YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
m-Aminophenol蒸留残渣の利用研究
3,3´-Dihydroxydiphenylamine誘導体の合成
奥村 健太郎井上 一三林 五朗團野 保
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1959 年 79 巻 11 号 p. 1373-1378

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As a means of utilizing 3, 3′-dihydroxydiphenylamine in the distillation residue of m-aminophenol, the amine or its methylated 3, 3′-dimethoxydiphenylamine was derived to 2, 8-dihydroxyphenothiazine or 2, 8-dimethoxyphenothiazine by fusion reaction with sulfur and anthelmintic action of these compounds was compared with that of phenothiazine and piperazine phosphate. 2, 8-Dihydroxyphenothiazine was so unstable that it was derived to its triacetate. The amino group in these diphenylamines was reacted with alkylaminoalkyl chloride with sodium amide or sodium hydride as the dehydrochlorination agent and 3, 3′-dimethoxydiphenylamine and 2, 8-dimethoxyphenothiazine, substituted with diethylaminoethyl, dimethylaminoethyl, diethylaminopropyl, and 1-methyl-3-piperidylmethyl groups were prepared. Antihistamine action of these derivatives was compared with that of chlorpromazine and Anergen.

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