強心性ステロイドアナログの研究(第5報) : 17β(orα)-Isoxazolyl and Pyrazolyl-16-methyl-14β(or α)-androst-5-enesの合成

概要

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In order to examine the cardiotonic and other biological activities, synthesis of steroids with N-heterocyclic ring was carried out. Reaction of 3β-acetoxy-20-ethoxy-21-formylpregna-5,20-diene (II) with hydroxylamine, hydrazine, methylhydrazine, and phenylhydrazine afforded the corresponding androsten-17-yl isoxazole and pyrazole derivatives (III -VII). In a similar manner, 17β(or α)-isoxazolyl and pyrazolyl-16-methyl-14β(or-α)-androst-5-enes (X-XV, XVIII-XXII) were prepared from the corresponding unsaturated aldehydes having 14,17-cis configuration (IX, XVII). The position of the pyrazole ring linked to the steroid ring was established on the basis of nuclear magnetic resanace (NMR) spectral data as listed in Table I.
公益社団法人日本薬学会の論文
1970-05-25