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Substance Name: Labetalol hydrochloride [USAN:USP:JAN]
RN: 32780-64-6
UNII: 1GEV3BAW9J
InChIKey: WQVZLXWQESQGIF-UHFFFAOYSA-N

Note

  • Blocker of both alpha- and beta-adrenergic receptors that is used as an antihypertensive.

Molecular Formula

  • C19-H24-N2-O3.Cl-H

Molecular Weight

  • 364.8705
 

Classification Codes

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

Name of Substance

  • Labetalol hydrochloride [USAN:USP:JAN]

Synonyms

  • 5-(1-Hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)salicylamide hydrochloride
  • 5-(1-Hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)salicylamide monohydrochloride
  • AH 5158A
  • Amipress
  • Benzamide, 2-hydroxy-5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)-, monohydrochloride
  • CCRIS 1086
  • EINECS 251-211-1
  • Ipolab
  • Labetalol HCl
  • Labetalol hydrochloride
  • Labrocol
  • Normodyne
  • NSC 290312
  • Presdate
  • Pressalolo
  • Salicylamide, 5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)-, hydrochloride
  • SCH 15719W
  • Trandate
  • UNII-1GEV3BAW9J

Systematic Names

  • 5-(1-Hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)salicylamide monohydrochloride
  • Benzamide, 2-hydroxy-5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)-, monohydrochloride
  • Labetalol hydrochloride

Registry Numbers

CAS Registry Number

  • 32780-64-6

FDA UNII

  • 1GEV3BAW9J

System Generated Number

  • 0032780646

Molecular Formulas

Molecular Formula

  • C19-H24-N2-O3.Cl-H

Molecular Formula Fragments

  • C19-H24-N2-O3
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C19H24N2O3.ClH/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24;/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24);1H

InChIKey

WQVZLXWQESQGIF-UHFFFAOYSA-N

Smiles

CC(CCc1ccccc1)NCC(c2ccc(c(c2)C(=O)N)O)O.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 1500mg/kg (1500mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: NAUSEA OR VOMITING
Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 6, Pg. 273, 1980.
man LDLo oral 1620mg/kg/27W (1620mg/kg)   Annals of Internal Medicine. Vol. 113, Pg. 210, 1990.
man LDLo oral 1620mg/kg/27W (1620mg/kg) GASTROINTESTINAL: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Annals of Internal Medicine. Vol. 113, Pg. 210, 1990.
mouse LD50 intraperitoneal 114mg/kg (114mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Hokkaido Igaku Zasshi. Hokkaido Journal of Medical Science. Vol. 53, Pg. 15, 1978.
mouse LD50 intravenous 47mg/kg (47mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Hokkaido Igaku Zasshi. Hokkaido Journal of Medical Science. Vol. 53, Pg. 15, 1978.
mouse LD50 oral 1450mg/kg (1450mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Hokkaido Igaku Zasshi. Hokkaido Journal of Medical Science. Vol. 53, Pg. 15, 1978.
rabbit LD50 intravenous 41mg/kg (41mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Hokkaido Igaku Zasshi. Hokkaido Journal of Medical Science. Vol. 53, Pg. 15, 1978.
rabbit LD50 oral 1250mg/kg (1250mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Hokkaido Igaku Zasshi. Hokkaido Journal of Medical Science. Vol. 53, Pg. 15, 1978.
rat LD50 intraperitoneal 107mg/kg (107mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Hokkaido Igaku Zasshi. Hokkaido Journal of Medical Science. Vol. 53, Pg. 15, 1978.
rat LD50 intravenous 53mg/kg (53mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Hokkaido Igaku Zasshi. Hokkaido Journal of Medical Science. Vol. 53, Pg. 15, 1978.
rat LD50 oral 2114mg/kg (2114mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 21, Pg. 6307, 1987.
rat LD50 oral 2114mg/kg (2114mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Kiso to Rinsho. Clinical Report. Vol. 21, Pg. 6307, 1987.
women LDLo oral 244mg/kg/76D- (244mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
American Journal of Medicine. Vol. 87, Pg. 235, 1989.
women LDLo oral 360mg/kg/60D- (360mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED Annals of Internal Medicine. Vol. 113, Pg. 210, 1990.
women TDLo oral 53mg/kg/53D-I (53mg/kg)   Annals of Internal Medicine. Vol. 113, Pg. 210, 1990.
women TDLo oral 53mg/kg/53D-I (53mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Annals of Internal Medicine. Vol. 113, Pg. 210, 1990.