UNII:C19D0413EL

Names

[ Name ]:
UNII:C19D0413EL

[Synonym ]:
1-[4-(1-Hydroxy-2-methoxyethyl)phenoxy]-3-(isopropylamino)-2-propanol
3-[4-(1-Hydroxy-2-methoxyethyl)phenoxy]-1-isopropylamino-2-propanol
Benzenemethanol, 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-α-(methoxymethyl)-
α-HYDROXYMETOPROLOL
1-[4-(1-hydroxy-2-methoxyethyl)phenoxy]-3-(isopropylamino)propan-2-ol
UNII:C19D0413EL

Biological Activity

[Description]:

a-Hydroxymetoprolol is a metabolite of metoprolol. The adrenoreceptor blocking effect of a-Hydroxymetoprolol on metoprolol is almost zero[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Hoffmann KJ, et al. The effect of impaired renal function on the plasma concentration and urinary excretion of metoprolol metabolites. Clin Pharmacokinet. 1980 Mar-Apr;5(2):181-91.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
437.6±45.0 °C at 760 mmHg

[ Melting Point ]:
65-67ºC

[ Molecular Formula ]:
C₁₅H₂₅NO₄

[ Molecular Weight ]:
283.363

[ Flash Point ]:
218.4±28.7 °C

[ Exact Mass ]:
283.178345

[ PSA ]:
70.95000

[ LogP ]:
0.72

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.524

[ Storage condition ]:
-20°C Freezer

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DA4907000

CHEMICAL NAME :: Benzenemethanol, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-alpha-( methoxymethyl)-

CAS REGISTRY NUMBER :: 56392-16-6

LAST UPDATED :: 198809

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C15-H25-N-O4

MOLECULAR WEIGHT :: 283.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 2,186,1979

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Simultaneous determination of metoprolol and α-hydroxymetoprolol in human plasma using excitation-emission matrix fluorescence coupled with second-order calibration methods.

Bioanalysis 4(23) , 2781-93, (2012)

Metoprolol (MET) is a β1-adrenoceptor antagonist, which is widely used in the treatment of cardiovascular diseases, and α-hydroxymetoprolol (α-OHM) is its hydroxylated metabolite. Owing to their simil...

Metoprolol oxidation polymorphism in Brazilian elderly cardiac patients.

J. Pharm. Pharmacol. 65(9) , 1347-53, (2013)

The purpose of this study was to phenotype the CYP2D6 in elderly with heart disease classified as extensive metabolizer or poor metabolizers (PM) of metoprolol, develop and validate the method of anal...

Variation of pharmacokinetics after oral administration of slow-release metoprolol tablets and pharmacogenetic considerations.

Arzneimittelforschung 42(6) , 802-6, (1992)

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 ...