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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Özgür Devrim Can et al.
European journal of pharmacology, 699(1-3), 250-257 (2012-10-27)
The present study was designed to investigate the putative effect of vitexin, a flavone C-glucoside present in some drugs, medicinal plants and nutraceuticals, on the central nervous system. Vitexin (10-30 mg/kg) did not show significant alterations in the behaviour of
Matthew P Wilkinson et al.
Brain and neuroscience advances, 4, 2398212820907177-2398212820907177 (2020-03-29)
Deficits in reward processing are a central feature of major depressive disorder with patients exhibiting decreased reward learning and altered feedback sensitivity in probabilistic reversal learning tasks. Methods to quantify probabilistic learning in both rodents and humans have been developed
Jeremy Koppel et al.
Journal of neurochemistry, 148(1), 127-135 (2018-09-22)
In Alzheimer's disease, the phosphorylation of tau is a critical event preceding the formation of neurofibrillary tangles. Previous work exploring the impact of a dopamine blocking antipsychotic on tau phosphorylation in a tau transgenic model suggested that extracellular dopamine may
Patrick Neiens et al.
Biomedical chromatography : BMC, 32(7), e4231-e4231 (2018-03-04)
MS Binding Assays represent a label-free alternative to radioligand binding assays. In this study, we present an LC-ESI-MS/MS method for the quantification of (R,R)-4-(2-benzhydryloxyethyl)-1-(4-fluorobenzyl)piperidin-3-ol [(R,R)-D-84, (R,R)-1], (S,S)-reboxetine [(S,S)-2], and (S)-citalopram [(S)-3] employed as highly selective nonlabeled reporter ligands in MS
Dennis K Miller et al.
The Journal of pharmacology and experimental therapeutics, 302(2), 687-695 (2002-07-20)
The present study determined whether repeated administration of the antidepressant and selective norepinephrine (NE) uptake inhibitor reboxetine resulted in an adaptive modification of the function of the NE transporters (NETs), serotonin (5-HT) transporters, or dopamine (DA) transporters. Because antidepressants may
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