Diphenoxylate

Diphenoxylate is a centrally active opioid drug of the phenylpiperidine series that is used as a combination drug with atropine for the treatment of diarrhea. Diphenoxylate is an opioid and acts by slowing intestinal contractions; the atropine is present to prevent drug abuse and overdose. It should not be given to children due to the risk that they will stop breathing and should not be used in people with Clostridium difficile infection.

Diphenoxylate
Clinical data
Other namesR-1132, NIH-756
AHFS/Drugs.comMonograph
Routes of
administration
Oral
Drug classOpioid
Antidiarrheal
ATC code
Legal status
Legal status
  • AU: S3 (OTC, packs of up to 8x tablets combined with Atropine) & S4 (Rx Only, as S3 but larger pack sizes) & S8 (Controlled, all other preparations)
  • BR: Class A1 (Narcotic drugs)
  • CA: Schedule I
  • DE: Prescription only (Anlage II for higher doses) if combined with atropine sulphate
  • UK: Class A
  • US: Schedule II (alone) and V (with atropine)
Pharmacokinetic data
Protein binding74–95%
Elimination half-life12–14 hours
Identifiers
  • ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.011.837
Chemical and physical data
FormulaC30H32N2O2
Molar mass452.598 g·mol−1
3D model (JSmol)
SMILES
  • N#CC(c1ccccc1)(c2ccccc2)CCN4CCC(c3ccccc3)(C(=O)OCC)CC4
  • 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 Y
  • Key:HYPPXZBJBPSRLK-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)
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