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| | O-Desmethyl Metoprolol Basic information |
| | 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 | | pka | 13.88±0.20(Predicted) | | color | White to Off-White | | Major Application | pharmaceutical small molecule | | InChI | InChI=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 | | InChIKey | CUKXSBOAIJILRY-UHFFFAOYSA-N | | SMILES | C1(CCO)=CC=C(OCC(O)CNC(C)C)C=C1 |
| WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Chronic 2 Repr. 2 | | Toxicity | LD50 intravenous in dog: 150mg/kg |
| | O-Desmethyl Metoprolol Usage And Synthesis |
| Description | O-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 Properties | Off-White Solid | | Uses | O-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 |
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