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Substance Name: Propranolol hydrochloride [USAN:USP:JAN]
RN: 318-98-9
UNII: F8A3652H1V
InChIKey: ZMRUPTIKESYGQW-UHFFFAOYSA-N

Note

  • A widely used non-cardioselective beta-adrenergic antagonist. Propranolol has been used for MYOCARDIAL INFARCTION; ARRHYTHMIA; ANGINA PECTORIS; HYPERTENSION; HYPERTHYROIDISM; MIGRAINE; PHEOCHROMOCYTOMA; and ANXIETY but adverse effects instigate replacement by newer drugs.

Molecular Formula

  • C16-H21-N-O2.Cl-H

Molecular Weight

  • 295.8078
 

Classification Codes

  • Anti-Adrenergic (beta-Receptor)
  • Cardiac Depressant (Anti-Arrhythmic)
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Propranolol hydrochloride
  • Propranolol hydrochloride [USAN:USP:JAN]

Synonyms

  • (+-)-1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride
  • 1-(1-Naphthyloxy)-2-hydroxy-3-isopropylaminopropane hydrochloride
  • 1-(Isopropylamino)-3-(1-naphthoxy)-propan-2-ol hydrochloride
  • 1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride
  • 1-(Isopropylamino)-3-(alpha-naphthoxy)-2-propanol hydrochloride
  • 1-Isopropylamino-3-(1-naphthoxy)-propan-2-ol-hydrochloride
  • 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, hydrochloride
  • 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, hydrochloride, (+-)-
  • Acifol
  • Anaprilin
  • Anapriline
  • Angilol
  • Apsolol
  • Arcablock
  • Artensol
  • Avlocardyl
  • AY 64043
  • Beprane
  • Berkolol
  • beta Neg
  • beta-NEG
  • Beta-Tablinen
  • Beta-Timelets
  • Biocard
  • Blocaryl
  • Cardinol
  • Caridolol
  • CCRIS 1105
  • Cinlol
  • Ciplar
  • Corbeta
  • d,l-Propranolol hydrochloride
  • Deralin
  • Detensol
  • Dibudinate
  • DL-Anapriline
  • DL-Propranolol hydrochloride
  • Dociton
  • Dumopranol
  • Duranol
  • Duraprox
  • Efectolol
  • EINECS 206-268-7
  • EINECS 222-501-5
  • Elbrol
  • Emforal
  • Farprolol
  • Frekven
  • Half-Inderal
  • Hemangeol
  • Hemipralon
  • Herzbase
  • Herzul
  • HSDB 3176
  • I 2065
  • ICI 45520
  • Ikopal
  • Inderal
  • Inderal LA
  • Inderalici
  • Inderex
  • Indermigran
  • Indobloc
  • Innopran
  • InnoPran XL
  • KEMI
  • Kidoral
  • Naprilin
  • Nedis
  • Nelderal
  • Noloten
  • Novopranol
  • NSC 91523
  • NSC-91523
  • Obsidan
  • Oposim
  • Panolol
  • Prandol
  • Pranix
  • Prano-Puren
  • Proberta LA
  • Procor
  • Pronovan
  • Propabloc
  • Propadex
  • Propalong
  • Propayerst
  • Prophylux
  • Propra vt ct
  • Proprahexal
  • Propral
  • Propranolol chloride
  • Propranolol HCl
  • Propranolol hydrochloride
  • Propranolol hydrochloride intensol
  • Propranovitan
  • Propranur
  • Propraratiopharm
  • Prosin
  • Pur-Bloka
  • Pylapron
  • R+C5989educor
  • Rapynogen
  • Sagittol
  • Sawatol
  • Scandrug
  • Sinal
  • Sloprolol
  • Sudenol
  • Tensiflex
  • Tesnol
  • Tiperal
  • Tonum
  • UNII-F8A3652H1V

Systematic Names

  • (2-Hydroxy-3-(naphthyloxy)propyl)isopropylammonium chloride
  • 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, hydrochloride
  • 2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, hydrochloride
  • 2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, hydrochloride, (+-)-
  • Propranolol hydrochloride

Mixture Name

  • Inderide

Registry Numbers

CAS Registry Number

  • 318-98-9

FDA UNII

  • F8A3652H1V

Other Registry Numbers

  • 146874-86-4
  • 3506-09-0

System Generated Number

  • 0000318989

Molecular Formulas

Molecular Formula

  • C16-H21-N-O2.Cl-H

Molecular Formula Fragments

  • C16-H21-N-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C16H21NO2.ClH/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16;/h3-9,12,14,17-18H,10-11H2,1-2H3;1H

InChIKey

ZMRUPTIKESYGQW-UHFFFAOYSA-N

Smiles

c12c(OCC(CNC(C)C)O)cccc1cccc2.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD oral > 50mg/kg (50mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: NAUSEA OR VOMITING
Acta Pharmacologica et Toxicologica. Vol. 26, Pg. 343, 1968.
dog LDLo intravenous 22811ug/kg (22.811mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Journal of Pharmacy and Pharmacology. Vol. 21, Pg. 488, 1969.
guinea pig LDLo intravenous 28100ug/kg (28.1mg/kg)   Farmaco, Edizione Pratica. Vol. 35, Pg. 49, 1980.
man LDLo oral 34mg/kg (34mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: PULSE RATE
Drug Intelligence and Clinical Pharmacy. Vol. 22, Pg. 781, 1988.
man TDLo intravenous 29ug/kg/5M-I (0.029mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Annals of Emergency Medicine. Vol. 14, Pg. 1112, 1985.
man TDLo oral 857ug/kg/3D-I (0.857mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Archives of Dermatology. Vol. 121, Pg. 1326, 1985.
man TDLo oral 4mg/kg/1W-I (4mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: COUGH

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Drug Intelligence and Clinical Pharmacy. Vol. 16, Pg. 776, 1982.
man TDLo oral 43mg/kg (43mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
South African Medical Journal. Vol. 67, Pg. 1062, 1985.
man TDLo oral 417mg/kg/1Y-I (417mg/kg) LUNGS, THORAX, OR RESPIRATION: BRONCHIOLAR CONSTRICTION Practitioner. Vol. 229, Pg. 663, 1985.
mouse LD50 intraperitoneal 80mg/kg (80mg/kg)   Journal of Drug Research. Vol. 16, Pg. 171, 1985.
mouse LD50 intravenous 18mg/kg (18mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 1022, 1977.
mouse LD50 oral 320mg/kg (320mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968.
mouse LD50 subcutaneous 208mg/kg (208mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
rabbit LD50 intravenous 12500ug/kg (12.5mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 1022, 1977.
rabbit LD50 oral 600mg/kg (600mg/kg)   Drugs in Japan Vol. 6, Pg. 733, 1982.
rat LD50 intraperitoneal 76mg/kg (76mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: IRRITABILITY
Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 506, 1976.
rat LD50 intravenous 21mg/kg (21mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
rat LD50 oral 466mg/kg (466mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 35, Pg. 1236, 1985.
rat LD50 subcutaneous 115mg/kg (115mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
women LDLo intravenous 40ug/kg (0.04mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
Archives of Internal Medicine. Vol. 144, Pg. 173, 1984.
women LDLo oral 64mg/kg (64mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: COMA
Acta Medica Scandinavica. Vol. 210, Pg. 137, 1981.
women TDLo oral 8400ug/kg/7D- (8.4mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: TOXIC PSYCHOSIS

PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE
Clinical Toxicology. Vol. 4, Pg. 357, 1971.
women TDLo oral 22mg/kg/4W-I (22mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BRAIN AND COVERINGS: ENCEPHALITIS
Journal of Clinical Gastroenterology. Vol. 8, Pg. 74, 1986.
women TDLo oral 77mg/kg (77mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Annals of Emergency Medicine. Vol. 14, Pg. 161, 1985.
women TDLo oral 160mg/kg (160mg/kg) CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA
Annals of Emergency Medicine. Vol. 16, Pg. 1381, 1987.