Halonitroanilides and Their Bacteriostatic Activity

Abstract

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.

Applications of Synthetic Dyes to Biological Problems

“…The azo dye pyridium (aniline ->-2,6-diaminopyridine hydrochloride) is an inhibitor of E. coli and some cocci and finds use as a dental, surgical, and urinary antiseptic, 250 but is more frequently employed as a urinary analgesic. DIAZO AND Azo COMPOUNDS 4,4'-Diamidinodiazoaminobenzene (XXXVIII) (Berenil, Hoechst) is a veterinary trypanocide; limited clinical trials in human trypanosomiasis have been favorable.…”

Synthesis and Biological Evaluation of 2-(3-Fluoro-4-nitro phenoxy)-N-phenylacetamide Derivatives as Novel Potential Affordable Antitubercular Agents

“…To date there have been no reports describing the synthesis and antitubercular assessment of its derivatives. Moreover, the antibacterial activity of halonitroanilides were documented and lots of compounds with nitro groups, such as nitrofurans and nitroimidazoles, have demonstrated broad spectrum antibacterial activities [ 10 , 11 ]. Encouraged by the prominent activity of the 2-phenoxy- N -phenylacetamide skeleton and the halonitroanilides moiety, we proposed to synthesize some novel compounds containing a 2-(3-fluoro-4-nitrophenoxy)- N -phenylacetamide nucleus by a molecular hybridization approach, aiming to search for potential candidates with better antitubercular activities and good safety profiles.…”