Title: Pazinaclone
CAS Registry Number: 103255-66-9
CAS Name: 8-[[2-(7-Chloro-1,8-naphthyridin-2-yl)-2,3-dihydro-3-oxo-1H-isoindol-1-yl]acetyl]-1,4-dioxa-8-azaspiro[4.5]decane
Additional Names: (±)-2-(7-chloro-1,8-naphthyridin-2-yl)-3-[(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)carbonylmethyl]isoindolin-1-one
Manufacturers' Codes: DN-2327
Molecular Formula: C25H23ClN4O4
Molecular Weight: 478.93
Percent Composition: C 62.70%, H 4.84%, Cl 7.40%, N 11.70%, O 13.36%
Literature References: Non-benzodiazepine exhibiting mixed agonist/antagonist effects with benzodiazepine receptors; activity resides primarily in the (S)-enantiomer. Prepn: G. Goto, Y. Saji, EP 174858; eidem, US 4695572 (1986, 1987 both to Takeda). Pharmacologic profile: T. Wada, N. Fukuda, Psychopharmacology 103, 314 (1991). HPLC determn in human plasma and urine, of racemate and/or its metabolites: Z. Hussein et al., J. Chromatogr. 613, 105 (1993); of enantiomers and/or their metabolites: eidem, ibid. 113. Clinical pharmacokinetics of racemate and its enantiomers: Z. Hussein et al., Br. J. Clin. Pharmacol. 36, 357 (1993). Clinical evaluation and abuse liability of racemate: G. K. Mumford et al., Exp. Clin. Psychopharmacol. 3, 39 (1995).
Properties: Colorless crystals from methylene chloride/ethyl acetate, mp 238-239°.
Melting point: mp 238-239°
Therap-Cat: Anxiolytic.
Keywords: Anxiolytic.
Status: This monograph has been retired and is no longer subject to revision or update.

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