N. Iimura, Keiju Sawada, Y. Ohashi
Nov 1, 1999
Citations
0
Influential Citations
12
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
Water-insoluble drugs, 1-(2,4,6-trihydroxyphenyl)-1-propanone (flopropione) and 4-chloro-m-cresol, formed crystalline complexes with cationic surfactants, such as hexadecyl-, tetradecyl-, dodecyl-, and decyltrimethylammonium bromides, in a solubilized solution system when the solutions were kept at temperatures lower than 288 K and the solubilities of the crystalline complexes were significantly greater than those of only the drugs. Moreover, the complex crystals were more thermostable than only the drugs. The crystal structures of three complexes (4-chloro-m-cresol and hexadecyltrimethylammonium bromide (I), flopropione and tetradecyltrimethylammonium bromide (II), and flopropione and hexadecyltrimethylammonium bromide (III)) were analyzed by the X-ray diffraction method. These complexes were composed of the surfactant and drug molecules in a ratio of 1 : 1 (III) or 2 : 1 (I or II). In each crystal, the drug molecule was sandwiched by the alkyl chains of the surfactant molecules; the hydroxy group of the...