Chemical and Pharmaceutical Bulletin p. 529 - 536 (2000)
Update date:2022-08-03
Sugi, Kiyoshi
Itaya, Nobushige
Katsura, Tadashi
Igi, Masami
Yamazaki, Shigeya
Ishibashi, Taro
Yamaoka, Teiji
Kawada, Yoshihiro
Tagami, Yayoi
Otsuki, Michiya
Ohshima, Takao
Paroxetine, a potent and selective inhibitor of 5-hydroxytryptamine (serotonin) uptake, was prepared through a piperidine derivative, which was reported to be one of the paroxetine metabolites in humans. Thus, the piperidine derivative was converted to its N-tert-butoxycarbonyl (N-Boc) derivative, which was then converted to N-Boc paroxetine. Paroxetine hydrochloride propan-2-ol (isopropyl alcohol (IPA)) solvate crystals were directly obtained from the N-Boc paroxetine by adding hydrogen chloride to the N-Boc paroxetine IPA solution. The amount of IPA content in the crystals was reduced by drying with a continuous change of powder X-ray diffraction patterns. Other characterizations of the solvate crystals were also conducted.
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