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Substance Name: Etomidate [USAN:USP:INN:BAN]
RN: 33125-97-2
UNII: Z22628B598
InChIKey: NPUKDXXFDDZOKR-LLVKDONJSA-N

Note

  • Imidazole derivative anesthetic and hypnotic with little effect on blood gases, ventilation, or the cardiovascular system. It has been proposed as an induction anesthetic.

Molecular Formula

  • C14-H16-N2-O2

Molecular Weight

  • 244.2924
 

Classification Codes

  • Anesthetics
  • Anesthetics, General
  • Anesthetics, Intravenous
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Human Data
  • Hypnotics and Sedatives
  • Sedative-Hypnotic

Names and Synonyms

Name of Substance

  • Etomidate
  • Etomidate [USAN:USP:INN:BAN]

MeSH Heading

  • Etomidate

Synonyms

  • (+)-Ethyl 1-(alpha-methylbenzyl)imidazole-5-carboxylate
  • (+)-Etomidate
  • (d)-Etomidate
  • (R)-(+)-1-(alpha-Methylbenzyl)imidazole-5-carboxylic acid ethyl ester
  • 1-(1-Phenylethyl)-1H-imidazole-5-carboxylic acid ethyl ester
  • 1-(alpha-Methylbenzyl)-1H-imidazole-5-carboxylic acid ethyl ester
  • 1H-Imidazole-5-carboxylic acid, 1-(1-phenylethyl)-, ethyl ester, (R)-
  • 5-25-04-00085 (Beilstein Handbook Reference)
  • Amidate
  • Amidate (pharmaceutical)
  • BRN 0665833
  • D-Etomidate
  • EINECS 251-385-9
  • Etomidate
  • Etomidato
  • Etomidato [INN-Spanish]
  • Etomidatum
  • Etomidatum [INN-Latin]
  • Hypnomidate
  • Lipuro
  • R 16659
  • R-(+)-Ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate
  • Radenarcon
  • UNII-Z22628B598

Systematic Names

  • 1H-Imidazole-5-carboxylic acid, 1-((1R)-1-phenylethyl)-, ethyl ester
  • 1H-Imidazole-5-carboxylic acid, 1-(1-phenylethyl)-, ethyl ester, (+)-
  • 1H-Imidazole-5-carboxylic acid, 1-(1-phenylethyl)-, ethyl ester, (R)-
  • Etomidate
  • Imidazole-5-carboxylic acid, 1-(alpha-methylbenzyl)-, ethyl ester, (R)-(+)-

Registry Numbers

CAS Registry Number

  • 33125-97-2

FDA UNII

  • Z22628B598

System Generated Number

  • 0033125972

Structure Descriptors

InChI

1S/C14H16N2O2/c1-3-18-14(17)13-9-15-10-16(13)11(2)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3/t11-/m1/s1

InChIKey

NPUKDXXFDDZOKR-LLVKDONJSA-N

Smiles

CCOC(=O)c1cncn1[C@H](C)c2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo intravenous 300ug/kg (0.3mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Anesthesia and Analgesia Vol. 55, Pg. 730, 1976.
man TDLo intravenous 3977ug/kg/3H- (3.977mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) Anesthesia and Analgesia Vol. 64, Pg. 80, 1985.
mouse LD50 intravenous 29500ug/kg (29.5mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 214, Pg. 92, 1975.
mouse LD50 oral 650mg/kg (650mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65(1), Pg. 19S, 1969.
rat LD50 intravenous 14800ug/kg (14.8mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Archives Internationales de Pharmacodynamie et de Therapie. Vol. 214, Pg. 92, 1975.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 67 deg C   EXP
log P (octanol-water) 3.05 (none)   EXP
Water Solubility 63.2 mg/L 25 EST
Vapor Pressure 1.51E-06 mm Hg 25 EST
Henry's Law Constant 7.34E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.00E-11 cm3/molecule-sec 25 EST

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