Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C12H18Cl2N2O.ClH |
| Molecular Weight | 313.651 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(Cl)=C1
InChI
InChIKey=OPXKTCUYRHXSBK-UHFFFAOYSA-N
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
| Molecular Formula | C12H18Cl2N2O |
| Molecular Weight | 277.19 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.deadiversion.usdoj.gov/drug_chem_info/clenbuterol.pdf
Curator's Comment: description was created based on several sources, including
https://www.deadiversion.usdoj.gov/drug_chem_info/clenbuterol.pdf
Clenbuterol is agonist of beta2 adrenergic receptor. In some countries it is used as bronchodilator for treatment of asthma, but is not approved in USA. The drug is abused by bodybuilders and athletes for its ability to increase lean muscle mass and to reduce body fat. In 1998 FDA approved the clenbuterol-based Ventipulmin Syrup as a prescription-only drug for treatment of airway obstruction in horses.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL210 |
570.0 nM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | SPIROPENT Approved UseTreatment of asthma, chroncic obstructive bronchitis, emphysema and other diseases. |
|||
| Primary | CLENBUTEROL Approved UseTreatment of asthma, chroncic obstructive bronchitis, emphysema and other diseases. |
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Novel quantitative assessment of the tremorogenic effects of the beta 2-mimetics clenbuterol and salbutamol after oral administration]. | 1985 |
|
| Clenbuterol-induced tardive dyskinesia. | 1991 Oct |
|
| Is the "atypical" beta-receptor in the rat stomach fundus the rat beta 3 receptor? | 1995 Jan |
|
| The influence of indomethacin on the acth secretion induced by central stimulation of adrenergic receptors. | 2000 Jun |
|
| Role of myometrial activity in sperm transport through the genital tract and in fertilization in sows. | 2002 May |
|
| Endotoxin-induced liver damage in rats is minimized by beta 2-adrenoceptor stimulation. | 2004 Mar |
|
| Dose-dependent apoptotic and necrotic myocyte death induced by the beta2-adrenergic receptor agonist, clenbuterol. | 2005 Dec |
|
| Adrenergic receptor agonists prevent bile duct injury induced by adrenergic denervation by increased cAMP levels and activation of Akt. | 2006 Apr |
|
| An increase in murine skeletal muscle peroxisome proliferator-activated receptor-gamma coactivator-1alpha (PGC-1alpha) mRNA in response to exercise is mediated by beta-adrenergic receptor activation. | 2007 Jul |
|
| Metabolic responses to BRL37344 and clenbuterol in soleus muscle and C2C12 cells via different atypical pharmacologies and beta2-adrenoceptor mechanisms. | 2008 Oct |
|
| Beta2-adrenergic agonist-induced hypertrophy of the quadriceps skeletal muscle does not modulate disease severity in the rodent meniscectomy model of osteoarthritis. | 2010 Apr |
Sample Use Guides
For treatmen of airways obstruction the clenbuterol is administered orally, 15ml of syrop 2-3 times a day.
Route of Administration:
Oral
Affinity towards beta2 adrenergic receptors was measured using the recombinant receptor expressed in Sf-9 cells. Cell membrane homogenates were incubated with 0.15 nM of radioligand [3H]CGP1217 in the absence of presence of the clenbuterol. Following incubation, the samples were filtered rapidly under vacuum through through glass fiber filters, the filters were dried, and counted for radioactivity in a scintillation counter. Clenbuterol was binding to beta2 receptor with Ki of 0.58 uM.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:55:50 UTC 2023
by
admin
on
Fri Dec 15 15:55:50 UTC 2023
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| Record UNII |
GOR5747GWU
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| Record Status |
Validated (UNII)
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C48149
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![Structure of 1-(4-Amino-3,5-dichlorophenyl)-2-[(1,1-dimethylethyl)amino]ethanone](/img/3bc78c7c-335c-469c-8f12-e3c40ddf7808.svg "Structure of 1-(4-Amino-3,5-dichlorophenyl)-2-[(1,1-dimethylethyl)amino]ethanone")
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ACTIVE MOIETY |