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Substance Name: Ethylmorphine [BAN]
RN: 76-58-4
UNII: RWO67D87EU
InChIKey: OGDVEMNWJVYAJL-LEPYJNQMSA-N

Note

  • A narcotic analgesic and antitussive. It is metabolized in the liver by ETHYLMORPHINE-N-DEMETHYLASE and used as an indicator of liver function.

Molecular Formula

  • C19-H23-N-O3

Molecular Weight

  • 313.3947
 

Classification Codes

Classification Codes

  • Analgesics
  • Analgesics, Opioid
  • Antitussive Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Narcotics
  • Peripheral Nervous System Agents
  • Respiratory System Agents
  • Sensory System Agents

Superlist Classification Code

  • DEA Schedule II
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Names and Synonyms

Name of Substance

  • Ethylmorphine
  • Ethylmorphine [BAN]

MeSH Heading

  • Ethylmorphine

Synonyms

  • 3-O-Ethylmorphine
  • Codethyline
  • Dionine
  • EINECS 200-970-7
  • Ethylmorphine
  • Morphine, ethyl-
  • UNII-RWO67D87EU

Systematic Names

  • 3-O-Ethylmorphine
  • Morphinan-6-alpha-ol, 7,8-didehydro-4,5-alpha-epoxy-3-ethoxy-17-methyl-
  • Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-ethoxy-17-methyl-, (5-alpha,6-alpha)- (9CI)

Superlist Names

  • DEA No. 9190
  • Ethylmorphine

Registry Numbers

CAS Registry Number

  • 76-58-4

FDA UNII

  • RWO67D87EU

System Generated Number

  • 0000076584

Structure Descriptors

InChI

1S/C19H23NO3/c1-3-22-15-7-4-11-10-13-12-5-6-14(21)18-19(12,8-9-20(13)2)16(11)17(15)23-18/h4-7,12-14,18,21H,3,8-10H2,1-2H3/t12-,13+,14-,18-,19-/m0/s1

InChIKey

OGDVEMNWJVYAJL-LEPYJNQMSA-N

Smiles

CCOc1ccc2C[C@@H]3[C@@H]4C=C[C@H](O)[C@@H]5Oc1c2[C@]45CCN3C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 120mg/kg (120mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Annales Pharmaceutiques Francaises. Vol. 8, Pg. 261, 1950.
mouse LD50 oral 520mg/kg (520mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 719, 1971.
mouse LD50 subcutaneous 136mg/kg (136mg/kg)   "Public Health Reports, Supplement." Vol. 138, Pg. 8, 1938.
rat LD50 intraperitoneal 110mg/kg (110mg/kg)   Pharmazie. Vol. 31, Pg. 655, 1976.
rat LD50 intravenous 62mg/kg (62mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 25, Pg. 929, 1973.
rat LD50 oral 810mg/kg (810mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 25, Pg. 929, 1973.
rat LD50 subcutaneous 200mg/kg (200mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 25, Pg. 929, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 199-201 deg C   EXP
log P (octanol-water) 1.770 (none)   EST
Water Solubility 2610 mg/L 20 EXP
Vapor Pressure 1.64E-09 mm Hg 25 EST
Henry's Law Constant 1.01E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.49E-10 cm3/molecule-sec 25 EST

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