clenbuterol (CHEBI:174690)

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ChEBI Name	clenbuterol

ChEBI ID	CHEBI:174690

Definition	A substituted aniline that is 2,6-dichloroaniline in which the hydrogen at position 4 has been replaced by a 2-(tert-butylamino)-1-hydroxyethyl group.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C12H18Cl2N2O

Net Charge

Average Mass

277.19000

Monoisotopic Mass

276.07962

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

InChIKey

STJMRWALKKWQGH-UHFFFAOYSA-N

SMILES

CC(C)(C)NCC(O)c1cc(Cl)c(N)c(Cl)c1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	beta-adrenergic agonist An agent that selectively binds to and activates beta-adrenergic receptors. sympathomimetic agent A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.

Application(s):	bronchodilator agent An agent that causes an increase in the expansion of a bronchus or bronchial tubes. beta-adrenergic agonist An agent that selectively binds to and activates beta-adrenergic receptors. sympathomimetic agent A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.

ChEBI Ontology
Outgoing	clenbuterol (CHEBI:174690) has role β-adrenergic agonist (CHEBI:35522) clenbuterol (CHEBI:174690) has role bronchodilator agent (CHEBI:35523) clenbuterol (CHEBI:174690) has role sympathomimetic agent (CHEBI:35524) clenbuterol (CHEBI:174690) is a amino alcohol (CHEBI:22478) clenbuterol (CHEBI:174690) is a dichlorobenzene (CHEBI:23697) clenbuterol (CHEBI:174690) is a ethanolamines (CHEBI:23981) clenbuterol (CHEBI:174690) is a primary arylamine (CHEBI:50471) clenbuterol (CHEBI:174690) is a secondary amino compound (CHEBI:50995) clenbuterol (CHEBI:174690) is a substituted aniline (CHEBI:48975) clenbuterol (CHEBI:174690) is conjugate base of clenbuterol(1+) (CHEBI:61153)

Incoming	(R)-clenbuterol (CHEBI:59567) is a clenbuterol (CHEBI:174690) (S)-clenbuterol (CHEBI:59568) is a clenbuterol (CHEBI:174690) clenbuterol(1+) (CHEBI:61153) is conjugate acid of clenbuterol (CHEBI:174690)

IUPAC Name

1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethanol

Synonyms	Sources
(±)-clenbuterol	ChEBI
1-(4-Amino-3,5-dichloro-phenyl)-2-tert-butylamino-ethanol	ChEMBL
4-amino-3,5-dichloro-α-(((1,1-dimethylethyl)amino)methyl)benzenemethanol	ChemIDplus
4-amino-α-((tert-butylamino)methyl)-3,5-dichlorobenzyl alcohol	ChemIDplus
CLENBUTEROL	ChEMBL

Last Modified

26 November 2019

General Comment
2011-01-31	A β₂-adrenergic agonist, clenbuterol is used (as its hydrochloride salt) as a bronchodilator in the treatment of asthma. It is also a non-steroidal anabolic and metabolism accelerator, through a mechanism not well understood, and has been used illicitly in animal feeds to promote weight gain and to increase the muscle-to-fat body ratio of livestock.