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Details

Stereochemistry RACEMIC
Molecular Formula C13H18ClF3N2O
Molecular Weight 310.743
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MABUTEROL

SMILES

CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(=C1)C(F)(F)F

InChI

InChIKey=JSJCTEKTBOKRST-UHFFFAOYSA-N
InChI=1S/C13H18ClF3N2O/c1-12(2,3)19-6-10(20)7-4-8(13(15,16)17)11(18)9(14)5-7/h4-5,10,19-20H,6,18H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C13H18ClF3N2O
Molecular Weight 310.743
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment: description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/6152155

Mabuterol is a long acting βeta 2-adrenergic agonist which stimulates adenylyl cyclase activity and the closing of calcium channels. Studies indicate that the R enantiomer of mabuterol is more potent than the S enantiomer. In addition, the half-life is longer in the R enantiomer than the S. Studies conducted on rats and dogs show that mabuterol acts as a bronchodilator. At high concentrations mabuterol can also antagonize beta1 adrenoceptors in guinea pigs

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Development and validation of a liquid chromatography tandem mass spectrometry method for the analysis of beta-agonists in animal feed and drinking water.
2010-09-24
[Determination of fifteen beta-agonists in animal urine by high performance liquid chromatography-tandem mass spectrometry].
2010-08
Generic sample preparation combined with high-resolution liquid chromatography-time-of-flight mass spectrometry for unification of urine screening in doping-control laboratories.
2010-04
How to decrease ion suppression in a multiresidue determination of beta-agonists in animal liver and urine by liquid chromatography-mass spectrometry with ion-trap detector.
2009-04-01
Validation of radioimmunoassay screening methods for beta-agonists in bovine liver according to Commission Decision 2002/657/EC.
2008-12
Simultaneous enantioseparation of four beta2-agonists by capillary electrophoresis with cyclodextrin additives. Study of the enantioselective mechanism.
2008-12
[Multi-residue analysis of 10 beta2-agonists in animal tissues using gas chromatography-mass spectrometry].
2008-01
Enantiomeric separation of beta2-agonists on macrocyclic antibiotic chiral stationary phases in high performance liquid chromatography.
2007-11
Application of an enzyme-linked immunosorbent assay for the detection of clenbuterol residues in swine urine and feeds.
2007-02
Enantioselective pharmacokinetics of mabuterol in rats studied using sequential achiral and chiral HPLC.
2005-11
Determination of beta-agonists in liver and retina by liquid chromatography-tandem mass spectrometry.
2005-03-12
Determination of beta-agonist residues in bovine urine using liquid chromatography-tandem mass spectrometry.
2005-03-12
Improvement in steroid screening for doping control with special emphasis on stanozolol.
2003-01-24
Integrated acquisition of analytical and biopharmaceutical screening data for beta-adrenergic-drugs employing diversified macrocycle supported potentiometric detection in HPLC systems.
2002-08
Use of molecularly imprinted polymers in the solid-phase extraction of clenbuterol from animal feeds and biological matrices.
2001-08-05
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:49:40 GMT 2025
Edited
by admin
on Mon Mar 31 18:49:40 GMT 2025
Record UNII
R4K19W6S7Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MABUTEROL [MI]
Preferred Name English
MABUTEROL
INN   MART.   MI   WHO-DD  
INN  
Official Name English
MABUTEROL [MART.]
Common Name English
Mabuterol [WHO-DD]
Common Name English
4-AMINO-.ALPHA.-((TERT-BUTYLAMINO)METHYL)-3-CHLORO-5-(TRIFLUOROMETHYL)BENZYL ALCOHOL
Systematic Name English
mabuterol [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C48149
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
Code System Code Type Description
PUBCHEM
3995
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
MESH
C044573
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
EVMPD
SUB08631MIG
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
SMS_ID
100000081736
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
INN
5089
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
MERCK INDEX
m6973
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY Merck Index
ChEMBL
CHEMBL86749
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
WIKIPEDIA
MABUTEROL
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
DRUG CENTRAL
1623
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
FDA UNII
R4K19W6S7Q
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
NCI_THESAURUS
C81647
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
CAS
56341-08-3
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID3048283
Created by admin on Mon Mar 31 18:49:40 GMT 2025 , Edited by admin on Mon Mar 31 18:49:40 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY