イミダゾリジノン系化合物の薬剤学的研究(第3報) : 3-Phenyl-4-imidazolidinoneの安定性について

抄録

The stability of 3-phenyl-4-imidazolidinone (IMO-4), a parent derivative in the imidazolidinone series, was kinetically investigated. IMO-4 was found to be markedly more stable than the previously reported derivatives having substituents at 2-position. The behavior of IMO-4 in decomposition was similar to those of the 2-substituted derivatives in the region of pH 3.5-10, the decomposition resulting in the formation of formaldehyde and glycylaniline. In addition, the decomposition proceeded in apparent first order with respect to IMO-4 at pH 3.5-5, and a reversible reaction at pH 6-10, reaching a chemical equilibrium. At pH values below 3 or above 10, however, a different decomposition mechanism was observed. In these regions direct formation of aniline was predominant over the formation of formaldehyde and glycylaniline. Hydrolysis of the latter compound was brought about mainly by the participation of H⁺ or OH^-, and a high acidity or basicity rapidly increased the decomposition rate.