Basic information
- CAS
37148-27-9- Standard SMILES
CC(C)(C)NCC(O)c1cc(Cl)c(N)c(Cl)c1- InChIKey
STJMRWALKKWQGH-UHFFFAOYSA-N- Molecular formula
- C12H18Cl2N2O
- Average molar mass
- 277.19 g/mol
- Monoisotopic mass
- 276.0796186
Overview
Clenbuterol is a substituted aniline that is 2,6-dichloroaniline in which the hydrogen at position 4 has been replaced by a 2-(tert-butylamino)-1-hydroxyethyl group. It has a role as a beta-adrenergic agonist, a bronchodilator agent and a sympathomimetic agent. It is an amino alcohol, a dichlorobenzene, a member of ethanolamines, a substituted aniline, a primary arylamine and a secondary amino compound. It is a conjugate base of a clenbuterol(1+).
Names & identifiers
- Preferred name
- Clenbuterol
- IUPAC
- 1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethanol
- English name
- CLENBUTEROL
- Molecular formula
- C12H18Cl2N2O
- Molecular weight
- 277.19
Names & synonyms
clenbuterol37148-27-9PlanipartClenbuterolumContraspasminNAB 365(+-)-clenbuterolDTXSID7022833XTZ6AXU7KN1-(4-Amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethanol4-Amino-3,5-dichloro-alpha-(((1,1-dimethylethyl)amino)methyl)benzenemethanolNSC-758633
Show more names
clenbuteroCarophyll YellowjialisuhuangBenzenemethanol, 4-amino-3,5-dichloro-.alpha.-(1,1-dimethylethyl)aminomethyl-MonoreP 5369MonoresPowerfui V1
DTXCID9028331-(4-Amino-3,5-dichloro-phenyl)-2-tert-butylamino-ethanolCHEBI:174690BENZENEMETHANOL, 4-AMINO-3,5-DICHLORO-alpha-(((1,1-DIMETHYLETHYL)AMINO)METHYL)-clenbuteroloSpiropent miteRefChem:56552R03AC14
Database identifiers
- CAS
37148-27-9- PubChem CID
- 2783
- DTXSID
DTXSID7022833
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 58.3 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 233
Experimental & physicochemical properties
Solubility1.12e-01 g/L
Human DrugsPharmaceuticals
Melting Point174-175.5
Physical DescriptionSolid
Collision Cross Section
163.7 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated]
159.2 Ų [M+H]+ [CCS Type: TW]
162.98 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
165.6 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
164.81 Ų [M+H]+
Physicochemical properties
- Boiling point
- 404.9 · 404.9±40.0 °C(Predicted)
- Density
- 1.42 g/cm3 · 1.42 g/cm3
- storage temp.
- 0 · 0-6°C
- pka
- 13.29 · 13.29±0.20(Predicted)
- 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationClenbuterol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Benzenemethanol, 4-amino-3,5-dichloro-.alpha.-[[(1,1-dimethylethyl)amino]methyl]-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- ridadr
- 3249
- hs_code
- 29221990
- Toxicity
- mouse,LD50,intravenous,27600ug/kg (27.6mg/kg),Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 869, 1972.
- hazard_class
- 6.1(b)
- packing_group
- III
Chemistry & industry
Pharmacology
ATC Code
R - Respiratory system
R - Respiratory system
QR - Respiratory system
QR - Respiratory system
QG - Genito urinary system and sex hormones
Pharmacodynamics
Clenbuterol is a substituted phenylaminoethanol that has beta-2 adrenomimetic properties at very low doses. It is used as a bronchodilator in asthma. Although approved for use in some countries, as of fall, 2006, clenbuterol is not an ingredient of any therapeutic drug approved by the U.S. Food and Drug Administration.
Mechanism of Action
Clenbuterol is a Beta(2) agonist similar in some structural respects to salbutamol. Agonism of the beta(2) receptor stimulates adenylyl cyclase activity which ultimately leads to downstream effects of smooth muscle relaxation in the bronchioles.
Biological Half-Life36-39 hours
MeSH Pharmacological Classification
Drugs that selectively bind to and activate beta-adrenergic receptors.
Agents that cause an increase in the expansion of a bronchus or bronchial tubes.
Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
Absorption, Distribution and Excretion89-98% orally
Cellular LocationsExtracellular
Uses & manufacturing
Use Classification
Related reactions
16 records
Compound notes
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