Abstract:
The present study comprises the synthesis of a new series of benzenesulfonamides derived from N-sulfonation
of 2-(4-methoxyphenyl)-1-ethanamine (1). The synthesis was initiated by the reaction of 2-(4-methoxyphenyl)-1-
ethanamine (1) with benzenesulfonyl chloride (2), to yield N-(4-methoxyphenethyl)benzenesulfonamide (3). This parent
molecule 3 was subsequently treated with various alkyl/aralkyl halides (4a-j) in N,N-dimethylformamide (DMF) and in
the presence of a weak base lithium hydride (LiH) to obtain various N-(alkyl/aralkyl)-N-(4-methoxyphenethyl)
benzenesulfonamides (5a-j). The characterization of these derivatives was carried out by spectroscopic techniques like
IR, 1H-NMR, and 13C-NMR. Elemental analysis also supported this data. The biofilm inhibitory action of all the
synthesized compounds was carried out on Escherichia coli and some of the compounds were identified to be very
suitable inhibitors of this bacterial strain. Furthermore, the molecules were also tested for their cytotoxicity behavior to
assess their utility as less cytotoxic therapeutic agents
