Zipeprol

Cough suppressant drug
  • R05DB15 (WHO)
Legal statusLegal status
Identifiers
  • 1-methoxy- 3-[4-(2-methoxy- 2-phenylethyl)piperazin- 1-yl]- 1-phenylpropan- 2-ol
CAS Number
  • 34758-83-3 ☒N
PubChem CID
  • 36910
ChemSpider
  • 33868 checkY
UNII
  • G5MUV8139H
KEGG
  • D07390 checkY
CompTox Dashboard (EPA)
  • DTXSID00865732 Edit this at Wikidata
ECHA InfoCard100.047.432 Edit this at WikidataChemical and physical dataFormulaC23H32N2O3Molar mass384.520 g·mol−13D model (JSmol)
  • Interactive image
  • OC(CN1CCN(CC1)CC(OC)c2ccccc2)C(OC)c3ccccc3
InChI
  • InChI=1S/C23H32N2O3/c1-27-22(19-9-5-3-6-10-19)18-25-15-13-24(14-16-25)17-21(26)23(28-2)20-11-7-4-8-12-20/h3-12,21-23,26H,13-18H2,1-2H3 checkY
  • Key:VSTNNAYSCJQCQI-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Zipeprol is a centrally acting cough suppressant developed in France in the 1970s.[2] It is not a morphinan derivative (in contrast to codeine and dextromethorphan). Zipeprol acts as a local anaesthetic and has mucolytic, antihistamine and anticholinergic properties.[3] It is sold with several brand names such as Zinolta and Respilene. It is not available in the United States or Canada and has been discontinued in Europe. It is still available in some countries in Asia and South America.

Zipeprol has been misused in Korea, mainly for the hallucinations it produces. Such use has become an issue due to the seizures and various neurological side effects it causes at high dosages.[4]

References

  1. ^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
  2. ^ Patent US 3718650, Mauvernay RY, "New Derivatives of Substituted Piperazines", issued 1973-02-27 
  3. ^ Rispat G, Burgi H, Cosnier D, Duchêne-Marullaz P, Streichenberger G (April 1976). "General pharmacological properties of a new non-opiate antitussive: zipeprol (3024 CERM). I. Action on respiratory function and acute toxicity". Arzneimittel-Forschung. 26 (4): 523–30. PMID 8057.
  4. ^ Chung H, Park M, Hahn E, Choi H, Choi H, Lim M (October 2004). "Recent trends of drug abuse and drug-associated deaths in Korea". Annals of the New York Academy of Sciences. 1025 (1): 458–64. Bibcode:2004NYASA1025..458C. doi:10.1196/annals.1316.056. PMID 15542749. S2CID 10987790.
  • v
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ExpectorantsMucolyticsCough suppressants
Opium alkaloids,
opioids,
and derivatives
Other
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Simple piperazines
(no additional rings)
Phenylpiperazines
Benzylpiperazines
Diphenylalkylpiperazines
(benzhydrylalkylpiperazines)
Pyrimidinylpiperazines
Pyridinylpiperazines
Benzo(iso)thiazolylpiperazines
Tricyclics
(piperazine attached via side chain)
Others/Uncategorized


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