Synthesis of some new N-substituted-N-(2,3-Dihydro-[1,4]benzodioxin-6-yl)-4-acetamidobenzenesulfonamides as valuable antibacterial agents
- 69 Downloads
The aim of the research was to investigate the anti-bacterial potential of some N-substituted sulfonamides bearing benzodioxane moiety. The synthesis was started by reaction of N-2,3-dihydrobenzo[1,4]dioxin-6-amine with 4-acetamidobenzene-1-sulfonyl chloride in the presence of 10% aqueous Na2CO3 solution to yield N-(2,3-dihydrobenzo[1,4]-dioxin-6-yl)-4-acetamidobenzenesulfonamide, which was further reacted with alkyl/aralkyl halides in DMF and lithium hydride as a base to afford N-substituted-N-(2,3dihydro-[1,4]-benzodioxin-6-yl)-4-acetamidobenzenesulfonamides. All the synthesized compounds were characterized by spectral data (IR, 1H NMR, EI-MS, and HR-MS). The compounds were tested for antibacterial activity and most of them exhibited potent therapeutic potential against various Gram-negative and Gram-positive strains.
KeywordsN-(2,3-dihydrobenzo[1,4]-dioxin-6-yl)-4-acetamidobenzenesulfonamide alkyl/aralkyl halides spectral analysis antibacterial activity
Unable to display preview. Download preview PDF.
- 3.Tougu, V., Curr. Med. Chem., 2001, vol. 1, pp. 155–170.Google Scholar
- 5.Cremlyn, R., An Introduction to Sulphur Chemistry, New York: Wiley, 1996.Google Scholar
- 16.Neill, M.J.O., Bleakman, D., and Zimmerman, D.M., Curr. Drug Targets: CNS Neurol. Disord., 2004, vol. 3, pp. 181–194.Google Scholar
- 19.Irshad, M., Abbasi, M.A., Aziz-Ur-Rehman, Siddiqui, S.Z., Ashraf, M., Ejaz, S.A., Lodhi, M.A., and Jamal, S.B., J. Chem. Soc. Pak., 2014, vol. 36, pp. 660–673.Google Scholar