3955. Femoxetine

Nomenclature

CAS number: 59859-58-4
(3R,4S)-3-[(4-Methoxyphenoxy)methyl]-1-methyl-4-phenylpiperidine; (+)-trans-1-methyl-3-[p-(methoxy)phenoxymethyl]-4-phenylpiperidine.
C20H25NO2; mol wt 311.42.
C 77.14%, H 8.09%, N 4.50%, O 10.28%.

Description and references

Serotonin uptake inhibitor. Prepn: J. A. Christensen, R. F. Squires, BE 810310; eidem, US 3912743 (1974, 1975 both to A/S Ferrosan). Neuropharmacology: J. B. Lassen et al., Psychopharmacologia 42, 21 (1975). Pharmacology and toxicity: eidem, Eur. J. Pharmacol. 32, 108 (1975). GC determn in body fluids: E. Bechgaard, J. Lund, J. Chromatogr. 133, 147 (1977). Metabolism: H. Larsson, J. Lund, Acta Pharmacol. Toxicol. 48, 424 (1981). Bioavailability and pharmacokinetics: H. Mengel et al., Arzneim.-Forsch. 33, 462 (1983). Double-blind clinical trials in treatment of migraine: P. G. Andersson, E. N. Petersen, Acta Neurol. Scand. 64, 280 (1981); in treatment of endogenous depression: L.-E. Dahl et al., Acta Psychiatr. Scand. 66, 9 (1982); P. N. Reebye et al., Pharmacopsychiatria 15, 164 (1982).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 56222-04-9
FG-4963; Malexil (Ferrosan).
C20H25NO2.HCl; mol wt 347.88.
C 69.05%, H 7.53%, N 4.03%, O 9.20%, Cl 10.19%.

Properties

LD50 in female, male mice (mg/kg): 48, 45 i.v.; 941, 723 s.c.; 1408, 1687 orally (Lassen).

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Serotonin Uptake Inhibitor