Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Antitumor Substances. XIV. Syntheses of Bisquarternary Ammonium Salts and the Reaction with Nucleophiles
SEIGORO HAYASHIMITSURU FURUKAWAYOKO FUJINONOBUCHIKA ISHIIYOICHI KAMIJO
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1972 Volume 20 Issue 1 Pages 15-20

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Abstract
Several bisquarternary ammonium salts were synthesized and tested as to their antitumor activity. However, none of them exhibited any effective activity. Additionally, alkylation of nucleophiles with quarternary ammonium salts, dimethylaminomethyl p-tolyl ether methiodide and ethylene bis (N, N-diethyl-N-methylammonium iodide), was examined. Dimethylaminomethyl p-tolyl ether methiodide reacted successfully with nucleophiles, such as amine, thiol and alcohol, to give the expected compounds in which p-tolyloxymethyl group was introduced to the nucleophilic compounds. On the other hand, ethylene his (N, N-diethyl-N-methylammonium iodide) reacted with thiophenol and diethyl malonate to give the methylated compounds, methyl phenyl sulfide and diethyl malonate respectively.
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© The Pharmaceutical Society of Japan
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