Synthesis, Characterization and in vitro Anti-bacterial Activity of “2-chloro-N-{[(2-chlorophenyl) amino] sulfinyl}- N-phenylbenzamide Nucleus and its Derivatives”

Abstract

Introduction: This study describes a new route to the synthesis of novel (2-chloro-N- {[(2-chlorophenyl) amino] sulfinyl}-N-phenylbenzamide derivatives. Benzamide-based derivatives were prepared through a reaction of benzoyl chloride with 2-chloroaniline with conventional methods by alkylation with Thionyl chloride and then a reaction with 2-chloroaniline to get target compound i.e., novel 2-chloro-N-{[(2-chlorophenyl)amino]sulfinyl}-N-phenylbenzamide. Benzamides are structural parent of carbonic acid amide of the benzoic acid. Benzamides has the carbon snippet being attached to oxygen and also a nitrogen group attached with hydrogen atom2 . In pharmaceutical request; three active medicines have been considerably in used for psychiatry and other affiliated medical fields; i.e., Sulpiride, Amisulpride and Remoxipride.Objectives: To synthesize 2-chloro-N-{[(2-chlorophenyl)amino]sulfinyl}-N-phenylbenzamide derivative and with its Characterization and its biological activity.Materials and Methods: The structure confirmations were done by FTIR, Magnetic Resonance Spectroscopy (MRS) and MS. The (2-chloro-N-{[(2-chlorophenyl) amino] sulfinyl}-N-phenylbenzamide compounds and its derivatives were investigated for in vitro screening. Structural activity relationship studies reveal that compounds possessing an electron-withdrawing group exhibit better activity than electron-donating groups.Results: Based on the results obtained, when compared to common medicines like Ciprofloxacin; the compounds 2-({[(2-chlorobenzoyl)(phenyl) amino]sulfinyl}amino)phenyl formate (BB8), 2-({[(2-chlorobenzoyl) (phenyl) amino] sulfinyl} amino)phenyl-2-aminophenyl-2-(4-nitrophenoxy) aniline (BB9), 2-({[(2-chlorobenzoyl) (phenyl) amino]sulfinyl}amino)phenyl-2-aminophenyl-2-(3-nitrophenoxy) aniline (BB10) showed good significant activity. Against S. aureus and Pseudomonas aeruginosa.Conclusion: The title compounds and its derivatives were investigated for anti-bacterial Activity. Structural activity relationship studies told that electron-withdrawing group exhibit good activity than the electron-donating groups.

Keywords: Antibacterial; Benzoyl chlorides; 2-Chloro Aniline; Thionyl chloride; Benzoic acid; Para nitro Phenol