Clobutinol

Clobutinol
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	oral
ATC code	R05DB03 (WHO) ;
Legal status
Legal status	Withdrawn; (EU)
Identifiers
	IUPAC name (RS)-1-(4-chlorophenyl)-4-dimethylamino-2,3-dimethyl-butan-2-ol;
CAS Number	14860-49-2 ;
PubChem CID	26937;
DrugBank	DB09004 ;
ChemSpider	25085 ;
UNII	1NY2IX043A;
KEGG	D07716 ;
ChEMBL	ChEMBL1474889 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C14H22ClNO
Molar mass	255.783 g/mol
3D model (JSmol)	Interactive image;
	SMILES Clc1ccc(cc1)CC(O)(C)C(C)CN(C)C;
	InChI InChI=1S/C14H22ClNO/c1-11(10-16(3)4)14(2,17)9-12-5-7-13(15)8-6-12/h5-8,11,17H,9-10H2,1-4H3 ; Key:KVHHQGIIZCJATJ-UHFFFAOYSA-N ;
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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Boehringer Ingelheim products containing clobutinol were voluntarily withdrawn from sale in Germany, and the rest of the world, on August 31, 2007.^[3]

The approval for Germany and the EU was revoked in 2008.^[4]

References

↑ PMID 15280442 (PMID 15280442)
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↑ "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
↑ "Boehringer Ingelheim voluntarily withdraws its clobutinol containing medications". Boehringer Ingelheim. 2007-08-31.
↑ "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.

Template:Cough and cold preparations

Template:Respiratory-system-drug-stub

[pmid15280442-1] PMID 15280442 (PMID 15280442)
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[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.

[1]

[2]

[3]

[4]

Clobutinol

Side effects and withdrawal

See also

References

Navigation menu

Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	oral
ATC code	R05DB03 (WHO)
Legal status
Legal status	Withdrawn _(EU)
Identifiers
IUPAC name (RS)-1-(4-chlorophenyl)-4-dimethylamino-2,3-dimethyl-butan-2-ol
CAS Number	14860-49-2^Y
PubChem CID	26937
DrugBank	DB09004^N
ChemSpider	25085^Y
UNII	1NY2IX043A
KEGG	D07716^Y
ChEMBL	ChEMBL1474889^N
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₁₄H₂₂ClNO
Molar mass	255.783 g/mol
3D model (JSmol)	Interactive image
SMILES Clc1ccc(cc1)CC(O)(C)C(C)CN(C)C
InChI InChI=1S/C14H22ClNO/c1-11(10-16(3)4)14(2,17)9-12-5-7-13(15)8-6-12/h5-8,11,17H,9-10H2,1-4H3^Y Key:KVHHQGIIZCJATJ-UHFFFAOYSA-N^Y
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