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SMB00929

Sigma-Aldrich

5′-Hydroxy carvedilol

≥95% (HPLC)

Synonyme(s) :

5′-Hydroxy carvedilol, 3-[2-[[3-(9H-Carbazol-4-yloxy)-2-hydroxypropyl]amino]ethoxy]-4-methoxyphenol, 5′-Hydroxyphenyl carvedilol, 5′-Hydroxyphenylcarvedilol, 5′-OH carvedilol, 5-Hydroxycarvedilol, 5OHC, BM-140830, Carvedilol metabolite M5

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About This Item

Formule empirique (notation de Hill):
C24H26N2O5
Numéro CAS:
Poids moléculaire :
422.47
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥95% (HPLC)

Forme

solid

Couleur

off-white

Solubilité

DMSO: soluble, clear, colorless

Température de stockage

2-8°C

InChI

1S/C24H26N2O5/c1-29-21-10-9-16(27)13-23(21)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

Clé InChI

PVUVZUBTCLBJMT-UHFFFAOYSA-N

Description générale

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.

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Pictogrammes

Health hazardEnvironment

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Aquatic Chronic 2 - STOT RE 2

Organes cibles

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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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
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
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

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