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Substance Name: Carvedilol [USAN:USP:INN:BAN:JAN]
RN: 72956-09-3
UNII: 0K47UL67F2
InChIKey: OGHNVEJMJSYVRP-UHFFFAOYSA-N

Note

  • A carbazole and propanol derivative that acts as a non-cardioselective beta blocker and vasodilator. It has blocking activity for ALPHA 1 ADRENERGIC RECEPTORS and, at higher doses, may function as a blocker of CALCIUM CHANNELS; it also has antioxidant properties. Carvedilol is used in the treatment of HYPERTENSION; ANGINA PECTORIS; and HEART FAILURE. It can also reduce the risk of death following MYOCARDIAL INFARCTION.

Molecular Formula

  • C24-H26-N2-O4

Molecular Weight

  • 406.4794
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic alpha-1 Receptor Antagonists
  • Adrenergic alpha-Antagonists
  • Adrenergic Antagonists
  • Adrenergic beta-Antagonists
  • Anti-Anginal
  • Antihypertensive
  • Antihypertensive Agents
  • Antioxidants
  • Calcium Channel Blockers
  • Calcium-Regulating Hormones and Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Protective Agents
  • Reproductive Effect
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Carvedilol
  • Carvedilol [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Carvedilol

Synonyms

  • (+-)-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 14.190
  • BM 14190
  • Carvedilol
  • Carvedilolum
  • Carvedilolum [Latin]
  • Coreg
  • Dilatrend
  • DQ 2466
  • HSDB 7044
  • NSC 758694
  • SKF 105517
  • UNII-0K47UL67F2

Systematic Name

  • 2-Propanol, 1-(9H-carbazol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)-, (+-)-

Registry Numbers

CAS Registry Number

  • 72956-09-3

FDA UNII

  • 0K47UL67F2

Other Registry Number

  • 107741-96-8

System Generated Number

  • 0072956093

Structure Descriptors

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

Smiles

COc1ccccc1OCCNCC(O)COc2cccc3[nH]c4ccccc4c23

Toxicity

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) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION		 New Cardiovascular Drugs. Vol. 5, Pg. 135, 1987.
mouse LD50 intravenous 27mg/kg (27mg/kg) LIVER: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION		 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) LIVER: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION		 New Cardiovascular Drugs. Vol. 5, Pg. 135, 1987.
rat LDLo oral 8gm/kg (8000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 20, Pg. 1181, 1989.
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.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 114.5 deg C   EXP
log P (octanol-water) 4.19 (none)   EXP
Water Solubility 0.583 mg/L 25 EST
Vapor Pressure 1.52E-15 mm Hg 25 EST
Henry's Law Constant 2.53E-20 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.48E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.