Abstract
Alkyl and dialkyl ethers of resorcinol and hydroquinone were prepared in which the alkyl was methyl, ethyl, butyl, hexyl, octyl, decyl, dodecyl, tetradecyl, or hexadecyl. Antibacterial action of monoalkyl ethers against tubercle bacilli was tested in the Kirchner medium. All the ethers showed a small action but the action increased with the increase in the number of carbon in the alkyl, reaching the maximum at around C12, and falling thereafter. Summarizing the results obtained to date, the influence of the alkyl group appeared in the antibacterial action, irrespective of the difference in NH2 and OH, or the position of such functional groups and it was concluded that such influence was due solely to the alkyl group. In order to find the difference in antibacterial action according to the difference of substituent position in the three isomers of dihydric phenol monoethers and aminophenol ethers, the action of C8 and C12 ethers was compared by concurrent incubation. It was found that the activity of dihydric phenols was in the order or ortho ≥ meta > para, and that of aminophenol ethers was ortho > meta > para; in the case of difference of hydroxy and amino groups, the order in ortho and meta was NH2 > OH, while that in para compound was NH2 ≥ OH.
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