Structure via PubChem · Public domain (PubChem)
clobutinol
Sign in to saveAlso known as KAT-256 [As Hydrochloride]
Clobutinol is a cough suppressant formerly distributed by Boehringer Ingelheim and its licensees under the names Lomisat and Silomat, by Bioter as Biotussin, and by Violani-Farmavigor as Pertoxil. It has been withdrawn from the market worldwide.
In the Vinony graph
Within Vinony's link graph, clobutinol is referenced by 88 other articles, and connects out to antitussive, Germany and International Standard Book Number.
It is catalogued under topics including 4-Chlorophenyl compounds, Antitussives and Dimethylamino compounds.
Its subject is documented across 10 Wikipedia language editions.
Chemical data
- Formula
- C14H22ClNO
- Molecular weight
- 255.78 g/mol
- IUPAC name
- 1-(4-chlorophenyl)-4-(dimethylamino)-2,3-dimethylbutan-2-ol
- SMILES
- CC(CN(C)C)C(C)(CC1=CC=C(C=C1)Cl)O
- InChIKey
- KVHHQGIIZCJATJ-UHFFFAOYSA-N
- XLogP
- 3.2
- Polar surface area
- 23.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1961
- Indications
- Cough
via ChEMBL · EBI
Research
46 papers- Clobutinol delays ventricular repolarization in the guinea pig heart: comparison with cardiac effects of HERG K+ channel inhibitor E-4031.Journal of cardiovascular pharmacology · 2009
- A common antitussive drug, clobutinol, precipitates the long QT syndrome 2.Molecular pharmacology · 2004
- [Clobutinol-sensitive electrode (author's transl)].Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan · 1979
- Clobutinol: severe cardiac arrhythmias. Old drugs should also be monitored.Prescrire international · 2008
- [Risks of non-prescription medication. Clobutinol cough syrup as a recent example].Deutsche medizinische Wochenschrift (1946) · 2008
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 255.139
- Has use
- medication
Show 4 more facts
- subject has role
- antitussive
- chemical formula
- C₁₄H₂₂ClNO
- Commons category
- Clobutinol
- canonical SMILES
- CC(CN(C)C)C(C)(CC1=CC=C(C=C1)Cl)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Side effects and withdrawal
- See also
- References
Clobutinol is a cough suppressant formerly distributed by Boehringer Ingelheim and its licensees under the names Lomisat and Silomat, by Bioter as Biotussin, and by Violani-Farmavigor as Pertoxil. It has been withdrawn from the market worldwide.
==Side effects and withdrawal== Side effects include drowsiness, dizziness, insomnia, nausea, vomiting, and abdominal discomfort. Studies in 2004 had indicated that clobutinol has the potential to prolong the QT interval. Clobutinol was in 2007 determined to cause cardiac arrhythmia in some patients.
Excerpted from Wikipedia’s “clobutinol” article, available under the CC BY-SA 4.0 licence.
Available in 10 languages
via Wikidata sitelinks · CC0