Carvedilol

Title: Carvedilol
CAS Registry Number: 72956-09-3
CAS Name: 1-(9H-Carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl]amino]-2-propanol
Manufacturers' Codes: BM-14190; DQ-2466
Trademarks: Coreg (GSK); Dilatrend (Roche); Dimitone (Erco); Eucardic (Roche); Kredex (GSK); Querto (Byk Gulden)
Molecular Formula: C24H26N2O4
Molecular Weight: 406.47
Percent Composition: C 70.92%, H 6.45%, N 6.89%, O 15.74%
Literature References: Nonselective b-adrenergic blocker with a1-blocking activity. Prepn: F. Wiedemann et al., DE 2815926; eidem, US 4503067 (1979, 1985 both to Boehringer Mannheim). General pharmacological profile: M. Hirohashi et al., Arzneim.-Forsch. 40, 735 (1990). HPLC determn in biological fluids: K. Reiff, J. Chromatogr. 413, 355 (1987). Series of articles on clinical pharmacology and efficacy in hypertension: J. Cardiovasc. Pharmacol. 19, Suppl. 1, S1-S146 (1992). Clinical trial in chronic heart failure: M. Packer et al., N. Engl. J. Med. 334, 1349 (1996). Review: W. H. Frishman, ibid. 339, 1759-1765 (1998).
Properties: Colorless crystals from ethyl acetate, mp 114-115°. Freely sol in DMSO; sol in methylene chloride, methanol; sparingly sol in ethanol, isopropanol; slightly sol in ethyl ether. Practically insol in water.
Melting point: mp 114-115°
Therap-Cat: Antihypertensive; in treatment of congestive heart failure.
Keywords: ?Adrenergic Blocker; Antihypertensive; Aryloxypropanolamine Derivatives.
Carvone Carzenide Carzinophilin A Casanthranol Cascara Amara

Carvedilol
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Systematic (IUPAC) name
(±)-[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine
Clinical data
Trade names Coreg
AHFS/Drugs.com monograph
MedlinePlus a697042
Pregnancy cat. C
Legal status Prescription only
Routes Oral
Pharmacokinetic data
Bioavailability 25–35%
Protein binding 98%
Metabolism Liver (CYP2D6, CYP2C9)
Half-life 7–10 hours
Excretion Urine (16%), Feces (60%)
Identifiers
CAS number 72956-09-3 YesY
ATC code C07AG02
PubChem CID 2585
IUPHAR ligand 551
DrugBank DB01136
ChemSpider 2487 YesY
UNII 0K47UL67F2 YesY
KEGG D00255 YesY
ChEBI CHEBI:3441 YesY
ChEMBL CHEMBL723 YesY
Chemical data
Formula C24H26N2O4 
Mol. mass 406.474
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Carvedilol is a nonselective beta blocker/alpha-1 blocker indicated in the treatment of mild to severe congestive heart failure (CHF) and high blood pressure. It is marketed under various trade names including Carvil (Zydus Cadila), Coreg (GSK), Dilatrend , Kredex (Roche), Eucardic (Roche), and Carloc (Cipla) as a generic drug (as of September 5, 2007 in the U.S.),[1] and as a controlled-release formulation, marketed in the US as Coreg CR (GSK). Carvedilol was discovered by Robert R. Ruffolo, Jr. It has had a significant role in the treatment of congestive heart failure.