Hydrophobicity Change on N-Oxidation of Some 4-Aminoquinolines

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概要

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• The change in hydrophobicity on N-oxidation of the ring nitrogen of quinoline and its 4-amino derivatives was determined by the shake-flask method and reverse phase liquid chromatography (RPLC), buffered at an appropriate pH. Hydrophobicity was expressed as log partition coefficient (log P) (shake flask) or log capacity factor in 100% water (log k_w) (RPLC). It was found that the ring nitrogen, when unprotonated, was less polar than the corresponding N^+-O^- fragment of the N-oxide. When protonated however, the N^+-H fragment was more polar than the N^+-O^- fragment. Correlationship was observed vetween the log P and log k_w values of six phenolic compounds of the series. The derived Collander-type equation was log P=-6.78+3.73log k_w (n=6,r=0.972).

• 公益社団法人日本薬学会の論文
• 1988-04-25

著者

• Go M

  National Univ. Singapore Singapore

• Go Mei

  Department Of Pharmacy National University Of Singapore

• Ngiam T

  National Univ. Singapore Singapore Sgp

• Ngiam Tong

  Department Of Pharmacy National University Of Singapore

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