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C5423

Sigma-Aldrich

Clenbuterol hydrochloride

≥95% (TLC), powder, β2-adrenoceptor agonist

Synonym(s):

4-Amino-α-(t-butylaminomethyl)-3,5-dichlorobenzyl alcohol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C12H18Cl2N2O · HCl
CAS Number:
21898-19-1
Molecular Weight:
313.65
EC Number:
244-643-7
MDL number:
MFCD00083280
UNSPSC Code:
12352200
PubChem Substance ID:
24892782
NACRES:
NA.77

product name

Clenbuterol hydrochloride, ≥95%

Assay

≥95%

form

powder

drug control

Home Office Schedule 4.2

storage temp.

2-8°C

SMILES string

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

InChI

1S/C12H18Cl2N2O.ClH/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;1H

InChI key

OPXKTCUYRHXSBK-UHFFFAOYSA-N

Gene Information

human ... ADRB2(154)

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Application

Clenbuterol hydrochloride has been used:
  • as an agonist for β-adrenergic receptor (β-AR) from chick skeletal muscle
  • to induce hypertrophic effects in masseter, digastric, and temporalis muscles of rat
  • as a reference β-agonist standard in tandem mass spectrometry(MS-MS)

Biochem/physiol Actions

Clenbuterol hydrochloride is a β2-adrenoceptor agonist and bronchodilator. It is effective in improving peak expiratory flow rate (PEFR) in asthma patients. Clenbuterol is also a performance-enhancing drug as it stimulates the central nervous system and improves oxygen transport. Clenbuterol elicits cardio protective functionality in patients with dilated cardiomyopathy.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360FD

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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beta2-adrenoceptor agonist clenbuterol reduces infarct size and myocardial apoptosis after myocardial ischaemia/reperfusion in anaesthetized rats
Zhang Q, et al.
British Journal of Pharmacology, 160(6), 1561-1572 (2010)
Vipin Arora et al.
Molecular pain, 17, 1744806921997206-1744806921997206 (2021-04-09)
Beta 2 adrenergic receptor (β2 AR) activation in the central and peripheral nervous system has been implicated in nociceptive processing in acute and chronic pain settings with anti-inflammatory and anti-allodynic effects of β2-AR mimetics reported in several pain states. In
Effects of clenbuterol, a beta2-adrenergic agonist, on sizes of masseter, temporalis, digastric, and tongue muscles
Ishikawa C, et al.
The Open Dentistry Journal, 3, 191-191 (2009)
H M Zuurmond et al.
Molecular pharmacology, 56(5), 909-916 (1999-10-26)
Previously, we demonstrated the involvement of Asn293 in helix VI of the human beta(2)-adrenergic receptor in stereoselective agonist recognition and activation. In the present study, we have further explored the role of this residue by synthesizing derivatives of isoproterenol and
beta1-and beta2-adrenergic receptor stimulation differ in their effects on PGC-1alpha and atrogin-1/MAFbx gene expression in chick skeletal muscle
Shimamoto S, et al.
Comparative Biochemistry and Physiology. Part A, Molecular & Integrative Physiology, 211, 1-6 (2017)
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