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142227-49-4

142227-49-4 Structure

142227-49-4 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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
Safety DataBack Directory
[HS Code ]

9999999999
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