CAS 98769-84-7|Reboxetine (mesylate)

Introduction:Basic information about CAS 98769-84-7|Reboxetine (mesylate), including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameReboxetine (mesylate)
CAS Number98769-84-7Molecular Weight409.496
Density/Boiling Point443.7ºC at 760 mmHg
Molecular FormulaC20H27NO6SMelting Point170-171ºC
MSDS/Flash Point188.2ºC

Names

NameReboxetine mesylate
SynonymMore Synonyms

Reboxetine (mesylate) BiologicalActivity

DescriptionReboxetine Mesylate is a norepinephrine reuptake inhibitor use in the treatment of unipolar depression.Target: OthersReboxetine is a drug of the norepinephrine reuptake inhibitor class. Reboxetine dose-dependently and potently inhibits locus coeruleus neuronal firing in rats with ED50 of 191 μg/kg. Reboxetine inhibition of the locus coeruleus neurons is reversible by the α2 antagonist piperoxan (1.5 mg/kg, IV). Reboxetine dose-dependently reverses reserpine-induced blepharospasm and hypothermia in the mouse. Reboxetine is also found to antagonize clonidine-induced hypothermia dose-dependently in mice. Reboxetine reverses reserpine-induced blepharospasm and hypothermia in rats with ED50 of 10 mg/kg and 3 mg/kg (p.o.), respectively [1]. Reboxetine is associated with a markedly lower relapse rate than placebo (22% vs. 56%) and a greater cumulative probability of a maintained response during long-term treatment in patients with recurrent DSM-III-R major depression. Reboxetine effectively prevents recurrence of depressive symptoms following episode resolution [2]. Acute systemic administration of Reboxetine (0.3 mg/kg-20 mg/kg) dose-dependently increases extracellular norepinephrine in the rat frontal cortex while having no effect on extracellular serotonin. Reboxetine (20 mg/kg) also increases extracellular dopamine in the rat frontal cortex. Chronic administration of Reboxetine for 14 days results in elevated basal concentrations of extracellular norepinephrine and dopamine and a greater net increase of extracellular norepinephrine and dopamine, but not serotonin in the rat frontal cortex [3].
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Neurological Disease
References

[1]. Wong, E.H., et al., Reboxetine: a pharmacologically potent, selective, and specific norepinephrine reuptake inhibitor. Biol Psychiatry, 2000. 47(9): p. 818-29.

[2]. Versiani, M., et al., Reboxetine, a unique selective NRI, prevents relapse and recurrence in long-term treatment of major depressive disorder. J Clin Psychiatry, 1999. 60(6): p. 400-6.

[3]. Page, M.E. and I. Lucki, Effects of acute and chronic reboxetine treatment on stress-induced monoamine efflux in the rat frontal cortex. Neuropsychopharmacology, 2002. 27(2): p. 237-47.

Chemical & Physical Properties

Boiling Point443.7ºC at 760 mmHg
Melting Point170-171ºC
Molecular FormulaC20H27NO6S
Molecular Weight409.496
Flash Point188.2ºC
Exact Mass409.155914
PSA102.47000
LogP4.10740
InChIKeyCGTZMJIMMUNLQD-STYNFMPRSA-N
SMILESCCOc1ccccc1OC(c1ccccc1)C1CNCCO1.CS(=O)(=O)O
Storage condition2-8°C
Water SolubilityH2O: ~8 mg/mL at ≤60 °C

Safety Information

Safety PhrasesS22-S24/25
WGK Germany3

Synonyms

Morpholine, 2-[(R)-(2-ethoxyphenoxy)phenylmethyl]-, (2R)-, methanesulfonate (1:1)
REBOXETINE MESYLATE HYDRATE
REBOXETINE,MESYLATE
(2R)-rel-2-[(R)-(2-Ethoxyphenoxy)phenylmethyl]morpholine
EDRONAX
VESTRA
(2R)-2-[(R)-(2-Ethoxyphenoxy)(phenyl)methyl]morpholine methanesulfonate (1:1)
REBOXETINE, MESYLATE
Reboxetine (mesylate)
REBOXETINE MESILATE
Reboxetine hydrate mesylate
Reboxetinemesylate
(±)-(2R*)-2-[(aR*)-a-(o-Ethoxyphenoxy)benzyl]morpholine Methanesulfonate
RAC-N-BENZYL-N-[2-HYDROXYL-2-(4-BENZYLOXY-3-FORMAMIDOPHENYL)-ETHYL]-3-(4-METHOXYPHENYL)-2-PROPYLAMINE-D6
MFCD02184016
REBOXETIN MESYLATE
2-[(2-Ethoxyphenoxy)phenylmethyl]morpholine mesylate
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