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Substance Name: Ephedrine sulfate [USP]
RN: 134-72-5
UNII: U6X61U5ZEG
InChIKey: CAVQBDOACNULDN-KHFUBBAMSA-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 Formulas

  • C10-H15-N-O.1/2H2-O4-S
  • C20-H30-N2-O2.H2-O4-S

Molecular Weight

  • 428.5468
 

Classification Codes

  • Adrenergic
  • Adrenergic Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Tumor Data

Names and Synonyms

Name of Substance

  • Ephedrine l- sulfate
  • Ephedrine sulfate [USP]

Synonyms

  • (-)-Ephedrine sulfate (2:1) (salt)
  • (-)-erythro-1-Hydroxy-2-(methylamino)-1-phenylpropane sulfate
  • (1R,2S)-1-Phenyl-2-methylaminopropanol-1 sulfate
  • 1-alpha-(1-(Methylamino)ethyl)benzyl alcohol sulfate
  • 1-Phenyl-2-methylamine-propanol-1-sulfate
  • Akovaz
  • Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R-(R*,S*))-, sulfate (2:1) (salt)
  • CCRIS 1351
  • EC 205-154-4
  • EINECS 205-154-4
  • Ephedrine sulfate
  • Ephedrine sulphate
  • Isofedrol
  • l-Ephedrine sulfate
  • NCI-C55652
  • UNII-U6X61U5ZEG

Systematic Names

  • Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alphaR)-, sulfate (2:1)
  • Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alphaR)-, sulfate (2:1) (salt)
  • Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R-(R*,S*))-, sulfate (2:1) (salt)
  • Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (theta-(theta,S))-, sulfate (2:1) (salt)
  • Bis((R-(R*,S*))-beta-hydroxy-alpha-methylphenethyl)methylammonium sulphate
  • Bis((R-(R*,S*))-beta-hydroxy-alpha-methylphenethyl)methylammonium) sulphate
  • Ephedrine sulfate
  • Ephedrine sulfate (2:1) (salt), (-)-

Superlist Name

  • Ephedrine sulfate

Mixture Names

  • Bronkaid Caplets
  • Pazo Ointment
  • Pazo Suppositories

Registry Numbers

CAS Registry Number

  • 134-72-5

FDA UNII

  • U6X61U5ZEG

Other Registry Numbers

  • 17140-50-0
  • 33096-52-5
  • 8048-37-1
  • 8052-22-0
  • 909278-77-9
  • 95330-22-6

System Generated Number

  • 0000134725

Molecular Formulas

Molecular Formulas

  • C10-H15-N-O.1/2H2-O4-S
  • C20-H30-N2-O2.H2-O4-S

Molecular Formula Fragments

  • C10-H15-N-O
  • C20-H30-N2-O2
  • COMPONENT
  • H2-O4-S

Structure Descriptors

InChI

1S/2C10H15NO.H2O4S/c2*1-8(11-2)10(12)9-6-4-3-5-7-9;1-5(2,3)4/h2*3-8,10-12H,1-2H3;(H2,1,2,3,4)/t2*8-,10-;/m00./s1

InChIKey

CAVQBDOACNULDN-KHFUBBAMSA-N

Smiles

CN[C@@H](C)[C@H](O)c1ccccc1.CN[C@@H](C)[C@H](O)c2ccccc2.OS(=O)(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 75mg/kg (75mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.
dog LDLo intravenous 70mg/kg (70mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.
frog LDLo parenteral 530mg/kg (530mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.
guinea pig LDLo subcutaneous 425mg/kg (425mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.
human TDLo intravenous 1mg/kg (1mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
mouse LD50 intraperitoneal 270mg/kg (270mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: STRAUB TAIL

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toxicology and Applied Pharmacology. Vol. 15, Pg. 304, 1969.
mouse LD50 oral 812mg/kg (812mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION
National Toxicology Program Technical Report Series. Vol. NTP-TR-307, Pg. 1986,
rabbit LD50 intravenous 73mg/kg (73mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.
rabbit LD50 oral 825mg/kg (825mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.
rabbit LD50 subcutaneous 383mg/kg (383mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.
rabbit LDLo intramuscular 340mg/kg (340mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.
rabbit LDLo intraperitoneal 310mg/kg (310mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: TREMOR
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.
rat LD50 intravenous 102mg/kg (102mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.
rat LD50 oral 404mg/kg (404mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.
rat LD50 subcutaneous 318mg/kg (318mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.