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Substance Name: Urethane [INN:DCF]
RN: 51-79-6
UNII: 3IN71E75Z5
InChIKey: JOYRKODLDBILNP-UHFFFAOYSA-N

Note

  • Antineoplastic agent that is also used as a veterinary anesthetic. It has also been used as an intermediate in organic synthesis. Urethane is suspected to be a carcinogen.

Molecular Formula

  • C3-H7-N-O2

Molecular Weight

  • 89.0933
 

Classification Codes

Classification Codes

  • Anesthetics
  • Anesthetics, General
  • Anesthetics, Intravenous
  • Antineoplastic Agents
  • Carcinogens
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Mutation Data
  • Noxae
  • Reproductive Effect
  • TSCA Flag S (Substance is Identified in a Final Significant New Use Rule)
  • Tumor Data

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 2B
  • Reasonably Anticipated to be a Carcinogen
  • Reportable Quantity (RQ) = 100 lb
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Names and Synonyms

Name of Substance

  • Ethyl carbamate
  • Urethane
  • Urethane [INN:DCF]

MeSH Heading

  • Urethane

Synonyms

  • A 11032
  • Aethylcarbamat
  • Aethylcarbamat [German]
  • Aethylurethan
  • Aethylurethan [German]
  • AI3-00553
  • Carbamidsaeure-aethylester
  • Carbamidsaeure-aethylester [German]
  • CCRIS 619
  • EINECS 200-123-1
  • Estane 5703
  • Ethyl carbamate
  • Ethyl urethan
  • Ethyl urethane
  • Ethylcarbamate
  • Ethylester kyseliny karbaminove
  • Ethylester kyseliny karbaminove [Czech]
  • Ethylurethan
  • Ethylurethane
  • HSDB 2555
  • Leucethane
  • NSC 746
  • O-Ethylurethane
  • Pracarbamin
  • Pracarbamine
  • RCRA waste number U238
  • U-Compound
  • UNII-3IN71E75Z5
  • Uretan etylowy
  • Uretan etylowy [Polish]
  • Uretano
  • Uretano [DCIT]
  • Urethan
  • Urethane
  • Urethanum
  • Urethanum [INN-Latin]
  • X 41

Systematic Names

  • Carbamic acid, ethyl ester
  • Urethane

Superlist Names

  • Carbamic acid, ethyl ester
  • Ethyl carbamate
  • RCRA waste no. U238
  • Urethane

Registry Numbers

CAS Registry Number

  • 51-79-6

FDA UNII

  • 3IN71E75Z5

Other Registry Number

  • 121382-27-2

System Generated Number

  • 0000051796

Structure Descriptors

InChI

InChI=1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5)

InChIKey

JOYRKODLDBILNP-UHFFFAOYSA-N

Smiles

CCOC(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LDLo oral 2188mg/kg (2188mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
guinea pig LDLo intraarterial 800mg/kg (800mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 131, Pg. 171, 1928.
guinea pig LDLo intravenous 800mg/kg (800mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 131, Pg. 171, 1928.
mouse LD50 intraperitoneal 1539mg/kg (1539mg/kg)   Progress in Mutation Research. Vol. 1, Pg. 682, 1981.
mouse LD50 intravenous 500mg/kg (500mg/kg)   Acta Pharmaceutica Jugoslavica. Vol. 5, Pg. 43, 1955.
mouse LD50 oral 2500mg/kg (2500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 595, 1959.
mouse LD50 subcutaneous 1750mg/kg (1750mg/kg)   Gann. Japanese Journal of Cancer Research. Vol. 63, Pg. 731, 1972.
mouse LD50 unreported 2gm/kg (2000mg/kg)   British Journal of Cancer. Vol. 6, Pg. 160, 1952.
mouse LDLo parenteral 1gm/kg (1000mg/kg) GASTROINTESTINAL: PERITONITIS Progress Report for Contract No. PH-43-63-1132, Submitted to the National Cancer Institute by Scientific Associates, Inc. Vol. PH-43-62-483,
pigeon LDLo oral 800mg/kg (800mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
rabbit LDLo intravenous 2gm/kg (2000mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 272, 1973.
rat LD50 intramuscular 1400mg/kg (1400mg/kg)   Zeitschrift fuer Krebsforschung und Klinische Onkologie. Vol. 84, Pg. 227, 1975.
rat LD50 intraperitoneal 1500mg/kg (1500mg/kg)   Cancer Research. Vol. 26, Pg. 1448, 1966.
rat LD50 oral 1809mg/kg (1809mg/kg)   Cancer Letters Vol. 57, Pg. 37, 1991.
rat LDLo subcutaneous 1800mg/kg (1800mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 182, Pg. 348, 1936.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 49 deg C   EXP
Boiling Point 185 deg C   EXP
log P (octanol-water) -0.15 (none)   EXP
Water Solubility 4.80E+05 mg/L 15 EXP
Henry's Law Constant 6.43E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.35E-12 cm3/molecule-sec 25 EST

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