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Merck

80073

α-Hydroxymetoprolol

analytical standard

Synonym(s):

3-[4-(1-Hydroxy-2-methoxyethyl)phenoxy]-1-isopropylamino-2-propanol, 4-{2-Hydroxy-3-[(1-methylethyl)amino]propoxy}-α-(methoxymethyl)-benzenemethanol

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About This Item

Empirical Formula (Hill Notation):
C15H25NO4
CAS Number:
56392-16-6
Molecular Weight:
283.36
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329768718
MDL number:
MFCD00871829
Beilstein/REAXYS Number:
6571082

Key Documents

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Quality Level

100

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

68-74 °C

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

OC(CNC(C)C)COC1=CC=C(C(O)COC)C=C1

InChI

1S/C15H25NO4/c1-11(2)16-8-13(17)9-20-14-6-4-12(5-7-14)15(18)10-19-3/h4-7,11,13,15-18H,8-10H2,1-3H3

InChI key

OFRYBPCSEMMZHR-UHFFFAOYSA-N

Related Categories

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5317
BCCD2430
BCBV0619

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B Everts et al.
European journal of clinical pharmacology, 53(1), 23-31 (1997-01-01)
Pain intensity and the plasma concentrations of metoprolol and its major metabolite alpha-hydroxymetoprolol as well as noradrenaline (NA), adrenaline (A) and neuropeptide Y (NPY) were determined in patients with pain due to definite or suspected acute myocardial infarction (AMI) after
Nattee Sirisuth et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 53(3), 301-309 (2002-04-27)
To investigate the influence of alpha-hydroxymetoprolol (AHM) and 4-(2-hydroxy-3-isopropylaminopropoxy)-phenylacetic acid (ACMB), both derived from its first pass metabolism of metoprolol, an in vitro in vivo correlation incorporating first pass metabolite data for metoprolol extended release formulations was developed. Three different
Paula Macedo Cerqueira et al.
Chirality, 15(6), 542-549 (2003-05-30)
Direct stereoselective separation on chiral stationary phase was developed for HPLC analysis of the four stereoisomers of alpha-hydroxymetoprolol in human plasma and urine. Plasma samples were prepared using solid-phase extraction columns and urine samples were prepared by liquid-liquid extraction. The
Vanessa Bergamin Boralli et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 823(2), 195-202 (2005-07-21)
We investigated the stereoselective kinetic disposition and metabolism of metoprolol (MET) in rats. The racemic MET (15 mg/kg) was given by oral gavage and blood samples were collected from 0 to 10h (n=6 at each time point). The enantiomeric concentrations
Diego Alberto Ciscato Cusinato et al.
Journal of pharmaceutical and biomedical analysis, 164, 430-441 (2018-11-18)
Drug transporters and CYP enzymes are important sources of pharmacokinetics (PK) variability in drug responses and can cause various pharmacological and toxicological consequences, leading to either toxicity or an insufficient pharmacological effect. In recent years, the cocktail approach was developed
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