Purpose: To study the antibacterial activity of various sulfonamides derived from 1,3-benzodioxol-5-carbohydrazide.
Methods: The synthesis involved the conversion of 1,3-benzodioxol-5-carboxylic acid (1) to ethyl 1,3-
benzodioxol-5-carboxylate (2) and then to 1,3-benzodioxol-5-carbohydrazide (3). The target molecules,
2-(1,3-benzodioxol-5-ylcarbonyl)arylsulfonohydrazide derivatives (5a-l) were synthesized through a
benignant method from aqueous medium by the reaction of 3 and arylsulfonyl chlorides (4a-l). The
structural formulae of the synthesized compounds were characterized by infra red spectroscopy (IR),
proton nuclear magnetic resonance (
1H-NMR) and electron impact mass spectrometry (EI-MS). The
compounds were screened for
in vitro antibacterial activity by determining their minimum inhibitory
concentration (MIC).
Results: The molecule, 5k, bearing 2-hydroxy-3,5-dichlorophenyl group exhibited the highest activity
with MIC of 11.92 ± 3.40 (
S. typhi
), 8.37 ± 2.22 (
E. coli
), 9.28 ± 2.31 (
P. aeroginosa
), 11.76 ± 1.30 (
B.
subtilis
) and 10.30 ± 1.63 (
S. aureus
) μmoles/L relative to that of ciprofloxacin with 9.42 ± 1.09, 8.02 ±
2.17, 8.11 ± 1.32, 8.88 ± 2.00 and 9.23 ± 1.87 μmoles/L respectively.
Conclusion: The most potent of the synthesized compounds (5k) posesses moderate activity against
all the bacterial strains, while 5g remained completely inactive.
