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Substance Name: Metoprolol tartrate [USAN:USP:JAN]
RN: 56392-17-7
UNII: W5S57Y3A5L
InChIKey: YGULWPYYGQCFMP-CEAXSRTFSA-N

Note

  • A selective adrenergic beta-1-blocking agent with no stimulatory action. It's binding to plasma albumin is weaker than alprenolol and it may be useful in angina pectoris, hypertension, or cardiac arrhythmias.

Molecular Formulas

  • (C15-H25-N-O3)2.C4-H6-O6
  • C15-H25-N-O3.1/2C4-H6-O6
  • C34-H56-N2-O12

Molecular Weight

  • 684.8184
 

Classification Codes

  • Anti-Adrenergic (beta-Receptor)
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Metoprolol tartrate [USAN:USP:JAN]

Synonyms

  • (+-)-1-(Isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol hemi-L-tartrate
  • (+-)-1-(Isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol L-(+)-tartrate (2:1) (salt)
  • (+-)-1-(Isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol tartrate (2:1)
  • 1-Isopropylamino-3-(p-(2-methoxyethyl)phenoxy)-2-propanol (2:1) dextro-tartrate salt
  • 2-Propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+-)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (2:1) (salt)
  • 2-Propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+-)-, tartrate (2:1)
  • Apo-Metoprolol
  • Arbralene
  • Azumetop
  • Beloc
  • Beprolo
  • Betaloc
  • Bloksan
  • Bloxan
  • Cardoxone
  • CGP 2175E
  • CGP-2175E
  • EINECS 260-148-9
  • H 93/26
  • Jeprolol
  • Kapodine
  • Lanoc
  • Lopresor
  • Lopressor
  • Mepolol
  • Meto AbZ
  • Meto-Isis
  • Metoberag
  • Metoberta
  • Metocard
  • Metolol
  • Metomerck
  • Metop
  • Metoproferm
  • Metoprolin
  • Metoprolol acis
  • Metoprolol AL
  • Metoprolol Apogepha
  • Metoprolol Atid
  • Metoprolol Basics
  • Metoprolol hemitartrate
  • Metoprolol Heumann
  • Metoprolol PB
  • Metoprolol Stada
  • Metoprolol tartrate
  • Metoprolol tartrate (2:1)
  • Metoprolol Verla
  • Metoprolol-GRY
  • Metoprolol-radiopharm
  • Metoprolol-rpm
  • Metoprolol-Wolf
  • Minax
  • PMS-Metroprolol-B
  • Prelis
  • Proken M
  • Prolaken
  • Ritmolol
  • Selectadril
  • Selokeen
  • Seloken
  • Selopral
  • Sigaprolol
  • Slow lopresor
  • Slow-Lopresor
  • Spesicor
  • Topromel
  • UNII-W5S57Y3A5L
  • Vasocardin

Systematic Names

  • 2-Propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+-)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (2:1) (salt)
  • 2-Propanol, 1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-, (+-)-, tartrate (2:1)
  • Metoprolol tartrate

Mixture Name

  • Lopressor HCT

Registry Numbers

CAS Registry Number

  • 56392-17-7

FDA UNII

  • W5S57Y3A5L

Other Registry Numbers

  • 55250-54-9
  • 60168-92-5
  • 71307-49-8
  • 74220-04-5

System Generated Number

  • 0056392177

Molecular Formulas

Molecular Formulas

  • (C15-H25-N-O3)2.C4-H6-O6
  • C15-H25-N-O3.1/2C4-H6-O6
  • C34-H56-N2-O12

Molecular Formula Fragments

  • C15-H25-N-O3
  • C15-H25-N-O32
  • C4-H6-O6
  • COMPONENT

Structure Descriptors

InChI

1S/2C15H25NO3.C4H6O6/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-1(3(7)8)2(6)4(9)10/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1

InChIKey

YGULWPYYGQCFMP-CEAXSRTFSA-N

Smiles

COCCc1ccc(OCC(O)CNC(C)C)cc1.COCCc2ccc(OCC(O)CNC(C)C)cc2.O[C@H]([C@@H](O)C(=O)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 1090mg/kg (1090mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983.
human TDLo oral 160mg/kg (160mg/kg) CARDIAC: PULSE RATE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
British Medical Journal. Vol. 1, Pg. 222, 1976.
mouse LD50 intraperitoneal 202mg/kg (202mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 2439, 1982.
mouse LD50 intravenous 84mg/kg (84mg/kg)   Drugs in Japan Vol. -, Pg. 614, 1995.
mouse LD50 oral 1500mg/kg (1500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979.
mouse LD50 subcutaneous 510mg/kg (510mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979.
rabbit LD50 intravenous 28700ug/kg (28.7mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983.
rabbit LD50 oral 604mg/kg (604mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983.
rat LD50 intraperitoneal 219mg/kg (219mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 2439, 1982.
rat LD50 intravenous 90mg/kg (90mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979.
rat LD50 oral 5500mg/kg (5500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979.
rat LD50 subcutaneous 1150mg/kg (1150mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979.