Structure via PubChem · Public domain (PubChem)
pentoxyverine
Sign in to saveAlso known as Carbetapentane
Pentoxyverine (rINN) or carbetapentane is an antitussive (cough suppressant) commonly used for cough associated with illnesses like common cold. It is sold over-the-counter as Solotuss, or in combination with other medications, especially decongestants. One such product is Certuss, a combination of guaifenesin and pentoxyverine. The drug has been available in the form of drops, suspensions and suppositories.
Chemical data
- Formula
- C20H31NO3
- Molecular weight
- 333.5 g/mol
- IUPAC name
- 2-[2-(diethylamino)ethoxy]ethyl 1-phenylcyclopentane-1-carboxylate
- SMILES
- CCN(CC)CCOCCOC(=O)C1(CCCC1)C2=CC=CC=C2
- InChIKey
- CFJMRBQWBDQYMK-UHFFFAOYSA-N
- XLogP
- 3.8
- Polar surface area
- 38.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Admin. routes
- oral
- Indications
- Cough
via ChEMBL · EBI
Research
95 papers- Carbetapentane citrate.Profiles of drug substances, excipients, and related methodology · 2020
- [Pentoxyverine poisoning via maternal milk in a fully breast-fed newborn infant].Deutsche medizinische Wochenschrift (1946) · 1988
- Extraction-free spectrophotometric assay of the antitussive drug pentoxyverine citrate using sulfonephthalein dyes.Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy · 2019
- Characterization of pentoxyverine metabolites in urine using GC/MS after intoxication with Silomat cough drops.Forensic science international · 2012
- A sensitive liquid chromatography-electrospray ionization-mass spectrometry method for the simultaneous determination of pentoxyverine citrate and guaifenesin in human plasma---application to pharmacokinetic and bioequivalence studies.Biomedical chromatography : BMC · 2010
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 333.23
Show 6 more facts
- chemical formula
- C₂₀H₃₁NO₃
- canonical SMILES
- CCN(CC)CCOCCOC(=O)C1(CCCC1)C2=CC=CC=C2
- medical condition treated
- cough
- subject has role
- antitussive
- physically interacts with
- Sigma non-opioid intracellular receptor 1
- Commons category
- Pentoxyverine
via Wikidata · CC0
~5 min read
Encyclopedic overview
10 sectionsContents
- Uses
- Contraindications
- Adverse effects
- Overdose
- Interactions
- Mechanism of action
- Pharmacokinetics
- Chemical properties
- See also
- References
Pentoxyverine (rINN) or carbetapentane is an antitussive (cough suppressant) commonly used for cough associated with illnesses like common cold. It is sold over-the-counter as Solotuss, or in combination with other medications, especially decongestants. One such product is Certuss, a combination of guaifenesin and pentoxyverine. The drug has been available in the form of drops, suspensions and suppositories.
It was formerly available over-the-counter in United States. However, the U.S. Food & Drug Administration ruled in 1987 that pentoxyverine was not generally recognized as safe and effective and ordered it to be removed from the over-the-counter market.
Excerpted from Wikipedia’s “pentoxyverine” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0