Sulfur derivatives of N,N-disubstituted amides of long chain fatty acids and their antimicrobial activities

Mercaptoacetic acid was added to the internal double bond of N,N‐disubstituted oleamides and the terminal double bond of 11‐undecenoylmorpholine. Unreacted starting materials were removed by distillation and as urea complexes. The internal carboxyl group of N,N‐disubstituted‐9(10)‐(carboxymethylthio...

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Published inJournal of the American Oil Chemists' Society Vol. 52; no. 11; pp. 455 - 456
Main Authors Mod, R.R, Magne, F.C, Sumrell, G, Novak, A.F
Format Journal Article
LanguageEnglish
Published Berlin/Heidelberg Springer-Verlag 01.11.1975
Subjects
Amides - pharmacology
Bacteria - drug effects
Disinfectants - chemical synthesis
Fatty Acids - pharmacology
Microbial Sensitivity Tests
Morpholines - pharmacology
Sulfides - pharmacology
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Summary:Mercaptoacetic acid was added to the internal double bond of N,N‐disubstituted oleamides and the terminal double bond of 11‐undecenoylmorpholine. Unreacted starting materials were removed by distillation and as urea complexes. The internal carboxyl group of N,N‐disubstituted‐9(10)‐(carboxymethylthio)stearamides and the terminal carboxyl group of 11‐(carboxymethylthio)undecanamide were esterified. Screening for broad range antimicrobial activity againstCandida albicans, Staphylococcus aureus, Escherichia coli, andAspergillus species indicated that all compounds tested were active. However, 9(10)‐(carbomethoxymethylthio)stearoylmorpholine and 9(10)‐carbethoxymethylthio)stearoyl‐4‐methylpiperidine were the most effective and strongly inhibited the growth of all organisms tested.
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7608681
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ISSN:0003-021X
1558-9331
DOI:10.1007/BF02637488