1961 年 81 巻 7 号 p. 972-975
Pharmaceutics sparingly soluble in water but possessing a hydroxyl group were led into quaternary ammonium-type derivatives to give water solubility. The compounds were first led to bromoacetate by application of bromoacetyl bromide in pyridine and addition of tertiary amine to its product gave the quaternary ammonium salts. Pharmaceutics used were hydrocortisone (Ia), prednisolone (Ib), and dexamethasone (Ic). The amines used were trimethylamine, triethylamine, N4-methyl-morpholine, pyridine, and triethanolamine for (Ia) and triethylamine for (Ib) and (Ic), using acetone as the solvent for addition reaction, becuase the use of alcohol as a solvent resulted in alcoholysis and the objective could not be obtained. The quaternary ammonium-type derivatives (III) synthesized formed crystals with the exception of pyridine adduct and their pharmacological activity was about equal to that of sodium hydrogensuccinate derivatives.