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Substance Name: Levorphanol [INN:BAN]
RN: 77-07-6
UNII: 27618J1N2X
InChIKey: JAQUASYNZVUNQP-USXIJHARSA-N

Note

  • A narcotic analgesic that may be habit-forming. It is nearly as effective orally as by injection.

Molecular Formula

  • C17-H23-N-O

Molecular Weight

  • 257.3747
 

Classification Codes

Classification Codes

  • Analgesics
  • Analgesics, Opioid
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Human Data
  • Narcotics
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents

Superlist Classification Code

  • DEA Schedule II

Names and Synonyms

Name of Substance

  • Levorphanol
  • Levorphanol [INN:BAN]

MeSH Heading

  • Levorphanol

Synonyms

  • (-)-3-Hydroxy-N-methylmorphinan
  • (-)-N-Methylmorphinan-3-ol
  • 1,3,4,9,10,10a-Hexahydro-11-methyl-2H-10,4a-iminoethanophenanthren-6-ol, l-
  • 17-Methylmorphinan-3-ol
  • 2H-10,4a-Iminoethanophenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-, l-
  • Aromarone
  • EINECS 201-002-6
  • HSDB 3349
  • Levorfanol
  • Levorfanol [INN-Spanish]
  • Levorfanolo
  • Levorfanolo [DCIT]
  • Levorphan
  • Levorphanol
  • Levorphanolum
  • Levorphanolum [INN-Latin]
  • Morphinan, 3-hydroxy-17-methyl-
  • Morphinan-3-ol, 17-methyl-
  • Ro 1-5431
  • UNII-27618J1N2X

Systematic Names

  • 2H-10,4a-Iminoethanophenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-
  • Levorphanol
  • Morphinan-3-ol, 17-methyl-, (-)-

Superlist Names

  • DEA No. 9220
  • Levorphanol

Registry Numbers

CAS Registry Number

  • 77-07-6

FDA UNII

  • 27618J1N2X

Other Registry Number

  • 125-74-6

System Generated Number

  • 0000077076

Structure Descriptors

InChI

1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m0/s1

InChIKey

JAQUASYNZVUNQP-USXIJHARSA-N

Smiles

CN1CC[C@]23CCCC[C@H]2[C@H]1Cc4ccc(O)cc34

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo oral 508ug/kg (0.508mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER
Journal of Analytical Toxicology. Vol. 3, Pg. 217, 1979.
mouse LD50 intravenous 41mg/kg (41mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. -, 1965.
mouse LD50 oral 285mg/kg (285mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 126, 1973.
mouse LD50 subcutaneous 187mg/kg (187mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. -, 1965.
rat LD50 oral 150mg/kg (150mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 126, 1973.
rat LD50 subcutaneous 110mg/kg (110mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. -, 1965.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 198-199 deg C   EXP
pKa Dissociation Constant 9.58 (none)   EXP
log P (octanol-water) 3.11 (none)   EXP
Water Solubility 1840 mg/L 25 EST
Vapor Pressure 1.04E-06 mm Hg 25 EST
Henry's Law Constant 2.11E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.07E-10 cm3/molecule-sec 25 EST

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