To find chemotherapeutic agents for influenza and polio virus and adeno virus, alkylbiguanide, arylbiguanide, 1-aryl-4, 6-diamino-1, 2-dihydro-1, 3, 5-triazine, 4-amino-6-arylamino-2-alkyl-1, 3, 5-triazine, 2, 4-diamino-5-alkyl-6-hydroxypyrimidine, and 2, 4-diamino-5-aryl-6-alkylpyrimidine were synthesized. In process of the synthesis of these compounds, it was found that the reaction of arylbiguanide with ethyl ester of carboxylic acid afforded, without the presence of alkaline catalyst, 4-amino-6-arylamino-2-alkyl-1, 3, 5-triazine. None of the compounds of this series showed activity on any of the viruses. Among these compounds, however, butyl-aned hexyl-biguanide and 1-(p-tolyl)-, 1-(o-methoxyphenyl)-, 1-(p-methoxyphenyl)-, 1-(o-ethoxyphenyl)-, and 1-(p-ethoxyphenyl)-4, 6-diamino-2, 2-dimethyl-1, 2-dihydro-1, 3, 5-triazine had inhibitory action on the growth HeLa cells.
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