title: [Physicochemical properties of suplatast tosilate racemate and enantiomers].
abstract: The physicochemical properties of the enantiomer and racemates of suplatast tosilate (ST) were investigated by means of infrared spectroscopy, solid-state 13C CP/MAS NMR spectroscopy, thermal analysis, and X-ray diffraction analysis, and by measuring the solubility and hygroscopy. The infrared and NMR spectra and X-ray diffraction pattern of the enantiomer were distinctly different from those of the racemate. The melting point of the enantiomer was lower than that of the racemate by 5 degrees C, while the solubility of the enantiomer was 1.3 times higher than that of the racemate. The hygroscopic rate of the enantiomer was greater than that of the racemate. These results suggested that ST was classified into a racemic compound crystal. Furthermore, by comparing the relative peak intensity ratios on X-ray diffraction patterns of the crystals with various optical purities prepared by recrystallization, it was found that a mixture of racemic compound crystals and either of racemic mixture crystals or racemic solid solutions was obtained by recrystallization of ST in the content of 0 to 64%ee, while the recrystallization of ST in the content of more than 64%ee led to the formation of racemic mixture crystals or racemic solid solutions.
authors.affiliation: Saitama Factory, Taiho Pharmaceutical Co., Ltd., Japan.
authors.forename: T
authors.initials: T
authors.lastname: Ushio
authors.forename: K
authors.initials: K
authors.lastname: Endo
authors.forename: K
authors.initials: K
authors.lastname: Yamamoto
mesh_terms: D018926:Anti-Allergic Agents / Q000737:chemistry; D001190:Arylsulfonates / Q000737:chemistry; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D013237:Stereoisomerism; D013452:Sulfonium Compounds / Q000737:chemistry
chemical_list: D018926:Anti-Allergic Agents; D001190:Arylsulfonates; D013452:Sulfonium Compounds; C073028:suplatast tosilate