クマリン誘導体の合成研究(第21報) : 3-Coumarinacetamideおよび3,4-Dihydro-2-oxo-2H-benzopyran-3-carboxamide誘導体の合成

概要

論文の詳細を見る
From 3-coumarincarboxylic acid (I) and 3-coumarinacetic acid (III), 3-carboxamides and 3-acetamides were prepared by the use of pyrrolidine, piperidine, and morpholine. Nitration of I and III resulted in introduction of the nitro group into 6-position, the compounds were derived to amides, and reduced catalytically over palladium-carbon, affording 6-amino-3-coumarincarboxamides and -3-acetamides. Catalytic reduction of 3-coumarincarboxamides over platinum oxide resulted in hydrogenation of 3- and 4-positions and gave dihydrocoumarin derivatives. Toxicity of these amides was examined by measuring their SD_<50>, HD_<50>, and LD_<50> in mice, and it was found that the introduction of an amino group into 6-position of the coumarin ring and hydrogenation of 3-and 4-positions resulted in decrease of the physiological activity as well as the toxicity, that the 3-acetamides have weaker action and weaker toxicity than the 3-carboxamides, and that morpholide is weaker in action and toxicity than pyrrolidide and piperidide.
公益社団法人日本薬学会の論文
1968-06-25