Skip Navigation
ChemIDplus Lite•Browse•Advanced

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
* denotes mobile formatted website

Links to Resources

NLM Resources (File Locators)

Regulatory Agencies (Superlist Locators)

Other Resources (Internet Locators)


Search for this InChIKey on the Web

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.