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Substance Name: Trimeperidine [INN:BAN:DCF]
RN: 64-39-1
InChIKey: UVITTYOJFDLOGI-LICQEQMYSA-N

Note

  • A narcotic analgesic similar to MEPERIDINE; it exists in four stereoisomers, two of which, the beta (isopromedol) and the gamma (trimeperidine) are active.

Molecular Formula

  • C17-H25-N-O2

Molecular Weight

  • 275.3895
 

Classification Codes

Classification Codes

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

Superlist Classification Code

  • DEA Schedule I
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Names and Synonyms

Name of Substance

  • Promedol
  • Trimeperidine [INN:BAN:DCF]

MeSH Heading

  • Promedol

Synonyms

  • 1,2,5-Trimethyl-4-phenyl-4-piperidinol, propionate (ester)
  • 1,2,5-Trimethyl-4-phenyl-4-propionoxypiperidine
  • 4-Piperidinol, 4-phenyl-1,2,5-trimethyl-, propionate
  • EINECS 200-583-3
  • Isopromedol
  • Promedol
  • Trimeperidina
  • Trimeperidina [INN-Spanish]
  • Trimeperidine
  • Trimeperidinum
  • Trimeperidinum [INN-Latin]

Systematic Names

  • 1,2,5-Trimethyl-4-phenyl-4-propionyloxypiperidine
  • 4-Piperidinol, 1,2,5-trimethyl-4-phenyl-, propanoate (ester)
  • 4-Piperidinol, 1,2,5-trimethyl-4-phenyl-, propionate (ester)
  • Trimeperidine

Superlist Names

  • DEA No. 9646
  • Trimeperidine

Registry Numbers

CAS Registry Number

  • 64-39-1

System Generated Number

  • 0000064391

Structure Descriptors

InChI

1S/C17H25NO2/c1-5-16(19)20-17(15-9-7-6-8-10-15)11-14(3)18(4)12-13(17)2/h6-10,13-14H,5,11-12H2,1-4H3/t13-,14+,17?/m1/s1

InChIKey

UVITTYOJFDLOGI-LICQEQMYSA-N

Smiles

CCC(=O)OC1(C[C@@H](N(C[C@H]1C)C)C)c2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 117mg/kg (117mg/kg)   Pharmaceutical Chemistry Journal Vol. 23, Pg. 395, 1989.
mouse LD50 intravenous 38mg/kg (38mg/kg)   Russian Pharmacology and Toxicology Vol. 31, Pg. 318, 1968.
mouse LD50 subcutaneous 200mg/kg (200mg/kg)   Pharmaceutical Chemistry Journal Vol. 10, Pg. 1193, 1976.
rat LD50 intravenous 22mg/kg (22mg/kg)   Pharmaceutical Chemistry Journal Vol. 8, Pg. 189, 1974.
rat LD50 subcutaneous 38mg/kg (38mg/kg) BEHAVIORAL: ANALGESIA Pharmaceutical Chemistry Journal Vol. 14, Pg. 850, 1980.
rat LD50 unreported 33mg/kg (33mg/kg)   Farmakologiya i Toksikologiya Vol. 43, Pg. 23, 1980.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.13 (none)   EXP
Water Solubility 368 mg/L 25 EST
Vapor Pressure 2.41E-05 mm Hg 25 EST
Henry's Law Constant 1.69E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.10E-10 cm3/molecule-sec 25 EST

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