Synthesis, spectral evaluation and pharmacological screening of some sulfa drugs

Author(s): Aziz- Ur- Rehman1, Muhammad Athar Abbasi1, Sabahat Zahra Siddiqui1, Shahid Rasool1, Sadia Jabeen1, Amar Masood Joyia1, Asma Salah-Ud-Din Gondal1
1Department of Chemistry, Government College University, Lahore-54000, Pakistan.
Copyright © Aziz- Ur- Rehman, Muhammad Athar Abbasi, Sabahat Zahra Siddiqui, Shahid Rasool, Sadia Jabeen, Amar Masood Joyia, Asma Salah-Ud-Din Gondal. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Sulfonamides are considered to be biologically active and an important class of pharmaceutical compounds. These constitute an important class of antimicrobials, antidiabetics, anticancer and diuretics. These were the first chemotherapeutic drugs introduced to the world but their rapidly developed resistance decreased their use. In the present work, N-(2/4-substitutedphenyl)-4-(substituted)benzenesulfonamide (3a-d) and N-(tetrahydrofuran-2-ylmethyl)-4-methylbenzenesulfonamide 3e were synthesized by the reaction of substituted aniline (1a-c) and tetrahydrofuran-2-ylmethanamine (1d) with substituted benzenesulfonyl chloride (2a-d) using 10% aqueous \(Na_{2}CO_{3}\) solution as a reaction medium. In the second step, the synthesized molecules 3a-e were allowed to react different alkyl/aralkyl halides (4a-j) to synthesize the target N-substituted compounds, 5a-z,aa,bb, using lithium hydride as an activator and N,N-dimethylformamide (DMF) as a reaction medium. All the synthesized compounds were characterized by using spectral techniques such as \(^{1}\)H-NMR, IR and EI-MS; and further examined for their anti-bacterial activities.

Keywords: Antibacterial activity; substituted anilines; sulfonamides.