| | Identification | Back Directory |  | [Name] 
 (R)-(+)-4'-HYDROXYPHENYL-CARVEDILOL
 |  | [CAS] 
 142227-49-4
 |  | [Synonyms] 
 (R)-BM 14686
 (S)-BM 14686
 (S)-BM 140686
 (R)-BM 140686
 (R)-4-Hydroxycarvedilol
 (S)-4-Hydroxycarvedilol
 Carvedilol 4-Hydroxy Metabolite
 (R)-(+)-4'-HYDROXYPHENYL-CARVEDILOL
 (S)-(-)-4'-HYDROXYPHENYL-CARVEDILOL
 Carvedilol metabolite 4-Hydroxyphenyl Carvedilol
 4-[2-[[3-(9H-Carbazol-4-yloxy)-2-hydroxypropyl]aMino]ethoxy]-3-Methoxyphenol
 (R)-4-[2-[[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino]ethoxy]-3-methoxyphenol
 (S)-4-[2-[[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino]ethoxy]-3-methoxyphenol
 |  | [Molecular Formula] 
 C24H26N2O5
 |  | [MDL Number] 
 MFCD04116168
 |  | [MOL File] 
 142227-49-4.mol
 |  | [Molecular Weight] 
 422.47
 | 
 | Chemical Properties | Back Directory |  | [Appearance] 
 Off-White Solid
 |  | [Melting point ] 
 163-165°C
 |  | [Boiling point ] 
 702.0±60.0 °C(Predicted)
 |  | [density ] 
 1.305±0.06 g/cm3(Predicted)
 |  | [storage temp. ] 
 -20°C Freezer
 |  | [solubility ] 
 Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
 |  | [form ] 
 Solid
 |  | [pka] 
 9.94±0.20(Predicted)
 |  | [color ] 
 White to Light Brown
 | 
 | Hazard Information | Back Directory |  | [Chemical Properties] 
 Off-White Solid
 |  | [Uses] 
 A metabolite of Carvedilol (C184625). It is used in the treatment of hypertension.
 |  | [Uses] 
 An optically active metabolite of Carvedilol (C184625), a nonselective ?-adrenergic blocker with α1-blocking activity.
 |  | [Uses] 
 An optically active metabolite of Carvedilol which is a multiple-action, neurohormonal antagonist that is used in the treatment of hypertension
 |  | [Description] 
 4’-hydroxyphenyl Carvedilol is a metabolite of carvedilol that is a more potent β-adrenergic receptor antagonist than carvedilol but has weaker vasodilatory activity. It is formed through oxidation primarily by the cytochrome P450 (CYP) isoform CYP2D6. 4’-hydroxyphenyl Carvedilol inhibits the formation of DPPH radicals in a cell-free assay.
 |  | [Definition] 
 ChEBI: 4'-Hydroxyphenyl Carvedilol is a member of carbazoles.
 |  | [storage] 
 Store at -20°C
 |  | [References] 
 [1] DAXESH P. PATEL. UPLC-MS/MS assay for the simultaneous quantification of carvedilol and its active metabolite 4′-hydroxyphenyl carvedilol in human plasma to support a bioequivalence study in healthy volunteers[J]. Biomedical Chromatography, 2013, 27 8: 974-986. DOI: 10.1002/bmc.2889
 [2] H G OLDHAM   S E C. In vitro identification of the human cytochrome P450 enzymes involved in the metabolism of R(+)- and S(-)-carvedilol.[J]. Drug Metabolism and Disposition, 1997, 25 8: 970-977.
 [3] THOMAS C MALIG. Comparison of free-radical inhibiting antioxidant properties of carvedilol and its phenolic metabolites.[J]. MedChemComm, 2017: 606-615. DOI: 10.1039/c7md00014f
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