Trifluoromethylcontaining sulfanilamides. I. Synthesis and in vitro antibacterial activity

• Published in: Farmaco (Società chimica italiana : 1989) Vol. 49; no. 3; p. 197
• Main Authors: Vigorita, M G, Ottanà, R, Bisignano, G
• Format: Journal Article
• Language: English
• Published: France 01-03-1994
• Subjects: Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; Chemical Phenomena; Chemistry, Physical; Chromatography, Thin Layer; Gram-Negative Bacteria - drug effects; Gram-Positive Bacteria - drug effects; Magnetic Resonance Spectroscopy; Mass Spectrometry; Microbial Sensitivity Tests; Spectrophotometry, Infrared; Sulfanilamides - chemical synthesis; Sulfanilamides - chemistry; Sulfanilamides - pharmacology; Trimethoprim - pharmacology
• ISSN: 0014-827X

In a wider research directed to improve pharmacological profiles of known anti-infective agents by introducing fluorine or trifluoromethyl groups, some sulfanilamides trifluoromethylsubstituted on N1 ring, were synthesized and examined for their in vitro activity against gram-positive and gram-negative bacteria. Two N1-trifluoromethylphenyl-sulfanilamides, 1 and 4, exhibited MIC values, against all tested bacteria, similar or lower than those of the "classical" sulfanilamides, assayed in comparison. The new sulfanilamide 4 appears to be the more interesting: in fact, the presence of p-aminobenzoic acid (PABA) in culture medium did not influence its MIC values and no synergy was observed with trimethoprim, suggesting mechanism of action different from that of known sulfanilamides.