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Carvedilol

Product Name
Carvedilol
CAS No.
72956-09-3
Chemical Name
Carvedilol
Synonyms
1-((9H-Carbazol-4-yl)oxy)-3-((2-(2-Methoxyphenoxy)ethyl)aMino)propan-2-ol;COREG;Artist;1-(9h-carbazol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)-2-propano;Carca;Kredex;Querto;Carloc;Carvas;DQ-2466
CBNumber
CB8351959
Molecular Formula
C24H26N2O4
Formula Weight
406.47
MOL File
72956-09-3.mol
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Carvedilol Property

Melting point:
113-117°C
Boiling point:
655.2±55.0 °C(Predicted)
Density 
1.250±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: >20mg/mL
pka
13.90±0.20(Predicted)
form 
solid
color 
white to off-white
Water Solubility 
449.2ug/L(22.5 ºC)
Merck 
14,1873
CAS DataBase Reference
72956-09-3(CAS DataBase Reference)
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Safety

Hazard Codes 
N,Xn
Risk Statements 
51/53-36/37/38-20/21/22
Safety Statements 
61-36-26
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
RTECS 
UA8670000
HazardClass 
IRRITANT
PackingGroup 
III
HS Code 
2933995300
Hazardous Substances Data
72956-09-3(Hazardous Substances Data)
Toxicity
LD50 oral in dog: > 1gm/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C3993
Product name
Carvedilol
Purity
≥98% (HPLC), solid
Packaging
50mg
Price
$95.3
Updated
2024/03/01
Sigma-Aldrich
Product number
1096622
Product name
Carvedilol
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$670
Updated
2024/03/01
Cayman Chemical
Product number
15418
Product name
Carvedilol
Purity
≥98%
Packaging
50mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
15418
Product name
Carvedilol
Purity
≥98%
Packaging
100mg
Price
$57
Updated
2024/03/01
Sigma-Aldrich
Product number
Y0001427
Product name
Carvedilol
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0001427
Price
$150
Updated
2024/03/01
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Carvedilol Chemical Properties,Usage,Production

Description

Carvedilol is a vasodilating beta-blocker useful in the treatment of hypertension and angina pectoris. In addition to lowering blood pressure, carvedilol decreases total vascular resistance without the reflex tachycardia usually occurring with vasodilators. It is reported to be well tolerated with renal sparing effects.

Description

Carvedilol (Item No. 26286) is an analytical reference standard categorized as a β-adrenergic receptor antagonist and vasodilator. Formulations containing carvedilol have been used to enhance physical performance in athletes. This product is intended for use in analytical forensic applications. This product is also available as a general research tool .

Chemical Properties

Colourless Crystalline Solid

Originator

Boehringer Mannheim (Germany)

Uses

antibacterial

Uses

Carvedilol is a nonselective β-adrenergic blocker with α1-blocking activity. Carvedilol is an antihypertensive used in the treatment of congestive heart failure.

Uses

For the treatment of mild or moderate (NYHA class II or III) heart failure of ischemic or cardiomyopathic origin.

Uses

An α1- and β-adrenergic receptor antagonist.

Uses

A nonselective -adrenergic blocker with a1-blocking activity. An antihypertensive used in the treatment of congestive heart failure.

Uses

veterinary use

Definition

ChEBI: A member of the class of carbazoles that is an adrenergic antagonist with non-selective beta- and alpha-1 receptor blocking properties which helps in the management of congestive heart failure.

Manufacturing Process

1-(9H-Carbazol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)-2-propanol may be synthesized by the method of preparation of S-(-)-(1-carbazol-4- yloxy)-3-[2-(2-methoxyphenoxy)]ethylaminopropan-2-ol (Patent US 4,697,022 and 4,824,963).
27.5 g 4-hydroxycarbazole are dissolved in a mixture of 150 ml 1 N aqueous sodium hydroxide solution and 70 ml dimethylsulfoxide. To this is added at ambient temperature 13.9 g epichlorohydrin, followed by stirring for 18 hours at ambient temperature. 280 ml water are then added thereto, followed by stirring for 15 min and filtering off with suction. The filter residue is washed with 0.1 N aqueous sodium hydroxide solution and water and subsequently dissolved in methylene chloride. The methylene chloride solution is dried over anhydrous sodium sulfate, treated with active charcoal and floridin and evaporated. 4-(2,3-Epoxypropoxy)-carbazole is purified by recrystallising twice from ethyl acetate. From the mother liquors there are isolated a further 4- (2,3-epoxypropoxy)-carbazole.
10 g 4-(2,3-epoxypropoxy)-carbazole are, together with 13.97 g o-methoxyphenoxyethylamine, heated under reflux in 70 ml isopropanol for 2 hours. The solvent is evaporated off and the residue is stirred for 2 hours with a mixture of 115 ml toluene, 35 ml cyclohexane and 40 ml ethyl acetate. After filtering off with suction, the (1-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)]-ethylaminopropan-2-ol is recrystallised from 150 ml ethyl acetate.

brand name

Coreg (GlaxoSmithKline);Dilatrend.

Therapeutic Function

Beta-adrenergic blocker

General Description

Carvedilol (Coreg) is a β-blocker that hasa unique pharmacological profile. Like labetalol, it is aβ-blocker that possesses α1-blocking activity. Only the(S) enantiomer possesses the β-blocking activity, althoughboth enantiomers are blockers of the α1-receptor. Overall,its β-blocking activity is 10- to 100-fold of its α-blocking activity.

Biological Activity

Potent β -adrenoceptor and α 1 -adrenoceptor antagonist (K i values are 0.81, 0.96 and 2.2 nM for β 1 -, β 2 - and α 1 -adrenoceptors respectively) that displays antihypertensive and peripheral vasodilatory activity. Blocks cardiac inward-rectifier K + (K IR ) channels, voltage-dependent Ca 2+ channels and exhibits antioxidant properties at higher concentrations.

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.

Clinical Use

Carvedilol is also unique in that it possesses antioxidantactivity and an antiproliferative effect on vascular smoothmuscle cells. It thus has a neuroprotective effect and the abilityto provide major cardiovascular organ protection. It isused in treating hypertension and congestive heart failure.

Veterinary Drugs and Treatments

Carvedilol may be useful as adjunctive therapy in the treatment of heart failure (dilated cardiomyopathy) in dogs. There is a fair amount of controversy at present among veterinary cardiologists as to whether this drug will find a therapeutic niche.

in vitro

carvedilol potently inhibited fe2+-initiated lipid peroxidation in rat brain homogenate with an ic50 of 8.1 μm. in rat brain homogenate, carvedilol protected against fe2+-induced α-tocopherol depletion with an ic50 of 17.6 μm. carvedilol dose-dependently decreased the intensity of the dmpo-oh signal, with an ic50 of 25 μm [1]. carvedilol prevented vascular smooth muscle cell migration, proliferation, and neointimal formation following vascular injury. in human cultured pulmonary artery vascular smooth muscle cells, carvedilol (0.1-10 μm) concentration-dependently inhibited the mitogenesis stimulated by platelet-derived growth factor, epidermal growth factor, thrombin, and serum, with ic50 values ranging from 0.3 to 2.0 μm. carvedilol concentration-dependently inhibited vascular smooth muscle cell migration induced by platelet-derived growth factor with an ic50 value of 3 μm [3].

Drug interactions

Potentially hazardous interactions with other drugs Anaesthetics: enhanced hypotensive effect. Analgesics: NSAIDs antagonise hypotensive effect. Anti-arrhythmics: increased risk of myocardial depression and bradycardia; increased risk of bradycardia, myocardial depression and AV block with amiodarone; increased risk of myocardial depression and bradycardia with flecainide.
Antibacterials: concentration reduced by rifampicin.
Antidepressants: enhanced hypotensive effect with MAOIs.
Antihypertensives; enhanced hypotensive effect; increased risk of withdrawal hypertension with clonidine; increased risk of first dose hypotensive effect with post-synaptic alpha-blockers such as prazosin.
Antimalarials: increased risk of bradycardia with mefloquine.
Antipsychotics enhanced hypotensive effect with phenothiazines.
Calcium-channel blockers: increased risk of bradycardia and AV block with diltiazem; hypotension and heart failure possible with nifedipine and nisoldipine; asystole, severe hypotension and heart failure with verapamil.
Ciclosporin: increased trough concentration, reduce dose by 20% in affected patients.
Cytotoxics: possible increased risk of bradycardia with crizotinib. Diuretics: enhanced hypotensive effect. Fingolimod: possibly increased risk of bradycardia. Moxisylyte: possible severe postural hypotension. Sympathomimetics: severe hypertension with adrenaline and noradrenaline and possibly with dobutamine.

Metabolism

Carvedilol is subject to considerable first-pass metabolism in the liver; the absolute bioavailability is about 25%. It is extensively metabolised in the liver, primarily by the cytochrome P450 isoenzymes CYP2D6 and CYP2C9, and the metabolites are excreted mainly in the bile.

storage

Store at +4°C

Carvedilol Preparation Products And Raw materials

Raw materials

Preparation Products

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Carvedilol Suppliers

PKU HealthCare Corp., Ltd.
Tel
023-67503756
Fax
023-67503707
Email
yxylb@pku-hc.com
Country
China
ProdList
34
Advantage
60
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8415
Advantage
55
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35896
Advantage
56
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
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View Lastest Price from Carvedilol manufacturers

Sinoway Industrial co., ltd.
Product
Carvedilol 72956-09-3
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
USP
Supply Ability
20 tons
Release date
2021-08-10
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Carvedilol 72956-09-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98%-102%HPLC;USP
Supply Ability
100 KGS
Release date
2021-06-22
Hebei Dangtong Import and export Co LTD
Product
Carvedilol 72956-09-3
Price
US $9.00-8.50/grams
Min. Order
10grams
Purity
99%
Supply Ability
10tons
Release date
2023-02-22

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