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Abstract A selected set of N 1-(4-chloro-9-ethylcarbazol-3-yl)amidrazones ( 7a–n ) has been synthesized by reacting the respective hydrazonoyl chloride 5 derived from 3-amino-9-ethylcarbazole ( 3 ), with an appropriate sec -cyclic amine ( 6a–n ) in ethanol in the presence of triethylamine. Unexpectedly, aromatic ring chlorination occurred at C-4 of 3 during its conversion to 6 as evidenced by analytical and spectral data and further confirmed by single crystal X-ray structure determination of the amidrazone 7n . Compounds 7a–n were tested for their in vitro antibacterial activity. Among the tested bacterial strains, methicillin-resistant Staphylococcus aureus was the most susceptible to 7f and Bacillus cereus to 7b both with a minimum inhibitory concentration value of 1.56 µg mL −1 . Compounds 7c , 7f , and 7h could be useful as lead structures for further development of new antibacterial agents against Gram-positive and Gram-negative pathogens.
Zeitschrift für Naturforschung B – de Gruyter
Published: Aug 1, 2016
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