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O-Desmethyl Metoprolol

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Company Name: Tianjin shijia biomedical technology co., LTD  Gold
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Company Name: S.Z. PhyStandard Bio-Tech. Co., Ltd.  
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O-Desmethyl Metoprolol Basic information
Product Name:O-Desmethyl Metoprolol
Synonyms: (-4-[2-Hydroxy-3-(isopropylamino)propoxy]phenylethyl Alcohol;(-O-Demethylmetoprolol;4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-benzeneethanol;H 105/22;O-Desmethyl Metoprolol;SL 80-008;O-demethylmetoprolo;Imp. H (EP):(2RS)-1-[4-(2-Hydroxyethyl)-phenoxy]-3-[(1-methylethyl)amino]propan-2-ol
CAS:62572-94-5
MF:C14H23NO3
MW:253.34
EINECS:
Product Categories:Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:62572-94-5.mol
O-Desmethyl Metoprolol Structure
O-Desmethyl Metoprolol Chemical Properties
Melting point 70-720C
Boiling point 424.6±40.0 °C(Predicted)
density 1.085±0.06 g/cm3(Predicted)
storage temp. -20°C Freezer
solubility Chloroform (Slightly, Sonicated), Methanol (Slightly)
form Solid
pka13.88±0.20(Predicted)
color White to Off-White
Major Applicationpharmaceutical small molecule
InChIInChI=1S/C14H23NO3/c1-11(2)15-9-13(17)10-18-14-5-3-12(4-6-14)7-8-16/h3-6,11,13,15-17H,7-10H2,1-2H3
InChIKeyCUKXSBOAIJILRY-UHFFFAOYSA-N
SMILESC1(CCO)=CC=C(OCC(O)CNC(C)C)C=C1
Safety Information
WGK Germany WGK 3
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Chronic 2
Repr. 2
ToxicityLD50 intravenous in dog: 150mg/kg
MSDS Information
O-Desmethyl Metoprolol Usage And Synthesis
DescriptionO-Desmethyl metoprolol is the major active metabolite of the β1-adrenergic receptor blocker metoprolol . It is formed by metabolism of metoprolol by the cytochrome P450 (CYP) isoform CYP2D6 in vivo.
Chemical PropertiesOff-White Solid
UsesO-Desmethyl Metoprolol (Metoprolol EP Impurity H) is a metabolite of Metoprolol.
References[1] PAULA MACEDO CERQUEIRA. Stereoselective metabolism of metoprolol: Enantioselectivity of α-hydroxymetoprolol in plasma and urine[J]. Chirality, 2003, 15 6: 542-549. DOI: 10.1002/chir.10244
[2] ANGELA SEERINGER. Enantiospecific pharmacokinetics of metoprolol in CYP2D6 ultra-rapid metabolizers and correlation with exercise-induced heart rate.[J]. European Journal of Clinical Pharmacology, 2008, 64 9: 883-888. DOI: 10.1007/s00228-008-0504-8
[3] SOO HYEON BAE. Simultaneous determination of metoprolol and its metabolites, α-hydroxymetoprolol and O-desmethylmetoprolol, in human plasma by liquid chromatography with tandem mass spectrometry: Application to the pharmacokinetics of metoprolol associated with CYP2D6 genotypes[J]. Journal of separation science, 2014, 37 11: 1256-1264. DOI: 10.1002/jssc.201301353
O-Desmethyl Metoprolol Preparation Products And Raw materials
Tag:O-Desmethyl Metoprolol(62572-94-5) Related Product Information
3-[2-Hydroxy-3-[4-(2-methoxyethyl)phenoxy]propoxy]-1-isopropylamino-2-propanol 1-(2-methoxyethyl)-4-nitrobenzene H 128/80 rac 1-Chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propanol 1,3-Bis[(1-Methylethyl)aMino]-2-propanol Dihydrochloride 1-(isopropylamino)-3-phenoxy-2-propanol 3-[4-(2-Methoxyethyl)phenoxy]- 2-Propanol, 1-[2-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]- p-(2-Methoxyethyl) phenol 1,1′-[(1-Methylethyl)imino]bis[3-[4-(2-methoxyethyl)phenoxy]-2-propanol hydrochloride C-Desmethyl Metoprolol 4-Hydroxyphenethyl alcohol Metoprolol Impurity 1 Metoprolol EP IMpurity M 1-[4-(2-Methoxyethenyl)phenoxy]-3-[(1-Methylethyl)aMino]-2-propanol 3-(Isopropylamino)-1,2-propanediol 1,1[(1-Methylethyl)imino]bis[3-[4-(2-methoxyethyl)phenoxy]-2-propanol (Mixture of diastereomers) LEVOBETAXOLOL