Synthesis and antibacterial properties of methylsulfinyl and methylsulfonyl analongs of some nitrofurans.
The sulfoxides 5-methylsulfinyl-2-furaldehyde semicarbazone (2) and 1-[(5-methylsulfinyl-2-fufurylidene)amino]hydantoin (3) as well as the sulfones 1-[(5-methylsulfonyl-2-furfurylidene)animo]hydantoin (1) and 1-(5-methylsulfonly-2-furyl)-2-(6-amino-3-p-ridazyl)ethylene hydrochloride (4) have been prepared and tested for antibacterial activity against a number of gram-negative and gram-positive organisms. The compounds are much less active than the corresponding 5-nitrofuran derivatives, possibly because their reduction potentials are too negative for them to interfere with reductive enzyme systems within the bacteria.
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D013293:Enterococcus faecalis / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D007711:Klebsiella pneumoniae / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D009581:Nitrofurans / Q000138:chemical synthesis* / Q000494:pharmacology; D011514:Proteus vulgaris / Q000187:drug effects; D013210:Staphylococcus / Q000187:drug effects; D013296:Streptococcus pneumoniae / Q000187:drug effects; D013450:Sulfones / Q000138:chemical synthesis / Q000494:pharmacology; D013454:Sulfoxides / Q000138:chemical synthesis / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D009581:Nitrofurans; D013450:Sulfones; D013454:Sulfoxides