Vol. 0 and 6 are the same(') pg/nil), although the chemical and physical properties of the n-butyl, isobutyl, see-butyl, and /-butyl compounds vary significantly. Likewise, unsaturation in the alkyl chain does not seem to influence the bacteriostatic activity. The MIC of the 9-n-decenyl compound ( 14) is 1 he same as that of the n-decyl derivative (13). However, slight changes in the anilide portion of the molecule cause considerable variation in activity. For example, l-(3,4-diehlorophenyl)-3-Ai"Oetyhm>a (10) inhibited the test organism at 0.2 pg/ml, whereas l-(4-chlorophenyl)-8-a-octylurea (27) did not inhibit the organism at 20 gg 'ml. Since the bisureas (20-26) were not effective at the highest concentration tested ("i gg/ml), no relationship of chain length to activity can be postulated. It is interesting to note that 3,4-dichloroaniline, an expected hydrolysis product from all these compounds, is not as active under our test conditions as most of the ureas.These compounds were also tested against Escherichia cali ATOO 11229. They were found to be inactive1 at."A) Mg/'ml.Acknowledgments. The1 authors wish to express their sincere appreciation to l)rs. E. Jungermann and D. Taber and to Mrs. Belen C. Brown for many helpful discussions, and to James McMenamiti and Mrs. Maria Trutenko for many of the necessary chemical and bacteriological analyses.
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