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C3993

Sigma-Aldrich

Carvedilol

≥98% (HPLC), solid

Synonym(s):

1-(9H-Carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl]amino]-2-propanol, BM-14190

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About This Item

Empirical Formula (Hill Notation):
C24H26N2O4
CAS Number:
Molecular Weight:
406.47
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >20 mg/mL

originator

GlaxoSmithKline

SMILES string

OC(COC1=CC=CC2=C1C3=C(C=CC=C3)N2)CNCCOC4=CC=CC=C4OC

InChI

1S/C24H26N2O4/c1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20/h2-12,17,25-27H,13-16H2,1H3

InChI key

OGHNVEJMJSYVRP-UHFFFAOYSA-N

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Application

Carvedilol has been used:
  • as a β blocker to determine its effect on hypoxia inducible factor (HIF)-mediated erythropoiesis under hypoxia in vivo
  • as a βAR antagonist for inhibition of bARs
  • as a β-blocker to examine airway mechanics in fungus-challenged mice

Biochem/physiol Actions

Cavedilol is a non-selective β-adrenergic blocker with α1 blocking activity. Carvedilol is used specifically for the treatment of heart failure and high blood pressure. It has been shown to improve left ventricular ejection fraction and may reduce mortality.

Features and Benefits

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Environment

hcodes

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nadolol analytical standard

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N1892

Nadolol

Carvedilol impurity C European Pharmacopoeia (EP) Reference Standard

Y0000103

Carvedilol impurity C

Bisoprolol analytical standard

Supelco

50787

Bisoprolol

Ciclopirox olamine European Pharmacopoeia (EP) Reference Standard

C2162700

Ciclopirox olamine

Carvedilol Related Compound A United States Pharmacopeia (USP) Reference Standard

USP

1096633

Carvedilol Related Compound A

Metoprolol tartrate European Pharmacopoeia (EP) Reference Standard

M1830000

Metoprolol tartrate

V J Thanawala et al.
British journal of pharmacology, 172(20), 4833-4846 (2015-07-28)
Our previous studies have shown the β2 -adrenoceptor and its endogenous ligand, adrenaline, are required for development of the asthma phenotype in murine asthma models. Chronic administration of some, but not other, β-blockers attenuated the asthma phenotype and led us
Hypoxia sensing through beta-adrenergic receptors
Cheong HI, et al.
JCI insight, 1(21) (2016)
Long-acting beta agonists enhance allergic airway disease
Knight JM, et al.
Testing, 10(11), e0142212-e0142212 (2015)
Yanzhuo Zhang et al.
International journal of pharmaceutics, 454(1), 403-411 (2013-07-16)
The main objective of this study was to develop carboxylated ordered mesoporous carbon microparticles (c-MCMs) loaded with a poorly water-soluble drug, intended to be orally administered, able to enhance the drug loading capacity and improve the oral bioavailability. A model
Visualizing dynamics of cell signaling in vivo with a phase separation-based kinase reporter
Zhang Q, et al.
Molecular Cell, 69(2), 334-346 (2018)

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