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R6527

Sigma-Aldrich

Reboxetine mesylate hydrate

>96% (HPLC), solid

Synonym(s):

(2R)-rel-2-[(R)-(2-Ethoxyphenoxy)phenylmethyl]morpholine, Edronax, Vestra

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About This Item

Empirical Formula (Hill Notation):
C19H23NO3 · CH3SO3H · xH2O
CAS Number:
98769-84-7
Molecular Weight:
409.50 (anhydrous basis)
MDL number:
MFCD11046031
UNSPSC Code:
12352200
PubChem Substance ID:
24724592
NACRES:
NA.77

Quality Level

100

assay

>96% (HPLC)

form

solid

storage condition

desiccated

color

white to tan

solubility

H2O: >5 mg/mL at ≤60 °C

shipped in

wet ice

storage temp.

2-8°C

SMILES string

O.CS(O)(=O)=O.CCOc1ccccc1O[C@@H]([C@H]2CNCCO2)c3ccccc3

InChI

1S/C19H23NO3.CH4O3S.H2O/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18;1-5(2,3)4;/h3-11,18-20H,2,12-14H2,1H3;1H3,(H,2,3,4);1H2/t18-,19-;;/m1../s1

InChI key

SZPHEVAYLIVGRC-BAMQSBMESA-N

Application

Reboxetine mesylate hydrate has been used as a selective norepinephrine transport blocker:
  • to study its effects on the surge of dopamine in the cortex of mice brain
  • to study its anti-immobility effects on the behavior of mice
  • to analyze its effects on the probabilistic reversal learning task in rodents

Biochem/physiol Actions

Reboxetine exhibits anti-depressant activity.
Reboxetine mesylate hydrate is a selective noradrenaline uptake inhibitor.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Kasper et al.
Expert opinion on pharmacotherapy, 1(4), 771-782 (2001-03-16)
Several treatment approaches are available for treatment of depression. However, reboxetine is the first selective noradrenaline re-uptake inhibitor. Whereas formerly only noradrenaline re-uptake inhibitors with a mixed mechanism of action were available. These included action not only at noradrenergic, but
Hagar Gelbard-Sagiv et al.
Current biology : CB, 28(14), 2239-2249 (2018-07-10)
An identical sensory stimulus may or may not be incorporated into perceptual experience, depending on the behavioral and cognitive state of the organism. What determines whether a sensory stimulus will be perceived? While different behavioral and cognitive states may share
Charlotte J W Connell et al.
Medicine and science in sports and exercise, 49(9), 1778-1788 (2017-04-30)
Fatigue-induced impairments in the control of eye movements are detectable via reduced eye movement velocity after a bout of prolonged, strenuous exercise. Slower eye movements caused by neural fatigue within the oculomotor system can be prevented by caffeine, and the
Kristine Chobanyan-Jürgens et al.
Scientific reports, 8(1), 7748-7748 (2018-05-19)
Clinical trials and studies with ivabradine implicate cardiac pacemaker channels (HCN4) in the pathogenesis of atrial arrhythmias. Because acute changes in cardiac autonomic tone predispose to atrial arrhythmias, we studied humans in whom profound cardiac sympathetic activation was rapidly relieved
J M Kent
Lancet (London, England), 355(9207), 911-918 (2001-02-07)
A major goal of antidepressant development is to improve on preceding drug classes with agents with greater specificity (and therefore fewer unwanted side-effects) and with more rapid onset of antidepressant action. To this end, four antidepressants with significantly distinct pharmacological
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