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Substance Name: Etilefrine [INN:BAN]
RN: 709-55-7
UNII: ZB6F8MY53V
InChIKey: SQVIAVUSQAWMKL-UHFFFAOYSA-N

Note

  • A phenylephrine-related beta-1 adrenergic and alpha adrenergic agonist used as a cardiotonic and antihypotensive agent.

Molecular Formula

  • C10-H15-N-O2

Molecular Weight

  • 181.2335
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic alpha-Agonists
  • Adrenergic beta-1 Receptor Agonists
  • Adrenergic beta-Agonists
  • Autonomic Agents
  • Cardiotonic Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Protective Agents
  • Reproductive Effect
  • Sympathomimetics
  • Vasoconstrictor Agents
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Names and Synonyms

Name of Substance

  • Etilefrin
  • Etilefrin dl-form
  • Etilefrine
  • Etilefrine [INN:BAN]

MeSH Heading

  • Etilefrine

Synonyms

  • (+-)-Etilefrin
  • (+-)-Etilefrine
  • 1-(3'-Hydroxyphenyl)-2-ethylaminoethanol
  • 1-(3-Hydroxyphenyl)-2-(ethylamino)ethanol
  • alpha-((Ethylamino)methyl)-m-hydroxybenzyl alcohol
  • alpha-(m-Hydroxyphenyl)-beta-(ethylamino)ethanol
  • Benzenemethanol, alpha-((ethylamino)methyl)-3-hydroxy-
  • Benzyl alcohol, alpha-((ethylamino)methyl)-m-hydroxy-
  • EC 211-910-4
  • Effortil
  • EINECS 211-910-4
  • EINECS 233-359-9
  • Ethyl noradrianol
  • Ethyladrianol
  • Ethylphenylephrine
  • Etilefrin
  • Etilefrina
  • Etilefrina [DCIT]
  • Etilefrina [Spanish]
  • Etilefrine
  • Etilefrinum
  • Etilefrinum [INN-Latin]
  • Etilefrinum [Latin]
  • Etilephrine
  • m-Hydroxy-alpha-(ethylaminomethyl)benzyl alcohol
  • m-Hydroxyphenylethanolethylamine
  • N-Ethylnorphenylephrine
  • Racemic etilefrine
  • S 40032
  • S 40032-7
  • UNII-ZB6F8MY53V

Systematic Names

  • (1)-alpha-((Ethylamino)methyl)-m-hydroxybenzyl alcohol
  • alpha-((Ethylamino)methyl)-m-hydroxybenzyl alcohol
  • Benzenemethanol, alpha-((ethylamino)methyl)-3-hydroxy-
  • Benzyl alcohol, alpha-((ethylamino)methyl)-m-hydroxy-
  • Etilefrine

Registry Numbers

CAS Registry Number

  • 709-55-7

FDA UNII

  • ZB6F8MY53V

Other Registry Number

  • 10128-36-6

Related Registry Numbers

  • 42145-91-5 (pivalate hydrochloride)
  • 943-17-9 (hydrochloride)

System Generated Number

  • 0000709557

Structure Descriptors

InChI

InChI=1S/C10H15NO2/c1-2-11-7-10(13)8-4-3-5-9(12)6-8/h3-6,10-13H,2,7H2,1H3

InChIKey

SQVIAVUSQAWMKL-UHFFFAOYSA-N

Smiles

CCNCC(O)c1cccc(O)c1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 36800ug/kg (36.8mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
mouse LD50 oral 770mg/kg (770mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 869, 1972.
mouse LD50 subcutaneous 1428mg/kg (1428mg/kg)   Pharmaceutical Chemistry Journal Vol. 22, Pg. 857, 1988.
rat LD50 intraduodenal 200mg/kg (200mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 intraperitoneal 820mg/kg (820mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 27, 1969.
rat LD50 oral 114mg/kg (114mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 subcutaneous 244mg/kg (244mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 147.5 deg C   EXP
log P (octanol-water) 0.280 (none)   EST
Atmospheric OH Rate Constant 1.70E-10 cm3/molecule-sec 25 EST

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