S. Senda, K. Hirota, J. Notani
Jan 25, 1974
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Chemical & pharmaceutical bulletin
Abstract
As a part of our studies on the structure-activity relationship of 1, 3-disubstituted 5-dimethylamino-6-methyluracil derivatives, the authors have synthesized 1, 3-disubstituted 5-dimethylaminouracils (B) and 1, 3-disubstituted 5-dimethylamino-6-ethyluracils (C) and investigated their pharmacological activity. In the synthesis, 1, 3-disubstituted uracils (7, 10-13) were made to react with bromine and the resulting 5-bromouracils (14-18) were heated with dimethylamine in DMF to give compounds (B). Ethyl 3-oxovalerate was condensed with phenylurea to afford 6-ethyl-3-phenyluracil (25) ; 3-position of it was alkylated and 5-position was brominated and further dimethylaminated to give compounds (C). In the pharmacological tests, compound (C) showed nearly same analgetic action as that of compounds (A) while compounds (B) scarcely showed such an action. Both (B) and (C) did not exhibit antipyretic action.