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Substance Name: Ephedrine Hydrochloride [USAN:BAN:JAN]
RN: 50-98-6
UNII: NLJ6390P1Z
InChIKey: BALXUFOVQVENIU-GNAZCLTHSA-N

Note

  • A phenethylamine found in EPHEDRA SINICA. PSEUDOEPHEDRINE is an isomer. It is an alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used for asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists.

Molecular Formula

  • C10-H15-N-O.Cl-H

Molecular Weight

  • 201.6954
 

Classification Codes

  • Bronchodilator
  • Drug / Therapeutic Agent
  • Human Data
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Names and Synonyms

Name of Substance

  • Ephedrine Hydrochloride [USAN:BAN:JAN]

Synonyms

  • (-)-Ephedrin hydrochloride
  • (-)-Ephedrine hydrochloride
  • 1-Ephedrine hydrochloride
  • Altusin
  • Benzenemethanol, alpha-(1-(methylamino)ethyl)-, hydrochloride, (R-(R*,S*))-
  • EC 200-074-6
  • EINECS 200-074-6
  • Ephedrine hydrochloride
  • Ephedrinium chloride
  • Ephedronguent
  • L-Ephedrine hydrochloride
  • l-Ephedrine, hydrochloride
  • N-Methyl-beta-oxy-beta-phenylisopropylaminhydrochlorid
  • N-Methyl-beta-oxy-beta-phenylisopropylaminhydrochlorid [German]
  • UNII-NLJ6390P1Z

Systematic Names

  • Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, hydrochloride (1:1), (alphaR)-
  • Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, hydrochloride, (alphaR)-
  • Benzenemethanol, alpha-(1-(methylamino)ethyl)-, hydrochloride, (R-(R*,S*))-
  • Benzenemethanol, alpha-(1-(methylamino)ethyl)-, hydrochloride, (theta-(theta,S))-
  • Ephedrine hydrochloride

Mixture Names

  • Bena-Fedrin
  • Bronkotabs
  • Mudrane GG Elixir
  • Primatene Tablets
  • Quadrinal
  • Tedral

Registry Numbers

CAS Registry Number

  • 50-98-6

FDA UNII

  • NLJ6390P1Z

Other Registry Numbers

  • 14992-57-5
  • 15826-51-4
  • 7060-73-3
  • 877-36-1

System Generated Number

  • 0000050986

Molecular Formulas

Molecular Formula

  • C10-H15-N-O.Cl-H

Molecular Formula Fragments

  • C10-H15-N-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C10H15NO.ClH/c1-8(11-2)10(12)9-6-4-3-5-7-9;/h3-8,10-12H,1-2H3;1H/t8-,10-;/m0./s1

InChIKey

BALXUFOVQVENIU-GNAZCLTHSA-N

Smiles

C[C@@H]([C@@H](c1ccccc1)O)NC.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 60mg/kg (60mg/kg) CARDIAC: OTHER CHANGES Medecine Vol. 9, Pg. 59, 1930.
dog LDLo intravenous 70mg/kg (70mg/kg)   Medecine Vol. 9, Pg. 59, 1930.
dog LDLo intravenous 70mg/kg (70mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Medecine Vol. 9, Pg. 59, 1930.
dog LDLo subcutaneous 220mg/kg (220mg/kg)   Medecine Vol. 9, Pg. 59, 1930.
dog LDLo subcutaneous 220mg/kg (220mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Medecine Vol. 9, Pg. 59, 1930.
frog LDLo parenteral 440mg/kg (440mg/kg)   Manshu Igaku Zasshi. Manchuria Medical Journal. Vol. 3, Pg. 1, 1925.
frog LDLo subcutaneous 400mg/kg (400mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Medecine Vol. 9, Pg. 59, 1930.
guinea pig LD50 intravenous 98mg/kg (98mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: EXCITEMENT
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 59, Pg. 355, 1963.
guinea pig LD50 subcutaneous 192mg/kg (192mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: EXCITEMENT
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 59, Pg. 355, 1963.
hamster LDLo intraperitoneal 350mg/kg (350mg/kg) CARDIAC: OTHER CHANGES Medecine Vol. 9, Pg. 59, 1930.
human TDLo intradermal 5700ng/kg (0.0057mg/kg) PERIPHERAL NERVE AND SENSATION: LOCAL ANESTHETIC Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 295, 1942.
mouse LD50 intraperitoneal 242mg/kg (242mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 158, Pg. 135, 1967.
mouse LD50 intravenous 95mg/kg (95mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 336, 1949.
mouse LD50 oral 400mg/kg (400mg/kg)   Journal of Medicinal Chemistry. Vol. 9, Pg. 966, 1966.
mouse LD50 subcutaneous 40870ug/kg (40.87mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 214, 1946.
mouse LDLo parenteral 500mg/kg (500mg/kg)   Manshu Igaku Zasshi. Manchuria Medical Journal. Vol. 3, Pg. 1, 1925.
rabbit LD50 intramuscular 175mg/kg (175mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rabbit LD50 intravenous 65mg/kg (65mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 336, 1949.
rabbit LD50 subcutaneous 165mg/kg (165mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rat LD50 intraperitoneal 165mg/kg (165mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rat LD50 intravenous 69mg/kg (69mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 33, Pg. 80, 1944.
rat LD50 subcutaneous 1150mg/kg (1150mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 336, 1949.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 218 deg C   EXP
log P (octanol-water) -2.45E+00 (none)   EXP
Water Solubility 2.50E+05 mg/L   EXP
Vapor Pressure 2.04E-10 mm Hg 25 EST
Henry's Law Constant 9.03E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.63E-11 cm3/molecule-sec 25 EST

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