医薬品の分解とその安定化(第12報)アミノアルキルエステルの構造と安定性についてその4

概要

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In order to examine the structure and stability relationship of tertiary amine of aminoalkylesters, derivatives of [(C_6H_5)(m-CH_3O-C_6H_4) CHCOOCH_2CH_2R^3] were synthesized, changing R^3 to N (CH_3)_2 (I), N (C_2H_5)_2 (II), N (n-C_3H_7)_2 (III), N (iso-C_3H_7)_2 (IV), N (n-C_4H_9)_2 (V), [chemical formula] (VI) and [chemical formula] (VII). By the use of a protonated amine ester as a reaction species, catalytic constants of hydrogen ion (k_H) and hydroxyl ion (k_<OH>) were determined. The substituents in tertiary amine ester were less effective, either for k_H or k_<OH> than in secondary amine ester. Although the reactivity of diethylamino esters decreased in the order of secondary amine>tertiary amine≈quaternary ammonium salt for k_H, or secondary amine>tertiary amine>>quaternary ammonium salt for k_<OH>, the ratios of (k_H)_<sec>/(k_H)_<ter> and (k_<OH>)_<sec>/(k_<OH>)_<ter> (sec and ter denoting secondary and tertiary, respectively) decreased when the ester reactivity decreased.
公益社団法人日本薬学会の論文
1975-03-25