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Diphenoxylate information


Diphenoxylate
Skeletal formula of diphenoxylate
Ball-and-stick model of diphenoxylate
Clinical data
Other namesR-1132, NIH-756
AHFS/Drugs.comMonograph
Routes of
administration
Oral
Drug classOpioid
Antidiarrheal
ATC code
  • A07DA01 (WHO)
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)[1]
  • 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
IUPAC name
  • ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate
CAS Number
  • 915-30-0 checkY
PubChem CID
  • 13505
IUPHAR/BPS
  • 7164
DrugBank
  • DB01081 checkY
ChemSpider
  • 12919 checkY
UNII
  • 73312P173G
KEGG
  • D07861 checkY
ChEBI
  • CHEBI:4639 checkY
ChEMBL
  • ChEMBL1201294 ☒N
CompTox Dashboard (EPA)
  • DTXSID8022951 Edit this at Wikidata
ECHA InfoCard100.011.837 Edit this at Wikidata
Chemical and physical data
FormulaC30H32N2O2
Molar mass452.598 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • N#CC(c1ccccc1)(c2ccccc2)CCN4CCC(c3ccccc3)(C(=O)OCC)CC4
InChI
  • 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 checkY
  • Key:HYPPXZBJBPSRLK-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

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.

  1. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.

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Diphenoxylate

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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...

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Antipropulsive

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(for example, infection or malabsorption), but it does decrease motility. Examples include diphenoxylate, loperamide, and eluxadoline. Propulsive v t e...

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Loperamide

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colitis, or bacterial enterocolitis. Loperamide is often compared to diphenoxylate. Studies suggest that loperamide is more effective and has lower neural...

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Anticholinergic

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Examples include hydrocodone/homatropine (Tussigon, Hydromet, Hycodan), diphenoxylate/atropine (Lomotil), and hydrocodone polistirex/chlorpheniramine polistirex...

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Pethidine

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bemidones (ketobemidone, etc.) and others more distant, including diphenoxylate and analogues. Pethidine is indicated for the treatment of moderate...

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Difenoxin

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with atropine, to treat diarrhea. It is the principal metabolite of diphenoxylate.: 558  It was first approved in the US in 1978 and in 1980 in the former...

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Controlled Substances Act

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containing the equivalent of more than 90 mg of codeine per dosage unit; Diphenoxylate (pure) Fentanyl and most other strong pure opioid agonists, e.g. levorphanol...

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Fentanyl

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Phencyclidine

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Brazilian Controlled Drugs and Substances Act

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Concentrated opium poppy straw Dextromoramide Diampromide Diethylthiambutene Diphenoxylate Difenoxin Dihydromorphine Dimepheptanol Dimenoxadol Dimethylthiambutene...

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Ketamine

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Buprenorphine

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Piritramide

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and structural relatives of piritramide in clinical use include the diphenoxylate family, fentanyl (both Janssen discoveries) and somewhat more distantly...

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Laudanum

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Atropine

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potentially addictive drugs, particularly antidiarrhea opioid drugs such as diphenoxylate or difenoxin, wherein the secretion-reducing effects of the atropine...

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Shigellosis

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need to receive fluids intravenously. Antidiarrheal drugs (such as diphenoxylate or loperamide) may prolong the infection and should not be used. Antibiotics...

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Antimotility agent

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include loperamide (Imodium), bismuth subsalicylate (Pepto-Bismol), diphenoxylate with atropine (Lomotil), and opiates such as paregoric, tincture of...

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Paul Janssen

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droperidol and etomidate. One of the anti-diarrheal drugs he developed, diphenoxylate (Lomotil), was used in the Apollo program. In 1959, Janssen synthesized...

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Morphine

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Heroin

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Cannabidiol

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Codeine

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loperamide (which is available without a prescription for milder diarrhea), diphenoxylate, paregoric, or even laudanum are more frequently used to treat severe...

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Protonitazene

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Salvia divinorum

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Opium

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Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline...

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Dextromoramide

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an anaesthetic, as well as haloperidol, piritramide, the loperamide-diphenoxylate series and other important drugs. Dextromoramide was much favoured by...

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