Synthesis of 2-(4-azulenyl)ethanamine derivatives as a nonbenzenoid analog of biogenic amine.

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概要

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• 2-(4-Azulenyl)ethanamine derivatives, nonbenzenoid analogs of the biologically active amine, were synthesized by the action of methyleneammonium salts on sodium 4-methylazulenide, sodium 4,6,8-trimethylazulenide, and sodium guaiazulenide. These compounds, as well as their hydrochlorides, were characterized by UV, IR, <SUP>1</SUP>H NMR, <SUP>13</SUP>C NMR, and MS data. The reaction of sodium guaiazulenide and <I>N</I>-ethylidenemethylamine also yielded the corresponding 2-(4-azulenyl)ethanamine derivatives, but the low yield of the product showed that the electrophilicity of azomethine carbon atom to 4-methylene carbanion was insufficient. The enzyme activity for some of those products was investigated. Negligible effect was found on prostaglandin 15-hydroxydehydrogenase, and considerable inhibition to cyclic AMP-phosphodiesterase, <I>in vitro</I>.

• 公益社団法人 日本化学会の論文

著者

• Kurokawa Shinji

  Department of Chemistry, Faculty of Education, Saga University

関連論文

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• Synthesis of 2-(1-azulenyl)ethanamine derivatives by aminoethylation of azulenes with aziridines.
• The Thermal Reaction of 3-Formylguaiazulene
• The Thermal Reaction of 3-Acetylguaiazulene with Sulfur
• Synthesis of 2-(4-azulenyl)ethanamine derivatives as a nonbenzenoid analog of biogenic amine.
• The Thermal Reaction of 3-Benzoylguaiazulene and Methyl Guaiazulene-3-carboxylate
• The Reaction of Cadalene and Eudalene with Sulfur

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