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Substance Name: Dextromoramide [INN:BAN]
RN: 357-56-2
UNII: 9S4S6CIY83
InChIKey: INUNXTSAACVKJS-OAQYLSRUSA-N

Note

  • An opioid analgesic structurally related to METHADONE and used in the treatment of severe pain. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1070)

Molecular Formula

  • C25-H32-N2-O2

Molecular Weight

  • 392.5398
 

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
  • Sensory System Agents

Superlist Classification Code

  • DEA Schedule I
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Names and Synonyms

Name of Substance

  • Dextromoramide
  • Dextromoramide [INN:BAN]

MeSH Heading

  • Dextromoramide

Synonyms

  • (+)-2,2-Diphenyl-3-methyl-4-morpholinobutyrylpyrrolidine
  • (+)-3-Methyl-4-morpholino-2,2-diphenyl-1-(pyrrolidin-1-yl)butanon
  • (+)-N-(3-Methyl-4-morpholino-2,2-diphenylbutyryl)pyrrolidin
  • Alcoid
  • Dauran
  • Destromoramide
  • Destromoramide [DCIT]
  • Dextromoramida
  • Dextromoramida [INN-Spanish]
  • Dextromoramide
  • Dextromoramidum
  • Dextromoramidum [INN-Latin]
  • Dimorlin
  • EINECS 206-613-1
  • Jetrium
  • Jetrium R
  • Linfadol
  • MCP 875
  • Moramide
  • Narcolo
  • Palfadonna
  • Pyrrolamidol
  • Pyrrolamidolum
  • R 875
  • SKF 5137
  • Troxilan
  • UNII-9S4S6CIY83
  • Yetrium

Systematic Names

  • Dextromoramide
  • Pyrrolidine, 1-(2,2-diphenyl-3-methyl-4-morpholinobutyryl)-, (+)-
  • Pyrrolidine, 1-(3-methyl-4-(4-morpholinyl)-1-oxo-2,2-diphenylbutyl)-, (S)-

Superlist Names

  • DEA No. 9613
  • Dextromoramide
  • Narcolo
  • Palfium

Registry Numbers

CAS Registry Number

  • 357-56-2

FDA UNII

  • 9S4S6CIY83

System Generated Number

  • 0000357562

Structure Descriptors

InChI

1S/C25H32N2O2/c1-21(20-26-16-18-29-19-17-26)25(22-10-4-2-5-11-22,23-12-6-3-7-13-23)24(28)27-14-8-9-15-27/h2-7,10-13,21H,8-9,14-20H2,1H3/t21-/m1/s1

InChIKey

INUNXTSAACVKJS-OAQYLSRUSA-N

Smiles

C[C@H](CN1CCOCC1)C(C(=O)N2CCCC2)(c3ccccc3)c4ccccc4

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo intramuscular 57ug/kg (0.057mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
New York State Journal of Medicine. Vol. 61, Pg. 83, 1961.
mouse LD50 intravenous 21mg/kg (21mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacy and Pharmacology. Vol. 9, Pg. 730, 1957.
mouse LD50 oral 168mg/kg (168mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacy and Pharmacology. Vol. 9, Pg. 730, 1957.
mouse LD50 subcutaneous 140mg/kg (140mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 17, Pg. 433, 1961.
rat LD50 intravenous 13mg/kg (13mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacy and Pharmacology. Vol. 9, Pg. 730, 1957.
rat LD50 oral 71800ug/kg (71.8mg/kg)   Drug Development Research. Vol. 1, Pg. 1, 1981.
rat LD50 subcutaneous 50mg/kg (50mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacy and Pharmacology. Vol. 9, Pg. 730, 1957.
women TDLo intramuscular 200ug/kg (0.2mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: NAUSEA OR VOMITING
Practitioner. Vol. 197, Pg. 348, 1966.
women TDLo subcutaneous 150ug/kg (0.15mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
British Medical Journal. Vol. 1, Pg. 211, 1959.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 182 deg C   EXP
log P (octanol-water) 3.61 (none)   EXP
Water Solubility 2.810 mg/L 25 EST
Vapor Pressure 2.43E-10 mm Hg 25 EST
Henry's Law Constant 2.17E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.92E-10 cm3/molecule-sec 25 EST

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