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Substance Name: Metoprolol [USAN:INN:BAN]
RN: 51384-51-1
UNII: GEB06NHM23
InChIKey: IUBSYMUCCVWXPE-UHFFFAOYSA-N

Note

  • A selective adrenergic beta-1 blocking agent that is commonly used to treat ANGINA PECTORIS; HYPERTENSION; and CARDIAC ARRHYTHMIAS.

Molecular Formula

  • C15-H25-N-O3

Molecular Weight

  • 267.3665
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Antagonists
  • Adrenergic beta-1 Receptor Antagonists
  • Adrenergic beta-Antagonists
  • Anti-Adrenergic (beta-Receptor)
  • Anti-Arrhythmia Agents
  • Antihypertensive Agents
  • Autonomic Agents
  • Cardiovascular Agents
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Sympatholytics

Names and Synonyms

Name of Substance

  • Metoprolol
  • Metoprolol [USAN:INN:BAN]

MeSH Heading

  • Metoprolol

Synonyms

  • (+/-)-1-(Isopropylamino)-3-(p-(beta-methoxyethyl)phenoxy)-2-propanol
  • (RS)-Metoprolol
  • 1-(4-(2-Methoxyethyl)-phenoxy)-3-((1-methylethyl)amino)-2-propanol
  • Beatrolol
  • Betaloc
  • CCRIS 4198
  • CGP 2175
  • Corvitol
  • dl-Metoprolol
  • EINECS 257-166-4
  • HSDB 6531
  • Loresor
  • Meijoprolol
  • Metohexal
  • Metoprolol
  • Metoprololum
  • Metoprololum [INN-Latin]
  • Metrol
  • Minax
  • Neobloc
  • Preblok
  • Presolol
  • Selo-Zok
  • Selokeen
  • Seroken
  • Spesicor
  • Toprol
  • UNII-GEB06NHM23

Systematic Names

  • 1-(Isopropylamino)-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol
  • 2-Propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-

Registry Numbers

CAS Registry Number

  • 51384-51-1

FDA UNII

  • GEB06NHM23

Other Registry Numbers

  • 37350-58-6
  • 54163-88-1

System Generated Number

  • 0051384511

Structure Descriptors

InChI

1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3

InChIKey

IUBSYMUCCVWXPE-UHFFFAOYSA-N

Smiles

CC(C)NCC(COc1ccc(cc1)CCOC)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 60mg/kg (60mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 186, 1979.
mouse LD50 intraperitoneal > 200mg/kg (200mg/kg)   Farmaco, Edizione Scientifica. Vol. 41, Pg. 80, 1986.
mouse LD50 intravenous 62mg/kg (62mg/kg)   United States Patent Document. Vol. #4252984,
mouse LD50 oral 1050mg/kg (1050mg/kg)   United States Patent Document. Vol. #4252984,
mouse LD50 subcutaneous > 600mg/kg (600mg/kg)   Collection of Czechoslovak Chemical Communications. Vol. 50, Pg. 2289, 1985.
rat LD50 intravenous 71900ug/kg (71.9mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 14, Pg. 321, 1977.
rat LD50 oral 3470mg/kg (3470mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 14, Pg. 321, 1977.
women TDLo oral 17mg/kg/17D-I (17mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS
Annals of Internal Medicine. Vol. 108, Pg. 67, 1988.
women TDLo oral 150mg/kg (150mg/kg) CARDIAC: CHANGE IN FORCE OF CONTRACTION

BEHAVIORAL: SLEEP

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Acta Medica Scandinavica. Vol. 218, Pg. 525, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 1.88 (none)   EXP
Water Solubility 1.69E+04 mg/L 25 EXP
Vapor Pressure 2.88E-07 mm Hg 25 EST
Henry's Law Constant 1.40E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.47E-10 cm3/molecule-sec 25 EST

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