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Substance Name: Piritramide [INN:BAN:DCF]
RN: 302-41-0
UNII: 4RP92LYZ2F
InChIKey: IHEHEFLXQFOQJO-UHFFFAOYSA-N

Note

  • A diphenylpropylamine with intense narcotic analgesic activity of long duration. It is a derivative of MEPERIDINE with similar activity and usage.

Molecular Formula

  • C27-H34-N4-O

Molecular Weight

  • 430.593
 

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

  • Pirinitramide
  • Piritramide [INN:BAN:DCF]

MeSH Heading

  • Pirinitramide

Synonyms

  • 1'-(3-Cyano-3,3-diphenylpropyl)(1,4'-bipiperidine)-4'-carboxamide
  • 1'-(3-Cyano-3,3-diphenylpropyl)-(1,4'-bipiperidine)-4'-carboxamide
  • 2,2-Diphenyl-4-(4-piperidino-4-carbamoylpiperidino)butyronitrile
  • 5-22-13-00539 (Beilstein Handbook Reference)
  • BRN 0501362
  • Dipidolor
  • Dipiritramide
  • EINECS 206-124-3
  • Piridolan
  • Pirinitramide
  • Piritramida
  • Piritramida [INN-Spanish]
  • Piritramide
  • Piritramidum
  • Piritramidum [INN-Latin]
  • R 3365
  • UNII-4RP92LYZ2F

Systematic Names

  • (1,4'-Bipiperidine)-4'-carboxamide, 1'-(3-cyano-3,3-diphenylpropyl)-
  • 1'-(3-Cyano-3,3-diphenylpropyl)-(1,4'-bipiperidine)-4'-carboxamide
  • Piritramide

Superlist Names

  • DEA No. 9642
  • Piritramide

Registry Numbers

CAS Registry Number

  • 302-41-0

FDA UNII

  • 4RP92LYZ2F

System Generated Number

  • 0000302410

Structure Descriptors

InChI

InChI=1S/C27H34N4O/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32)

InChIKey

IHEHEFLXQFOQJO-UHFFFAOYSA-N

Smiles

NC(=O)C1(CCN(CCC(C#N)(c2ccccc2)c3ccccc3)CC1)N4CCCCC4

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous > 10mg/kg (10mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961.
dog LD50 subcutaneous > 40mg/kg (40mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961.
monkey LD50 subcutaneous > 10mg/kg (10mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961.
mouse LD50 intravenous 30700ug/kg (30.7mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Farmakologiya i Toksikologiya Vol. 54(5), Pg. 59, 1991.
mouse LD50 oral > 320mg/kg (320mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961.
mouse LD50 subcutaneous 280mg/kg (280mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961.
rat LD50 intravenous 13mg/kg (13mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961.
rat LD50 oral 320mg/kg (320mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 149.5 deg C   EXP
log P (octanol-water) 3.91 (none)   EXP
Water Solubility 0.491 mg/L 25 EST
Vapor Pressure 7.13E-14 mm Hg 25 EST
Henry's Law Constant 2.78E-19 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.11E-10 cm3/molecule-sec 25 EST

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