Clobutinol

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Clobutinol
Systematic (IUPAC) name
(RS)-1-(4-chlorophenyl)-4-dimethylamino-2,3-dimethyl-butan-2-ol
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Withdrawn

(EU)

Routes oral
Identifiers
CAS number 14860-49-2 YesY
ATC code R05DB03
PubChem CID 26937
ChemSpider 25085 YesY
UNII 1NY2IX043A YesY
KEGG D07716 YesY
Chemical data
Formula C14H22ClNO 
Mol. mass 255.783 g/mol
 YesY (what is this?)  (verify)

Clobutinol is a cough suppressant distributed by Boehringer-Ingelheim, Novartis's Hexal (Sandoz), Stada and possibly other companies.

Side effects and withdrawal

Studies in 2004 had indicated that clobutinol has the potential to prolong the QT interval.[1] Clobutinol was in 2007 determined to cause cardiac arrhythmia in some patients.[2]

Boehringer Ingelheim products containing clobutinol were voluntarily withdrawn from sale in Germany, and the rest of the world, on August 31, 2007.[3]

The approval for Germany and the EU was revoked in 2008.[4]

See also

References

  1. ↑ Bellocq, C.; Wilders, R.; Schott, J. J.; Louérat-Oriou, B.; Boisseau, P.; Le Marec, H.; Escande, D.; Baró, I. (2004). "A Common Antitussive Drug, Clobutinol, Precipitates the Long QT Syndrome 2". Molecular Pharmacology 66 (5): 1093–1102. doi:10.1124/mol.104.001065. PMID 15280442. 
  2. ↑ "Clobutinol-haltige Arzneimittel: BfArM ordnet Widerruf der Zulassung an.". BfArM (German Federal Institute for Drugs and Medical Devices). 2007-08-31. "Clobutinol: BfArM orders cancellation of approval" 
  3. ↑ "Boehringer Ingelheim voluntarily withdraws its clobutinol containing medications.". Boehringer Ingelheim. 2007-08-31. 
  4. ↑ "Cancellation of approval" (pdf). BfArM (German Federal Institute for Drugs and Medical Devices). 2008-06-06. "Die Zulassungen für die o.g. Arzneimittel werden mit sofortiger Wirkung widerrufen." 
Expectorants
Mucolytics
Cough suppressants
Opium alkaloids,
opioids,
and derivatives
Other

M: RES

anat (n, x, l, c)/phys/devp

noco (c, p)/cong/tumr, sysi/epon, injr

proc, drug (R1/2/3/5/6/7)

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