Abstract

Anthelmintic activities of various compounds were tested by the oral administration of 1g. of each to human adults. Alkylresorcinol derivatives, such as 2, 4-dihydroxy-5-alkylbenzaldehyde and 2, 4-dihydroxy-3-chloro-5-alkylbenzaldehyde, were found to be ineffective. 2-Chloro-3-methyl-4-thiocyano-6-isopropylphenol was slightly effective, but 4-chloro-3-methyl- and 3-methyl-4-thiocyano-6-isopropylphenol were practically ineffective as an anthelmintic. Of diphenylmethane derivatives, 2, 4-dihydroxy-5-chloro-phenylmethane showed a worm expulsion rate of 83% in the first test, but the rate dropped to 33% in the second trial. The exceptionally high rate shown in the first, test is assumed to have been due to the presence of a minute amount of impurity in the compound. 2-Chloro-4-cyclohexylphenol showed the expulsion rate of 66.6% although the substance possessed a slight unpleasant odor and taste. Diallyl sulfide, on which much expectation was placed, failed to show any anthelmintic activity. A good expulsion rate of 33.3% was shown by phenyldihydroquinazoline, used as its citrate, and it might give a good result with repeated use. Assuming a certain relationship to exist between the decrease of the melting point and the anthelmintic action, fusion compounds of several anthelminties, and a substance obtained by the further addition of digenea extract, expecting an additive action, were prepared. A fusion product of ethyl phenyl thiocarbamide and butyl phenyl thiocarbamide, cyclohexylresorcinol, chlorocyclohexylresorcinol or hexylresorcinol, or with the addition of digenea extract were tried but only the substance prepared br the addition of digenea extract, hexylresorcinol, and cinnamon powder to the fusion product of the two esters showed a worm expulsion rate of 60, 70 and 100%, the others being totally ineffective.

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