Structural Formula Vector Image
Title: Duloxetine
CAS Registry Number: 116539-59-4
CAS Name: (gS)-N-Methyl-g-(1-naphthalenyloxy)-2-thiophenepropanamine
Additional Names: (+)-(S)-N-methyl-g-(1-naphthyloxy)-2-thiophenepropylamine; (+)-N-methyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine
Manufacturers' Codes: LY-248686
Molecular Formula: C18H19NOS
Molecular Weight: 297.41
Percent Composition: C 72.69%, H 6.44%, N 4.71%, O 5.38%, S 10.78%
Literature References: Dual serotonin and norepinephrine reuptake inhibitor (SNRI). Prepn: D. W. Robertson et al., EP 273658; eidem, US 5023269 (1988, 1991 both to Lilly); and abs config: J. Deeter et al., Tetrahedron Lett. 31, 7101 (1990). Improved process: R. A. Berglund, US 5362886 (1994 to Lilly). Pharmacology: D. T. Wong et al., Neuropsychopharmacology 8, 23 (1993). Neurochemical effects in vivo: R. W. Fuller et al., J. Pharmacol. Exp. Ther. 269, 132 (1994). Determn of chiral purity: E. C. Rickard, R. J. Bopp, J. Chromatogr. A 680, 609 (1994). Clinical pharmacokinetics: A. Sharma et al., J. Clin. Pharmacol. 40, 161 (2000). Clinical trial in stress incontinence: P. A. Norton et al., Am. J. Obstet. Gynecol. 187, 40 (2002); in depression: M. J. Detke et al., J. Psychiatr. Res. 36, 383 (2002).
Derivative Type: Hydrochloride
CAS Registry Number: 136434-34-9
Trademarks: Ariclaim (Lilly); Cymbalta (Lilly); Yentreve (Lilly)
Molecular Formula: C18H19NOS.HCl
Molecular Weight: 333.88
Percent Composition: C 64.75%, H 6.04%, N 4.20%, O 4.79%, S 9.60%, Cl 10.62%
Properties: White solid. pKa in DMF-water (66:34): 9.6.
pKa: pKa in DMF-water (66:34): 9.6
Therap-Cat: Antidepressant; in treatment of stress urinary incontinence.
Keywords: Antidepressant; Serotonin Noradrenaline Reuptake Inhibitor (SNRI).

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