Clenbuterol

Clenbuterol
	Clenbuterol (top),; and (R)-(−)-clenbuterol (bottom)
Clinical data
Trade names	Dilaterol, Spiropent, Ventipulmin, others
AHFS/Drugs.com	International Drug Names
Pregnancy; category	C;
Routes of; administration	Oral (tablets, oral solution)
ATC code	R03AC14 (WHO) R03CC13 (WHO) QG02CA91 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); UK: POM (Prescription only); US: ℞-only;
Pharmacokinetic data
Bioavailability	89–98% (orally)
Metabolism	Hepatic (negligible)
Elimination half-life	36–48 hours
Excretion	Feces and urine
Identifiers
	IUPAC name (RS)-1-(4-Amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol;
CAS Number	37148-27-9 ;
PubChem CID	2783;
IUPHAR/BPS	12582;
DrugBank	DB01407 ;
ChemSpider	2681 ;
UNII	XTZ6AXU7KN;
KEGG	D07713 ;
ChEBI	CHEBI:174690 ;
ChEMBL	ChEMBL49080 ;
CompTox Dashboard (EPA)	DTXSID7022833 ;
ECHA InfoCard	100.048.499
Chemical and physical data
Formula	C12H18Cl2N2O
Molar mass	277.19 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES Clc1cc(cc(Cl)c1N)C(O)CNC(C)(C)C;
	InChI InChI=1S/C12H18Cl2N2O/c1-12(2,3)16-6-10(17)7-4-8(13)11(15)9(14)5-7/h4-5,10,16-17H,6,15H2,1-3H3 ; Key:STJMRWALKKWQGH-UHFFFAOYSA-N ;
	(verify)

Clenbuterol is a sympathomimetic amine used by sufferers of breathing disorders as a decongestant and bronchodilator. People with chronic breathing disorders such as asthma use this as a bronchodilator to make breathing easier. It is most commonly available as the hydrochloride salt, clenbuterol hydrochloride.^[2]

It was patented in 1967 and came into medical use in 1977.^[3]

^ Center for Veterinary Medicine. "FOIA Drug Summaries - NADA 140-973 VENTIPULMIN® SYRUP - original approval". www.fda.gov. Retrieved 2016-03-10.
^ "874. Clenbuterol (WHO Food Additives Series 38)". www.inchem.org. Retrieved 2016-03-10.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 543. ISBN 978-3-527-60749-5.

[1] Center for Veterinary Medicine. "FOIA Drug Summaries - NADA 140-973 VENTIPULMIN® SYRUP - original approval". www.fda.gov. Retrieved 2016-03-10.

[2] "874. Clenbuterol (WHO Food Additives Series 38)". www.inchem.org. Retrieved 2016-03-10.

[Fis2006-3] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 543. ISBN 978-3-527-60749-5.

[1]

[2]

[3]

Clinical data

Clenbuterol (top), and (R)-(−)-clenbuterol (bottom)
Trade names	Dilaterol, Spiropent, Ventipulmin, others^[1]
AHFS/Drugs.com	International Drug Names
Pregnancy category	C
Routes of administration	Oral (tablets, oral solution)
ATC code	R03AC14 (WHO) R03CC13 (WHO) QG02CA91 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) UK: POM (Prescription only) US: ℞-only
Pharmacokinetic data
Bioavailability	89–98% (orally)
Metabolism	Hepatic (negligible)
Elimination half-life	36–48 hours
Excretion	Feces and urine
Identifiers
IUPAC name (RS)-1-(4-Amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol
CAS Number	37148-27-9^Y
PubChem CID	2783
IUPHAR/BPS	12582
DrugBank	DB01407^Y
ChemSpider	2681^Y
UNII	XTZ6AXU7KN
KEGG	D07713^Y
ChEBI	CHEBI:174690^Y
ChEMBL	ChEMBL49080^Y
CompTox Dashboard (EPA)	DTXSID7022833
ECHA InfoCard	100.048.499
Chemical and physical data
Formula	C₁₂H₁₈Cl₂N₂O
Molar mass	277.19 g·mol⁻¹
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES Clc1cc(cc(Cl)c1N)C(O)CNC(C)(C)C
InChI InChI=1S/C12H18Cl2N2O/c1-12(2,3)16-6-10(17)7-4-8(13)11(15)9(14)5-7/h4-5,10,16-17H,6,15H2,1-3H3^Y Key:STJMRWALKKWQGH-UHFFFAOYSA-N^Y
(verify)