4-Iminobarbiturates : Tautomerism and Electrochemical Behavior in Relation to N(3) Substitution

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概要

• 論文の詳細を見る

• Tautomerism of 4-iminobarbiturates depends upon the presence of a substituent on the N(3)atom. The ultraviolet, infrared, proton nuclear magnetic resonance, ^<13>C-nuclear magnetic resonance and mass spectrum data show that 3-alkylated compounds present an imido system while 3-unalkylated ones are characterized by an amidinoketone system.The electrochemical bahavior of these two groups was studied by polarography, cyclic voltammetry and controlled potential electrolysis in dipolar aprotic solvents (dimethyl sulfoxide and hexamethyl phosphoric triamide), and was found to be related to the structure : the reduction of 3-substituted compounds is more difficult (about 0.2 V) than the reduction of 3-unalkylated products. The monoelectronic mechanism of this reduction was determied and confirmed by the electrochemically induced formation of an anion which can be alkylated using methyl iodide.

• 公益社団法人日本薬学会の論文
• 1988-02-25

著者

• Giraud Christophe

  Laboratoire De Chimie Analytique Faculte De Pharmacie De L'universite Paris-sud

• GUEUTIN CLAIRE

  Laboratoire de Chimie Analytique, Faculte de Pharmacie de l'Universite Paris-Sud

• LAFONT OLIVIER

  Faculte de Pharmacie de l'Universite Paris-Sud

• GUERNET MICHEL

  Laboratoire de Chimie Analytique, Faculte de Pharmacie de l'Universite Paris-Sud

• MIOCQUE MARCEL

  Faculte de Pharmacie de l'Universite Paris-Sud

• Guernet Michel

  Laboratoire De Chimie Analytique Faculte De Pharmacie De L'universite Paris-sud

• Lafont Olivier

  Faculte De Pharmacie De L'universite Paris-sud:centre De Pharmacochimie Du Madrillet Faculte De

• Miocque Marcel

  Faculte De Pharmacie De L'universite Paris-sud

• Gueutin Claire

  Laboratoire De Chimie Analytique Faculte De Pharmacie De L'universite Paris-sud

関連論文

• 4-Iminobarbiturates : Tautomerism and Electrochemical Behavior in Relation to N(3) Substitution

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