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carvedilol
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TIANFU-CHEM CAS:72956-09-3 Carvedilol
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99% Pharmaceutical Raw Materials Carvedilol 72956-09-3
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72956-09-3 Usage

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.

Brand name

Coreg (GlaxoSmithKline).

Uses

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

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.

Uses

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

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.

Uses

veterinary use

Chemical Properties

Colourless Crystalline Solid

Uses

antibacterial
InChI:InChI=1/C24H26N2O4.C4H6O6/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;5-1(3(7)8)2(6)4(9)10/h2-12,17,25-27H,13-16H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)

72956-09-3 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
USP (1096622)  Carvedilol  United States Pharmacopeia (USP) Reference Standard 72956-09-3 1096622-200MG 7,072.65CNY Detail
Sigma-Aldrich (Y0001426)  Carvedilol for system suitability  European Pharmacopoeia (EP) Reference Standard 72956-09-3 Y0001426 1,880.19CNY Detail
Sigma-Aldrich (Y0001427)  Carvedilol  European Pharmacopoeia (EP) Reference Standard 72956-09-3 Y0001427 1,880.19CNY Detail
Sigma-Aldrich (PHR1265)  Carvedilol  pharmaceutical secondary standard; traceable to USP and PhEur 72956-09-3 PHR1265-1G 804.73CNY Detail

72956-09-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name carvedilol

1.2 Other means of identification

Product number -
Other names Coropress

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:72956-09-3 SDS

72956-09-3Synthetic route

(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol salicylate
787598-91-8

(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol salicylate

A

C39H39N3O6
918903-20-5

C39H39N3O6

B

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With sodium hydroxide In water; isopropyl alcohol at 50 - 70℃; for 0.75h;A n/a
B 91.21%
Stage #1: (+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol salicylate With triethylamine In ethyl acetate at 10 - 35℃; for 1h;
Stage #2: With sodium chloride In water; ethyl acetate for 0.5h;
5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one
180987-80-8

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With sodium hydroxide In propan-1-ol at 60℃; for 4h; Solvent; Temperature;89.11%
With sodium hydroxide In ethanol Reflux; Inert atmosphere;70%
With ethanol; sodium hydroxide Inert atmosphere; Reflux;70%
(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol tolsylate
1016214-10-0

(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol tolsylate

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With sodium carbonate In water; ethyl acetate Product distribution / selectivity;88%
With sodium carbonate In water; ethyl acetate80%
With sodium hydroxide; water In isopropyl alcohol Product distribution / selectivity;
1-[benzyl[2(2-methoxyphenoxy)ethyl]amino]-3-(9H-carbazol-4-yloxy)propan-2-ol
72955-94-3

1-[benzyl[2(2-methoxyphenoxy)ethyl]amino]-3-(9H-carbazol-4-yloxy)propan-2-ol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In water; ethyl acetate at 20 - 50℃; for 8h;84%
With hydrogen; palladium 10% on activated carbon In methanol at 70℃; under 2942.29 - 4413.43 Torr;76.7%
With hydrogen; 5%-palladium/activated carbon In ethyl acetate at 60 - 70℃; under 2574.5 - 3310.08 Torr; for 10h;
1-amino-3-(9H-carbazol-4-yloxy)-propan-2-ol
143412-40-2, 143412-41-3, 72955-96-5

1-amino-3-(9H-carbazol-4-yloxy)-propan-2-ol

1-(2-chloroethoxy)-2-methoxybenzene
53815-60-4

1-(2-chloroethoxy)-2-methoxybenzene

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With potassium carbonate In toluene at 80 - 85℃;83%
2-(2-methoxy-phenoxy)-ethylamine
1836-62-0

2-(2-methoxy-phenoxy)-ethylamine

4-(2,3-epoxypropoxy)carbazole
51997-51-4

4-(2,3-epoxypropoxy)carbazole

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
In isopropyl alcohol for 5h; Inert atmosphere; Reflux;81%
With N-ethyl-N,N-diisopropylamine In 1,2-dimethoxyethane at 80 - 85℃;36.26%
With sulfuric acid; potassium carbonate In isopropyl alcohol at 80℃; for 6h;
4-[2-(tert-butyldiphenylsilyloxy)-3-(2-(2-methoxyphenoxy)ethylamino)propyloxy]carbazole

4-[2-(tert-butyldiphenylsilyloxy)-3-(2-(2-methoxyphenoxy)ethylamino)propyloxy]carbazole

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 30 - 40℃; for 17h;67%
(+/-) 1-(9H-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethyl]amino-2-propanol oxalate
72956-09-3

(+/-) 1-(9H-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethyl]amino-2-propanol oxalate

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With ammonia In dichloromethane; water at 20℃; for 1h; pH=9.0 - 9.3;63.2%
2-(2-methoxy-phenoxy)-ethylamine
1836-62-0

2-(2-methoxy-phenoxy)-ethylamine

4-(2,3-epoxypropoxy)carbazole
51997-51-4

4-(2,3-epoxypropoxy)carbazole

A

C39H39N3O6
918903-20-5

C39H39N3O6

B

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
In dimethyl sulfoxide at 68 - 72℃; for 18 - 20h;A n/a
B 58%
2-[(2-methoxy)phenoxy]ethylamine hydrochloride
64464-07-9

2-[(2-methoxy)phenoxy]ethylamine hydrochloride

4-(2,3-epoxypropoxy)carbazole
51997-51-4

4-(2,3-epoxypropoxy)carbazole

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Stage #1: 2-[(2-methoxy)phenoxy]ethylamine hydrochloride With sodium hydroxide In water at 20℃; pH=9 - 9.5;
Stage #2: 4-(2,3-epoxypropoxy)carbazole In water at 80 - 85℃; for 0.75 - 1h; Product distribution / selectivity;
45.99%
Stage #1: 2-[(2-methoxy)phenoxy]ethylamine hydrochloride With sodium hydroxide In water; isopropyl alcohol at 20℃; pH=9 - 9.5;
Stage #2: 4-(2,3-epoxypropoxy)carbazole In water; isopropyl alcohol for 4 - 5h; Product distribution / selectivity; Heating / reflux;
43.05%
With potassium carbonate In i-Amyl alcohol at 80 - 85℃; for 7h;41%
With calcium carbonate In isopropyl alcohol at 80℃; for 4h;
4-(2,3-epoxypropoxy)carbazole
51997-51-4

4-(2,3-epoxypropoxy)carbazole

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Stage #1: 2-[(2-methoxy)phenoxy]ethylamine hydrochloride With potassium carbonate In isopropyl alcohol at 35℃; for 0.25h;
Stage #2: 4-(2,3-epoxypropoxy)carbazole In isopropyl alcohol at 83℃; for 5h;
45%
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 140 °C
2: methylamine / water / 2 h / 80 °C
3: potassium carbonate / toluene / 80 - 85 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water; methanol / 0 - 30 °C
2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 90 - 95 °C
3: methylamine / water / 2 h / 80 °C
4: dipotassium hydrogenphosphate; N-benzyl-N,N,N-triethylammonium chloride / toluene / 5 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 4-methoxypyridine N-oxide; sodium sulfate / dichloromethane / 60 h / 20 °C
2: potassium carbonate / toluene / 60 h / Reflux
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 30 - 40 °C
View Scheme
Multi-step reaction with 2 steps
1: water; hydrogen bromide / isopropyl alcohol / 25 - 60 °C
2: triethylamine / isopropyl alcohol / 60 °C
View Scheme
(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol salicylate
787598-91-8

(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol salicylate

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With sodium hydroxide; water In isopropyl alcohol Product distribution / selectivity;
(±)-1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol sulfate
374779-43-8

(±)-1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol sulfate

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With sodium carbonate In water; ethyl acetate Product distribution / selectivity;
C27H34N2O4Si
1187921-88-5

C27H34N2O4Si

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Stage #1: C27H34N2O4Si With phosphoric acid; water In ethyl acetate at 20 - 25℃;
Stage #2: With ammonia In water; ethyl acetate pH=~ 9.5; Product distribution / selectivity;
2-(2-methoxy-phenoxy)-ethylamine
1836-62-0

2-(2-methoxy-phenoxy)-ethylamine

1-(9H-carbazol-4-yloxy)-3-bromopropan-2-ol
1187921-94-3

1-(9H-carbazol-4-yloxy)-3-bromopropan-2-ol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol at 60℃; Product distribution / selectivity;
2-(2-methoxy-phenoxy)-ethylamine
1836-62-0

2-(2-methoxy-phenoxy)-ethylamine

1-(9H-carbazol-4-yloxy)-3-chloropropan-2-ol
1187921-93-2

1-(9H-carbazol-4-yloxy)-3-chloropropan-2-ol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
With potassium carbonate In toluene at 80 - 85℃; for 13h; Product distribution / selectivity;
9H-carbazol-4-ol
52602-39-8

9H-carbazol-4-ol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / water; dimethyl sulfoxide / 12 h / 25 - 45 °C
2: 1,2-dimethoxyethane; ethyl acetate
View Scheme
Multi-step reaction with 5 steps
1.1: pyridine / isopropyl alcohol / 0.17 h / Inert atmosphere
1.2: 16 h / 15 - 20 °C / Inert atmosphere
2.1: pyridine / dichloromethane / 12 h / 5 - 20 °C / Inert atmosphere
3.1: dmap / N,N-dimethyl-formamide / 15 - 30 °C / Inert atmosphere
4.1: 100 - 110 °C / Inert atmosphere
5.1: ethanol; sodium hydroxide / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: pyridine / isopropyl alcohol / 0.17 h / Inert atmosphere
1.2: 16 h / 15 - 20 °C / Inert atmosphere
2.1: dichloromethane / 4 h / 0 °C / Inert atmosphere
3.1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 100 °C / Inert atmosphere
4.1: 100 - 110 °C / Inert atmosphere
5.1: ethanol; sodium hydroxide / Inert atmosphere; Reflux
View Scheme
1-(9H-carbazol-4-yloxy)-3-chloropropan-2-ol
1187921-93-2

1-(9H-carbazol-4-yloxy)-3-chloropropan-2-ol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / dichloromethane / 12 h / 5 - 20 °C / Inert atmosphere
2: dmap / N,N-dimethyl-formamide / 15 - 30 °C / Inert atmosphere
3: 100 - 110 °C / Inert atmosphere
4: ethanol; sodium hydroxide / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 4 steps
1: dichloromethane / 4 h / 0 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 10 h / 100 °C / Inert atmosphere
3: 100 - 110 °C / Inert atmosphere
4: ethanol; sodium hydroxide / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 90 - 95 °C
2: methylamine / water / 2 h / 80 °C
3: dipotassium hydrogenphosphate; N-benzyl-N,N,N-triethylammonium chloride / toluene / 5 h / Reflux
View Scheme
3-((9H-carbazol-4-yloxy)methyl)-3-chloropropane-2-yl phenyl carbonate
1392322-33-6

3-((9H-carbazol-4-yloxy)methyl)-3-chloropropane-2-yl phenyl carbonate

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dmap / N,N-dimethyl-formamide / 15 - 30 °C / Inert atmosphere
2: 100 - 110 °C / Inert atmosphere
3: ethanol; sodium hydroxide / Inert atmosphere; Reflux
View Scheme
1-(9H-carbazol-4-yloxy)-3-chloropropan-2-ol chloroformate

1-(9H-carbazol-4-yloxy)-3-chloropropan-2-ol chloroformate

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 100 °C / Inert atmosphere
2: 100 - 110 °C / Inert atmosphere
3: ethanol; sodium hydroxide / Inert atmosphere; Reflux
View Scheme
2-(2-methoxy-phenoxy)-ethylamine
1836-62-0

2-(2-methoxy-phenoxy)-ethylamine

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dmap / N,N-dimethyl-formamide / 15 - 30 °C / Inert atmosphere
2: 100 - 110 °C / Inert atmosphere
3: ethanol; sodium hydroxide / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 100 °C / Inert atmosphere
2: 100 - 110 °C / Inert atmosphere
3: ethanol; sodium hydroxide / Inert atmosphere; Reflux
View Scheme
5-((9H-carbazol-4-yloxy)methyl)-oxazolidin-2-one
1218777-33-3

5-((9H-carbazol-4-yloxy)methyl)-oxazolidin-2-one

1-(2-chloroethoxy)-2-methoxybenzene
53815-60-4

1-(2-chloroethoxy)-2-methoxybenzene

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 25 h / 25 - 100 °C / Inert atmosphere
2: sodium hydroxide / ethanol / 12 h / Reflux; Inert atmosphere
View Scheme
1-(9H-carbazol-4-yloxy)-3-(benzhydrylamino)propan-2-ol
1392100-68-3

1-(9H-carbazol-4-yloxy)-3-(benzhydrylamino)propan-2-ol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: palladium 10% on activated carbon / methanol / 6 h / 3102.97 - 3620.13 Torr / Inert atmosphere
2: 0 °C / Reflux; basic condition; Inert atmosphere
3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 25 h / 25 - 100 °C / Inert atmosphere
4: sodium hydroxide / ethanol / 12 h / Reflux; Inert atmosphere
View Scheme
1-amino-3-(9H-carbazol-4-yloxy)-propan-2-ol
143412-40-2, 143412-41-3, 72955-96-5

1-amino-3-(9H-carbazol-4-yloxy)-propan-2-ol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 0 °C / Reflux; basic condition; Inert atmosphere
2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 25 h / 25 - 100 °C / Inert atmosphere
3: sodium hydroxide / ethanol / 12 h / Reflux; Inert atmosphere
View Scheme
5-((9H-carbazol-4-yloxy)methyl)-oxazolidin-2-one
1218777-33-3

5-((9H-carbazol-4-yloxy)methyl)-oxazolidin-2-one

1-(2-iodoethoxy)-2-methoxybenzene
1187921-84-1

1-(2-iodoethoxy)-2-methoxybenzene

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 36 h / 100 °C
2: water; sodium hydroxide / ethanol / 12 h / Reflux
View Scheme
2-methoxy-phenol
90-05-1

2-methoxy-phenol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: tetrabutylammomium bromide; sodium hydroxide / water / 5 h / 80 °C
2: sodium iodide / acetone / 48 h / Reflux
3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 36 h / 100 °C
4: water; sodium hydroxide / ethanol / 12 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydroxide; tetrabutylammomium bromide / water / 0.25 h / 30 °C
1.2: 20 - 70 °C
2.1: sodium hydroxide / toluene / 0.17 h / 25 - 30 °C
2.2: 25 - 30 °C
3.1: dipotassium hydrogenphosphate; N-benzyl-N,N,N-triethylammonium chloride / toluene / 5 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: tetrabutylammomium bromide; sodium hydroxide / 16 h / Reflux
2: water; sodium hydroxide / 13 h / 130 °C
3: ethyl acetate / 24 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: tetrabutylammomium bromide; sodium hydroxide / 16 h / Reflux
2: tetrabutylammomium bromide / 180 - 185 °C
3: water; potassium hydroxide / 13 h / 130 °C
4: ethyl acetate / 24 h / Reflux
View Scheme
1-(2-chloroethoxy)-2-methoxybenzene
53815-60-4

1-(2-chloroethoxy)-2-methoxybenzene

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium iodide / acetone / 48 h / Reflux
2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 36 h / 100 °C
3: water; sodium hydroxide / ethanol / 12 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: water; sodium hydroxide / 13 h / 130 °C
2: ethyl acetate / 24 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: tetrabutylammomium bromide / 180 - 185 °C
2: water; potassium hydroxide / 13 h / 130 °C
3: ethyl acetate / 24 h / Reflux
View Scheme
sodium salt of 9H-carbazol-4-ol
1207276-96-7

sodium salt of 9H-carbazol-4-ol

carvedilol
72956-09-3

carvedilol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 48 h / 100 °C
2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 36 h / 100 °C
3: water; sodium hydroxide / ethanol / 12 h / Reflux
View Scheme
carvedilol
72956-09-3

carvedilol

C24H22(2)H4N2O4

C24H22(2)H4N2O4

Conditions
ConditionsYield
With deuterium In tetrahydrofuran under 1500.15 Torr; for 24h; Glovebox; Heating;99%
carvedilol
72956-09-3

carvedilol

1-(carbazol-4-yloxy)-3-[[2-(O-methoxyphenoxy)ethyl]amino]-2-propanol dihydrogen phosphate

1-(carbazol-4-yloxy)-3-[[2-(O-methoxyphenoxy)ethyl]amino]-2-propanol dihydrogen phosphate

Conditions
ConditionsYield
With phosphoric acid In acetonitrile at 20℃; for 0.5h; Product distribution / selectivity;98%
With phosphoric acid In acetone Product distribution / selectivity;98%
With phosphoric acid In methanol Product distribution / selectivity;98%
carvedilol
72956-09-3

carvedilol

1-(9H-carbazole-4-oxy)-3-[2-(2-methoxyphenoxy)ethylamino]-2-propanolphosphate
374779-45-0

1-(9H-carbazole-4-oxy)-3-[2-(2-methoxyphenoxy)ethylamino]-2-propanolphosphate

Conditions
ConditionsYield
With phosphoric acid In water; acetonitrile at 20 - 70℃; Product distribution / selectivity;97%
With phosphoric acid In water; N,N-dimethyl-formamide; isopropyl alcohol at 20℃; Product distribution / selectivity;96%
With phosphorus pentoxide In water; acetone at 0 - 45℃; Product distribution / selectivity;95%
carvedilol
72956-09-3

carvedilol

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

C29H34N2O6

C29H34N2O6

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 1h;96%
carvedilol
72956-09-3

carvedilol

carvedilol dihydrogen phosphate hemihydrate

carvedilol dihydrogen phosphate hemihydrate

Conditions
ConditionsYield
With phosphorus pentoxide In water; acetone at 0 - 45℃; for 1h; Product distribution / selectivity;95%
With hydrogenchloride; dipotassium hydrogenphosphate In water; acetone at 0 - 45℃; for 1h; pH=4.5 - 5; Product distribution / selectivity;94.49%
With PPA In water; acetone at 0 - 45℃; for 1h; Product distribution / selectivity;93.3%
carvedilol
72956-09-3

carvedilol

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one
180987-80-8

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 5h;93%
With triethylamine In dichloromethane at 20℃;
carvedilol
72956-09-3

carvedilol

(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl]amino]-2-propanol sulfate salt

(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl]amino]-2-propanol sulfate salt

Conditions
ConditionsYield
With sulfuric acid In ethanol; water92.1%
With sulfuric acid In water; acetone at 17 - 35℃; for 10 - 24h;
carvedilol
72956-09-3

carvedilol

2'-(((2S,3R,4S,5S)-3,4,5-triacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yloxy)carbonylamino)biphenyl-2-carboxylic acid
320401-51-2

2'-(((2S,3R,4S,5S)-3,4,5-triacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yloxy)carbonylamino)biphenyl-2-carboxylic acid

A

6(5H)-phenanthridinone
1015-89-0

6(5H)-phenanthridinone

B

(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{[3-(9H-carbazol-4-yloxy)-2-hydroxy-propyl]-[2-(2-methoxy-phenoxy)-ethyl]-carbamoyloxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{[3-(9H-carbazol-4-yloxy)-2-hydroxy-propyl]-[2-(2-methoxy-phenoxy)-ethyl]-carbamoyloxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethaneA n/a
B 92%
carvedilol
72956-09-3

carvedilol

(±)-1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol sulfate
374779-43-8

(±)-1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol sulfate

Conditions
ConditionsYield
With sulfuric acid In ethanol; water89.6%
With sulfuric acid In dichloromethane; water pH=4.0 - 4.5;
With sulfuric acid In water; acetone at 17 - 35℃; for 10 - 24h;
carvedilol
72956-09-3

carvedilol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

C26H26N2O5

C26H26N2O5

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 95℃; for 18h;77%
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 95℃; for 18h; Product distribution / selectivity;75%
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 95℃;
carvedilol
72956-09-3

carvedilol

4-cyano-N,N,N-trimethylanilinium trifluoromethansulfonate

4-cyano-N,N,N-trimethylanilinium trifluoromethansulfonate

C31H29N3O4

C31H29N3O4

Conditions
ConditionsYield
Stage #1: carvedilol With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: 4-cyano-N,N,N-trimethylanilinium trifluoromethansulfonate In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; for 3h; Inert atmosphere; Schlenk technique;
71%
carvedilol
72956-09-3

carvedilol

trifluoroacetic acid
76-05-1

trifluoroacetic acid

8-chlorocarvedilol

8-chlorocarvedilol

Conditions
ConditionsYield
With glucose dehydrogenase; alpha-D-glucopyranose; maltose binding protein-RebF; RebH variant 4-V; nicotinamide adenine dinucleotide; flavin adenine dinucleotide; sodium chloride In methanol at 25℃; for 72h; pH=7.4; Enzymatic reaction;69%
carvedilol
72956-09-3

carvedilol

citric acid
77-92-9

citric acid

carvedilol monocitrate monohydrate
623113-70-2

carvedilol monocitrate monohydrate

Conditions
ConditionsYield
With water In acetone at 20 - 40℃; Product distribution / selectivity;67%
With water In acetone at 20 - 40℃; for 24 - 48h; Product distribution / selectivity;67%
With water
With water Product distribution / selectivity;
carvedilol
72956-09-3

carvedilol

Diethyl carbonate
105-58-8

Diethyl carbonate

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one
180987-80-8

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: carvedilol In methanol
Stage #2: With methanol; sodium In methanol
Stage #3: Diethyl carbonate In methanol for 12h; Product distribution / selectivity; Heating / reflux;
65%
carvedilol
72956-09-3

carvedilol

trifluoromethyl trifluoromethanesulfonate
3582-05-6

trifluoromethyl trifluoromethanesulfonate

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one
180987-80-8

5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one

Conditions
ConditionsYield
In acetonitrile at 20℃; for 1h; Sealed tube;61%
carvedilol
72956-09-3

carvedilol

carvedilol mandelate
852995-78-9

carvedilol mandelate

Conditions
ConditionsYield
In methanol; water; acetone at 17 - 35℃; for 10 - 24h;54.5%
In methanol; water; acetone at 17 - 35℃; for 10 - 24h;54.5%
carvedilol
72956-09-3

carvedilol

methyl iodide
74-88-4

methyl iodide

1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]methylamino}-2-propanol
72956-35-5

1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]methylamino}-2-propanol

Conditions
ConditionsYield
Stage #1: carvedilol With sodium hydride In tetrahydrofuran at 0℃; for 0.333333h;
Stage #2: methyl iodide In tetrahydrofuran at 0 - 20℃; for 4h;
54%
With sodium hydride In tetrahydrofuran at 20℃; for 4h;54%
In tetrahydrofuran at 20℃;
carvedilol
72956-09-3

carvedilol

methyl iodide
74-88-4

methyl iodide

C26H30N2O4

C26H30N2O4

Conditions
ConditionsYield
Stage #1: carvedilol With sodium hydride In tetrahydrofuran at 0℃; for 0.333333h;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 4h;
49%

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