YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
実験糖尿病試薬の研究 (第1報)
松尾 恒雄武蔵 彬彦内藤 善彦
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1952 年 72 巻 11 号 p. 1456-1459

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As a reagent for testing the properties of oxine derivatives in inducing diabetes, oxine homologs and their azo derivatives were synthesized, and the following facts were found:
1) Compounds which have better inducing properties than oxine: 8-Hydroxyquinaldine, 2, 4-dimethyl-8-hydroxyquinoline, and 5-(phenyl)-azo, 5-(p-tolyl)-azo, and 5-(p-hydroxyphenyl)-azo derivatives of oxine and 8-hydroxyquinaldine.
2) Compounds which do not induce diabetes: 5-(p-Sulfophenyl)- and 5-(m-carboxy-phenyl)-azo-8-hydroxyquinoline, 2, 4-dihydroxyquinaldine, xanthurenic acid, 8-methoxy-quinoline, and 8-methoxyquinaldine.
3) Compounds which induce diabetes and which selectively dyes the Langerhans' island cells: 5-(p-Hydroxyphenyl)-azo-8-hydroxyquinoline and 5-(p-hydroxypherlyl)-azo-8-hydroxyquinaldine.
The syntheses of xanthurenic acid and 2, 4-dihydroxyquinaldine gave slightly different melting points of the intermediate of the former and that of the latter from those described by Mebane and Wiederkehr.

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