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Merck
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Key Documents

SMB00928

Sigma-Aldrich

4′-Hydroxy carvedilol

Sinonimo/i:

4′-Hydroxy carvedilol, 4′-Hydroxyphenyl carvedilol, 4′-OH carvedilol, 4′OH-CVD, 4-(2-(3-(9H-carbazol-4-yloxy)-2-hydroxypropylamino)ethoxy)-3-methoxyphenol, 4-[2-[[3-(9H-Carbazol-4-yloxy)-2-hydroxypropyl]amino]ethoxy]-3-methoxyphenol, 4OHC, BM 140686, BM 14686, Carvedilol metabolite M4

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About This Item

Formula empirica (notazione di Hill):
C24H26N2O5
Numero CAS:
142227-49-4
Peso molecolare:
422.47
Codice UNSPSC:
12352200
NACRES:
NA.25

Saggio

≥95%

Livello qualitativo

100

Forma fisica

solid

Colore

off-white to white

Temperatura di conservazione

2-8°C

InChI

1S/C24H26N2O5/c1-29-23-13-16(27)9-10-21(23)30-12-11-25-14-17(28)15-31-22-8-4-7-20-24(22)18-5-2-3-6-19(18)26-20/h2-10,13,17,25-28H,11-12,14-15H2,1H3
ZCJHEORDHXCJNB-UHFFFAOYSA-N

Descrizione generale

Carvedilol is a β- and α1-adrenoreceptor blocker for the treatment of hypertension and congestive heart failure (CHF). The drug is metabolized by CYP2D6 (to 4′-OH and 5′-OH), CYP2C9 (to O-desmethyl), CYP1A2 (to 8-OH). It is also oxidized to 1-OH carvedilol, but the enzyme involved is not yet clear. These metabolites are useful markers for studying and monitoring the activities of cytochrome metabolizing enzymes. M4 metabolite (4′-OH), but not M2 or M5, is most likely to contribute to total β-adrenoceptor blocking activity due to its higher potency.

Applicazioni

Metabolomics

Altre note

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Pittogrammi

Health hazardEnvironment
GHS08,GHS09

Avvertenze

Warning

Indicazioni di pericolo

H373,H411

Classi di pericolo

Aquatic Chronic 2 - STOT RE 2

Organi bersaglio

Liver,spleen,Uterus (including cervix),Adrenal gland

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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W H Schaefer et al.
Drug metabolism and disposition: the biological fate of chemicals, 26(10), 958-969 (1998-10-08)
The excretion and biotransformation of carvedilol [1-[carbazolyl-(4)-oxy]-3-[(2-methoxyphenoxyethyl)amino]-2-p ropanol], a new, multiple-action, neurohormonal antagonist that exhibits the combined pharmacological activities of beta-adrenoreceptor antagonism, vasodilation, and antioxidation, were investigated in dogs, rats, and mice. Carvedilol was absorbed well, and biliary secretion was
Eben Jung et al.
Journal of Korean medical science, 33(27), e182-e182 (2018-07-03)
Carvedilol is commonly used to treat hypertension as a β- and α1-adrenoreceptor blocker, but it is metabolized by CYP2D6, and CYP2D6*10 allele is dominant in Asian population. The objective of this study was to assess the influence of CYP2D6 polymorphisms
D Tenero et al.
Journal of clinical pharmacology, 40(8), 844-853 (2000-08-10)
Carvedilol is a relatively new drug with beta- and alpha 1-receptor blocking activity and antioxidant effects recently approved for the treatment of congestive heart failure (CHF). An ascending, multiple-dose study was completed in 20 male patients with stable New York

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