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Substance Name: Oxedrine [INN:BAN]
RN: 94-07-5
UNII: PEG5DP7434
InChIKey: YRCWQPVGYLYSOX-UHFFFAOYSA-N

Note

  • Sympathetic alpha-adrenergic agonist with actions like PHENYLEPHRINE. It is used as a vasoconstrictor in circulatory failure, asthma, nasal congestion, and glaucoma.

Molecular Formula

  • C9-H13-N-O2

Molecular Weight

  • 167.2067
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic alpha-Agonists
  • Autonomic Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Nasal Decongestants
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Respiratory System Agents
  • Sympathomimetics
  • Vasoconstrictor Agents
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Names and Synonyms

Name of Substance

  • Oxedrine [INN:BAN]
  • Synephrine

MeSH Heading

  • Synephrine

Synonyms

  • (+-)-N-Methyloctopamine
  • 1-(4-Hydroxyphenyl)-2-methylaminoethanol
  • 1-(4-Hydroxyphenyl)-N-methylethanolamine
  • 4-Hydroxy-alpha-((methylamino)methyl)benzenemethanol
  • alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan
  • alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan [German]
  • Analeptin
  • beta-Methylamino-alpha-(4-hydroxyphenyl)ethyl alcohol
  • DL-Synephrine
  • EINECS 202-300-9
  • Ethaphene
  • Methylaminomethyl(4-hydroxyphenyl)carbinol
  • NSC 166285
  • NSC 170956
  • Oxedrine
  • p-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol
  • p-Hydroxyphenylmethylaminoethanol
  • p-Methylaminoethanolphenol
  • p-Oxedrine
  • p-Synephrine
  • Parakorper
  • Parakorper [German]
  • Parasympatol
  • Pentedrin
  • Pentedrin [German]
  • S 38537-9
  • Simpalon
  • Simpatol
  • Sympaethamin
  • Sympaethamine
  • Sympathol
  • Sympatol
  • Synefrin
  • Synefrin [Czech]
  • Synephrin
  • Synephrine
  • Synthenate
  • UNII-PEG5DP7434

Systematic Names

  • (RS)-1-(4-Hydroxyphenyl)-2-(methylamino)ethanol
  • 4-(1-Hydroxy-2-(methylamino)ethyl)phenol
  • Benzenemethanol, 4-hydroxy-alpha-((methylamino)methyl)- (9CI)
  • Benzyl alcohol, p-hydroxy-alpha-((methylamino)methyl)-

Registry Numbers

CAS Registry Number

  • 94-07-5

FDA UNII

  • PEG5DP7434

Other Registry Number

  • 582-84-3

System Generated Number

  • 0000094075

Structure Descriptors

InChI

1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3

InChIKey

YRCWQPVGYLYSOX-UHFFFAOYSA-N

Smiles

CNCC(c1ccc(cc1)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 89, Pg. 297, 1947.
mouse LD50 intravenous 270mg/kg (270mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 341, 1952.
mouse LDLo subcutaneous 1500mg/kg (1500mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 136, Pg. 172, 1928.
rabbit LDLo intravenous 150mg/kg (150mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 101, Pg. 81, 1955.
rat LDLo subcutaneous 1500mg/kg (1500mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 101, Pg. 81, 1955.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 184.5 deg C   EXP
pKa Dissociation Constant 8.9 (none) 25 EXP
log P (octanol-water) -0.45 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EST
Vapor Pressure 2.22E-05 mm Hg 25 EST
Henry's Law Constant 6.78E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.24E-10 cm3/molecule-sec 25 EST

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