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- Title
Synthesis, Characterization and Antibacterial Activity of Halogenated Aryl Sulfonamides Derived from 2-Amino-4-chloroanisole.
- Authors
Aziz-ur-Rehman; Rasool, Shahid; Abbasi, Muhammad Athar; Nafeesa, Khadija; Fatima, Ambreen; Gul, Samreen; Hussain, Ghulam; Khan, Khalid Mohammed; Ahmad, Irshad; Afzal, Saira
- Abstract
In the current work, a number of new N-(5-chloro-2-methoxyphenyl)aryl sulfonamides (3a-e) and N-ethyl/benzyl-N-(5-chloro-2-methoxyphenyl)aryl sulfonamides (6a-e and 7a-e) were synthesized and evaluated for their biological activities. The synthesis was carried out by coupling 2-amino-4-chloroanisole (1) with different aryl sulfonyl chlorides, 2a-e, under dynamic pH control in aqueous medium to formaryl sulfonamides, 3a-e. Further, N-ethyl/benzyl-N-(5-chloro-2- methoxyphenyl)aryl sulfonamides (6a-e and 7a-e) were synthesized by stirring 3a-e with the elect rophiles, 4 and 5, in the presence of sodium hydride and N,N-dimethylformamide. The structures of the synthesized compounds were characterized from their spectral data. In addition, the in vitroanti bacterial activity of all the target compounds was investigated against Gram-negative and Gram-positive bacteria using ciprofloxacin as a reference drug. Many of these compounds exhibited moderate to good activity and subtle structural changes in the substituents altered the inhibitory properties significantly.
- Subjects
CHEMICAL synthesis; SULFONAMIDES; CHLOROANISOLES; SODIUM hydride; GRAM-positive bacteria; CIPROFLOXACIN
- Publication
Journal of the Chemical Society of Pakistan, 2014, Vol 36, Issue 3, p446
- ISSN
0253-5106
- Publication type
Article