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PROJECT TOPIC – NICKEL CATALYZED SYNTHESIS OF N-ARYL AND NHETEROARYL SUBSTITUTED BENZENESULPHONAMIDE AND THEIR ANTIMICROBIAL ACTIVITIES

NICKEL CATALYZED SYNTHESIS OF N-ARYL AND NHETEROARYL SUBSTITUTED BENZENESULPHONAMIDE AND THEIR ANTIMICROBIAL ACTIVITIES

 

ABSTRACT

The synthesis of various substituted derivatives of N-(aryl) and N-(hetero) substituted benzenesulphonamide is reported. The intermediate benzene sulphonamide was obtained by the reaction between benzenesulfonyl chloride and ammonium hydroxide. The benzene sulphonamide derivatives were obtained by coupling benzene sulphonamide with various halogeno aryl and heteroaryl substituted compounds via tandem catalysis. The structures of the synthesized compounds were assigned by spectroscopic methods. The antibacterial and antifungal activities of the synthesized products were also evaluated against Staphylococus aureus, Enterococus faecalis, Salmonella typhi, Klebsiella pneumonia, Pseudomonas aeruginosa, Escherichia coli, Candida albican and Aspergillus nigger respectively, using Agar dilution technique. Some of the tested compounds showed significant activities but no improved potency was observed when compared to the standard drugs used, Tetracycline and Ketoconazole. Also, all the synthesized  benzenesulphonamide derivatives were inactive against Escherichia coli.

 

CHAPTER ONE

INTRODUCTION

Compounds containing sulfonyl groups (R-SO2-R1) have long been a research focus as a result of their biological importance, chemical applications and some of the arylsulphonamide derivatives are a common substructure class present in a large number of active pharmaceutical ingredients APIs

  1. Sulphonamide derivatives occupy a unique position in the drug industry with their potent antibacterial activities

  2. They have also been shown to exhibit antifungal3, antineoplasic4, and antiviral5 activity, considering this class of compounds a “privileged structure” in medicinal chemistry.

NICKEL CATALYZED SYNTHESIS OF N-ARYL AND NHETEROARYL SUBSTITUTED BENZENESULPHONAMIDE AND THEIR ANTIMICROBIAL ACTIVITIES

 

1.1 BACKGROUND OF STUDY

Sulphonamides are groups of compounds consisting of SO2-NH2 functional groups that have biological importance as antimicrobial agents7, 8. The term sulphonamides are used as a generic name for derivatives of sulphanilamide

 

SYMBOLIC DIAGRAM OF SULPHANILAMIDE

The discovery of medicinal property of https://www.projectwriters.ng/wp-admin/post.php?post=55640&action=edit1 can be categorized as serendipitous, because it came about as an offshoot of dyes industry in Germany. In 1935, It was identified by Domagk et al9 as the active metabolite of the red azo dye known as prontosil 4-[(2,4–diaminophenyl) azo]benzenesulfonamide 2. It does not possess any activity in vitro;however it metabolizes in vivo to give the active agent 1 where it can interfere with the process of bacterial DNA synthesis and act as potent antibacterial agent.

 

NICKEL CATALYZED SYNTHESIS OF N-ARYL AND NHETEROARYL SUBSTITUTED BENZENESULPHONAMIDE AND THEIR ANTIMICROBIAL ACTIVITIES

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