Abstract
o-Aminophenol dodecyl ether showed some antibacterial action in vitro against tubercle bacilli but it was found to be sparingly soluble in water that its water-soluble derivatives were sought. o-Guanylphenol dodecyl ether hydrochloride, sodium o-dodecyloxyanilinomethanesulfonate, and sodium o-dodecyloxyanilinoacetate were prepared for this purpose and these compounds showed some antibacterial action against the human type tubercle bacilli in Kirchner medium, the guanylphenol dodecyl ether having a positive radical showing the best efficacy. Therefore, butyl, octyl, dodecyl, and hexadecyl ethers of this series were prepared and their antibacterial action against human type tubercle bacilli was examined in Kirchner medium. The antibacterial action was found to increase with the increase in the number of carbon atoms in the alkyl chain, attaining the maximum at aroundC12 and decreasing thereafter. Comparison of butyl and dodecyl ethers of sodium o-alkoxyanilinomethanesulfonate also indicated that there is a same tendency in therelationship between the size of the alkyl group and antibacterial power.
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