Browne J E, Feldkamp J R, White J L, Hem S L
J Pharm Sci. 1980 Dec;69(12):1393-5. doi: 10.1002/jps.2600691210.
The preferential adsorption of the protonated form of weak bases by montmorillonite causes an increase in the pKeff of atrazine. The effect on the acid-base equilibrium of atrazine is related to the exchangeable cation on the surface of montmorillonite. The greatest effect was produced by the presence of 3-hydroxypropylammonium-saturated montmorillonite, which caused the pKeff of atrazine to increase 5.3 units to 6.9. This shift in pKeff causes the protonated form of atrazine to be the predominate species in the pH range encountered in the GI tract and should result in a high degree of adsorption of atrazine. Fraction-bound studies confirmed this hypothesis by demonstrating virtually complete absorption of atrazine by 3-hydroxypropylammonium-saturated montmorillonite up to pH 6. The fraction-bound studies also verified that protonated atrazine is adsorbed more completely by 3-hydroxypropylammonium-saturated montmorillonite than by bentonite USP or sodium-saturated montmorillonite. It is believed that saturation of the clay surface by an organic cation alters the surface environment of the clay, which results in enhanced adsorption of the protonated form of atrazine. The potential utility of montmorillonite saturated with an organic cation as an adsorbent for the emergency treatment of poisoning by weak bases is suggested.
蒙脱石对弱碱质子化形式的优先吸附导致阿特拉津的有效pK值升高。对阿特拉津酸碱平衡的影响与蒙脱石表面的可交换阳离子有关。3-羟丙基铵饱和蒙脱石的存在产生了最大的影响,它使阿特拉津的有效pK值增加了5.3个单位,达到6.9。有效pK值的这种变化导致阿特拉津的质子化形式在胃肠道遇到的pH范围内成为主要物种,并且应该导致阿特拉津的高度吸附。结合分数研究证实了这一假设,通过证明在pH值为6时,3-羟丙基铵饱和蒙脱石几乎完全吸收了阿特拉津。结合分数研究还证实,质子化的阿特拉津被3-羟丙基铵饱和蒙脱石吸附得比美国药典膨润土或钠饱和蒙脱石更完全。据信,有机阳离子对粘土表面的饱和改变了粘土的表面环境,这导致了质子化形式的阿特拉津的吸附增强。有人提出,用有机阳离子饱和的蒙脱石作为弱碱中毒紧急治疗吸附剂的潜在用途。