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Substance Name: Diphenoxylate [INN:BAN]
RN: 915-30-0
UNII: 73312P173G
InChIKey: HYPPXZBJBPSRLK-UHFFFAOYSA-N

Note

  • A MEPERIDINE congener used as an antidiarrheal, usually in combination with ATROPINE. At high doses, it acts like morphine. Its unesterified metabolite difenoxin has similar properties and is used similarly. It has little or no analgesic activity.

Molecular Formula

  • C30-H32-N2-O2

Molecular Weight

  • 452.5948
 

Classification Codes

  • Analgesics
  • Analgesics, Opioid
  • Antidiarrheals
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Narcotics
  • Peripheral Nervous System Agents
  • Sensory System Agents
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Names and Synonyms

Name of Substance

  • Diphenoxylate
  • Diphenoxylate [INN:BAN]

MeSH Heading

  • Diphenoxylate

Synonyms

  • 1-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylic acid ethyl ester
  • 1-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-isonipecotic acid ethyl ester
  • 2,2-Diphenyl-4-(4-carbethoxy-4-phenylpiperidino)butyronitrile
  • 4-Piperidinecarboxylic acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-, ethyl ester
  • 5-22-02-00487 (Beilstein Handbook Reference)
  • BRN 0503374
  • Difenossilato
  • Difenossilato [DCIT]
  • Difenoxilato
  • Difenoxilato [INN-Spanish]
  • Difenoxilato [Spanish]
  • Diphenoxylate
  • Diphenoxylatum
  • Diphenoxylatum [INN-Latin]
  • Diphenoxylatum [Latin]
  • EINECS 213-020-1
  • Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylate
  • Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotate
  • HSDB 3067
  • Isonipecotic acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-, ethyl ester
  • NIH 7562
  • R-1132
  • UNII-73312P173G

Systematic Names

  • 4-Piperidinecarboxylic acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-, ethyl ester (9CI)
  • Diphenoxylate
  • Isonipecotic acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-, ethyl ester

Superlist Names

  • DEA No. 9170
  • Diphenoxylate

Registry Numbers

CAS Registry Number

  • 915-30-0

FDA UNII

  • 73312P173G

Related Registry Number

  • 3810-80-8 (mono-hydrochloride)

System Generated Number

  • 0000915300

Structure Descriptors

InChI

1S/C30H32N2O2/c1-2-34-28(33)29(25-12-6-3-7-13-25)18-21-32(22-19-29)23-20-30(24-31,26-14-8-4-9-15-26)27-16-10-5-11-17-27/h3-17H,2,18-23H2,1H3

InChIKey

HYPPXZBJBPSRLK-UHFFFAOYSA-N

Smiles

CCOC(=O)C1(CCN(CCC(C#N)(c2ccccc2)c3ccccc3)CC1)c4ccccc4

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 337mg/kg (337mg/kg)   Collection of Czechoslovak Chemical Communications. Vol. 50, Pg. 1089, 1985.
rat LD50 oral 221mg/kg (221mg/kg) GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION Journal of Medicinal Chemistry. Vol. 16, Pg. 782, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 6.340 (none)   EST
Water Solubility 800 mg/L 25 EXP
Atmospheric OH Rate Constant 1.17E-10 cm3/molecule-sec 25 EST

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