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| CAS No.: | 72956-09-3 |
|---|---|
| Name: | Carvedilol |
| Molecular Structure: | |
|
|
|
| Formula: | C24H26N2O4 |
| Molecular Weight: | 496.517 |
| Synonyms: | 2-Propanol, 1-(9H-carbazol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)-, (+-)-;Carvedilolum [Latin];Carvedilol [USAN:BAN:INN:JAN];Coreg (TN);Carvedilol (JAN/USAN);2-Propanol,1-(9H-carbazol-4-yloxy)-3-[[2- (2-methoxyphenoxy)ethyl]amino]-;SKF 105517;(+-)-1-(Carbazol-4-yloxy)-3-((2-(o-methoxyphenoxy)ethyl)amino)-2-propanol;DQ 2466;1-(9H-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethylamino]propan-2-ol; |
| EINECS: | 1308068-626-2 |
| Density: | 1.25 g/cm3 |
| Melting Point: | 113-117 °C |
| Boiling Point: | 655.2 °C at 760 mmHg |
| Flash Point: | 350.1 °C |
| Solubility: | 449.2ug/L(22.5 oC) |
| Appearance: | colourless crystalline powder |
| Hazard Symbols: |
 Xn,  N
|
| Risk Codes: | 51/53-36/37/38-20/21/22 |
| Safety: | 61-36-26 |
| Transport Information: | UN 3077 9/PG 3 |
| PSA: | 75.74000 |
| LogP: | 4.12890 |
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- 90221-55-92-bromo-5-methylbenzaldehyde
- 885590-99-82,3-DIFLUORO-4-IODOBENZALDEHYDE
- 787598-91-8
(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol salicylate
A
- 918903-20-5
C39H39N3O6
B
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| 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; |
- 180987-80-8
5-(((9H-carbazol-4-yl)oxy)methyl)-3-(2-(2-methoxyphenoxy)ethyl)oxazolidin-2-one
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| 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% |
- 1016214-10-0
(+/-)-1-(9H-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)-ethyl]-amino]-2-propanol tolsylate
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| With sodium carbonate In water; ethyl acetate Product distribution / selectivity; | 88% |
| With sodium carbonate In water; ethyl acetate | 80% |
| With sodium hydroxide; water In isopropyl alcohol Product distribution / selectivity; |
- 72955-94-3
1-[benzyl[2(2-methoxyphenoxy)ethyl]amino]-3-(9H-carbazol-4-yloxy)propan-2-ol
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| 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; |
- 143412-40-2, 143412-41-3, 72955-96-5
1-amino-3-(9H-carbazol-4-yloxy)-propan-2-ol
- 53815-60-4
1-(2-chloroethoxy)-2-methoxybenzene
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| With potassium carbonate In toluene at 80 - 85℃; | 83% |
- 1836-62-0
2-(2-methoxy-phenoxy)-ethylamine
- 51997-51-4
4-(2,3-epoxypropoxy)carbazole
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| 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; |
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In tetrahydrofuran at 30 - 40℃; for 17h; | 67% |
- 72956-09-3
(+/-) 1-(9H-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethyl]amino-2-propanol oxalate
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| With ammonia In dichloromethane; water at 20℃; for 1h; pH=9.0 - 9.3; | 63.2% |
- 1836-62-0
2-(2-methoxy-phenoxy)-ethylamine
- 51997-51-4
4-(2,3-epoxypropoxy)carbazole
A
- 918903-20-5
C39H39N3O6
B
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| In dimethyl sulfoxide at 68 - 72℃; for 18 - 20h; | A n/a B 58% |
- 64464-07-9
2-[(2-methoxy)phenoxy]ethylamine hydrochloride
- 51997-51-4
4-(2,3-epoxypropoxy)carbazole
- 72956-09-3
carvedilol
| Conditions | Yield |
|---|---|
| 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; |
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Chemistry
Structure of Carvedilol (CAS NO.72956-09-3):
IUPAC Name: 1-(9H-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethylamino]propan-2-ol
Empirical Formula: C24H26N2O4
Molecular Weight: 406.4742g/mol
Index of Refraction: 1.657
Molar Refractivity: 119.59 cm3
Molar Volume: 325.1 cm3
Polarizability: 47.41×10-24cm3
Surface Tension: 53.9 dyne/cm
Density: 1.25 g/cm3
Flash Point: 350.1 °C
Enthalpy of Vaporization: 101.39 kJ/mol
Melting Point: 113-117°C
Boiling Point: 655.2 °C at 760 mmHg
Vapour Pressure: 4.63E-18 mmHg at 25°C
Product Categories: Active Pharmaceutical Ingredients;Intermediates & Fine Chemicals;Pharmaceuticals;API's;Adrenoceptor
Canonical SMILES: COC1=CC=CC=C1OCCNCC(COC2=CC=CC3=C2C4=CC=CC=C4N3)O
InChI: 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
InChIKey: OGHNVEJMJSYVRP-UHFFFAOYSA-N
Uses
Carvedilol (CAS NO.72956-09-3) is a beta blocker and an alpha blocker indicated in the treatment of mild to moderate congestive heart failure (CHF).
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | oral | > 1gm/kg (1000mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 20, Pg. 1181, 1989. |
| mouse | LD50 | intraperitoneal | 364mg/kg (364mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | New Cardiovascular Drugs. Vol. 5, Pg. 135, 1987. |
| mouse | LD50 | intravenous | 27mg/kg (27mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LIVER: OTHER CHANGES | New Cardiovascular Drugs. Vol. 5, Pg. 135, 1987. |
| mouse | LDLo | oral | 8gm/kg (8000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 20, Pg. 1181, 1989. |
| rat | LD50 | intraperitoneal | 769mg/kg (769mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | New Cardiovascular Drugs. Vol. 5, Pg. 135, 1987. |
| rat | LD50 | intravenous | 25mg/kg (25mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LIVER: OTHER CHANGES | New Cardiovascular Drugs. Vol. 5, Pg. 135, 1987. |
| rat | LDLo | oral | 8gm/kg (8000mg/kg) | GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 20, Pg. 1181, 1989. |
Safety Profile
Hazard Codes of Carvedilol (CAS NO.72956-09-3): 
N,
Xn
Risk Statements: 51/53-36/37/38-20/21/22
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36/37/38: Irritating to eyes, respiratory system and skin.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 61-36-26
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
S36: Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 3077 9/PG 3
RTECS: UA8670000
Specification
Carvedilol , its cas register number is 72956-09-3. It also can be called (+-)-1-(Carbazol-4-yloxy)-3-((2-(o-
methoxyphenoxy)ethyl)amino)-2-propanol ; (+-)-1-Carbazol-4-yloxy)-3-((2-(o-methoxyphenoxy)ethyl)amino)-2-propanol ;
2-Propanol, 1-(9H-carbazol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)-, (+-)- ; BM 14190 ; Carvedilolum ; Coreg ;
DQ 2466 ; HSDB 7044 ; SKF 105517 ; UNII-0K47UL67F2 . Carvedilol (CAS NO.72956-09-3) is a colourless crystalline solid. Side effects of carvedilol were observed to include nightmares,sleep disturbances and anxiety and panic attacks. This is based on a single case report of a patient already diagnosed with anxiety disorder and using the drug improperly before bedtime at elevated doses.