistry. Cyclic and acyclic sulphonamides are associated with various biological activities. I am very happy to see that Dr. Debayan Sarkar took an initiative to have a book on this topic. The book covers various aspects of the sulphonamide chemistry, from properties, synthesis, and applications. They are summarized in six chapters written by experts. Chiral sulphonamide compounds are relevant in asymmetric synthesis also. They are used as catalysts for enantioselective reactions. This aspect has also been summarized…Overall, I find the book quite balanced and useful to organic chemists.” -Vinod K. Singh, Rahul and Namita Gautam Chair Professor, Department of Chemistry, Kanpur, India

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