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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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format

neat

Quality Level

100

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

SMILES string

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

InChI key

OFRYBPCSEMMZHR-UHFFFAOYSA-N

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)

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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K Balmér et al.
Journal of chromatography, 553(1-2), 391-397 (1991-08-16)
The two enantiomers of metoprolol and the four enantiomeric forms of alpha-hydroxymetoprolol were separated by liquid chromatography on a Chiralcel OD column containing a cellulose tris(3,5-dimethyl-phenylcarbamate) chiral stationary phase. The column efficiency was strongly dependent on the flow-rate and the
S W Ellis et al.
The Biochemical journal, 316 ( Pt 2), 647-654 (1996-06-01)
Cytochrome P-450 2D6 (CYP2D6) is an important human drug-metabolizing enzyme responsible for the oxidation of more than 30 widely used therapeutic agents. The enzymes encoded by the published genomic [Kimura, Umeno, Skoda, Meyer and Gonzalez (1989) Am. J. Hum. Genet.
H Shimizu et al.
Arzneimittel-Forschung, 42(6), 802-806 (1992-06-01)
The maximum plasma concentrations (Cmax) after oral administration of 120 mg tablets of slow-release metoprolol (CAS 37350-58-6) to 75 Japanese healthy male volunteers and 15 arrhythmic patients were measured. Extensive and poor metabolizers after oral administrations of slow-release metoprolol tablets
Carrie A Morris et al.
Antimicrobial agents and chemotherapy, 58(10), 5900-5908 (2014-07-30)
The objectives of this study were to characterize any drug-drug interaction between the antimalarial Pyramax (pyronaridine-artesunate [PA]) and the CYP2D6 probe substrate metoprolol and to assess the safety of 60-day or 90-day PA redosing, particularly with regard to liver biochemistry
D R Sohn et al.
Therapeutic drug monitoring, 14(3), 184-189 (1992-06-01)
We examined the utility of the postdose 3-h plasma metabolic ratio (MR) as a phenotyping method for assessing genetically determined debrisoquine-type oxidation polymorphism after an oral dose of 100 mg of metoprolol tartrate administered to 402 unrelated, healthy, and native
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