N-ヘテロ芳香族の電子的性状(第28報) : 水溶液中アミノピリンとアミノ安息香酸類との相互作用 : ケイ光消失による電荷移動の観察

概要

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The mode of interaction of aminopyrine with 2- and 3-aminobenzoic acids in aqueous media was studied through quenching of fluorescence of aminobenzoic acids by aminopyrine and related compounds, and formation of charge-transfer complexes was presumed from the fo11owing results. (1) Analysis of the data by the Stern-Volmer equation revealed that complexes of 1 : 1 molar ratio were formed between aminopyrine and aminobenzoic acids. (2) The F_0/F-pH curves indicated the participation of non-ionized species of aminopyrine in the complex formation. (3) Relative fluorescence intensities of aminopyrine-aminobenzoic acid system increased with increasing ionic strength. (4) Quenching constants decreased with decreasing polarity of solvents expressed by Z-values. (5) There was a parallel relationship between energy levels of the highest occupied molecular orbitals of pyrazolone derivatives (antipyrine and its 4-substituted derivatives) and quenching constants. (6) In correspondence with the magnitude of energy level values of the lowest empty molecular orbitals of aminobenzoic acids, the quenching constants of mixed systems of pyrazolone derivatives and 3-aminobenzoic acid were larger than those of mixed systems of the respective pyrazolone derivatives and 2-aminobenzoic acid.
公益社団法人日本薬学会の論文
1969-01-25