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Details

Stereochemistry RACEMIC
Molecular Formula C13H18ClF3N2O.ClH
Molecular Weight 347.204
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MABUTEROL HYDROCHLORIDE

SMILES

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

InChI

InChIKey=MMCDXJOMPMIKGP-UHFFFAOYSA-N
InChI=1S/C13H18ClF3N2O.ClH/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;1H

HIDE SMILES / InChI

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

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
Use of molecularly imprinted polymers in the solid-phase extraction of clenbuterol from animal feeds and biological matrices.
2001 Aug 5
Integrated acquisition of analytical and biopharmaceutical screening data for beta-adrenergic-drugs employing diversified macrocycle supported potentiometric detection in HPLC systems.
2002 Aug
Improvement in steroid screening for doping control with special emphasis on stanozolol.
2003 Jan 24
Determination of beta-agonists in liver and retina by liquid chromatography-tandem mass spectrometry.
2005 Jan-Feb
Determination of beta-agonist residues in bovine urine using liquid chromatography-tandem mass spectrometry.
2005 Jan-Feb
Enantioselective pharmacokinetics of mabuterol in rats studied using sequential achiral and chiral HPLC.
2005 Nov
Application of an enzyme-linked immunosorbent assay for the detection of clenbuterol residues in swine urine and feeds.
2007 Feb
Enantiomeric separation of beta2-agonists on macrocyclic antibiotic chiral stationary phases in high performance liquid chromatography.
2007 Nov
Validation of radioimmunoassay screening methods for beta-agonists in bovine liver according to Commission Decision 2002/657/EC.
2008 Dec
Simultaneous enantioseparation of four beta2-agonists by capillary electrophoresis with cyclodextrin additives. Study of the enantioselective mechanism.
2008 Dec
[Multi-residue analysis of 10 beta2-agonists in animal tissues using gas chromatography-mass spectrometry].
2008 Jan
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 Apr 1
Generic sample preparation combined with high-resolution liquid chromatography-time-of-flight mass spectrometry for unification of urine screening in doping-control laboratories.
2010 Apr
[Determination of fifteen beta-agonists in animal urine by high performance liquid chromatography-tandem mass spectrometry].
2010 Aug
Development and validation of a liquid chromatography tandem mass spectrometry method for the analysis of beta-agonists in animal feed and drinking water.
2010 Sep 24
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 Sat Dec 16 05:25:21 GMT 2023
Edited
by admin
on Sat Dec 16 05:25:21 GMT 2023
Record UNII
536V290790
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MABUTEROL HYDROCHLORIDE
JAN   WHO-DD  
Common Name English
(±)-MABUTEROL HYDROCHLORIDE
Common Name English
Mabuterol hydrochloride [WHO-DD]
Common Name English
MABUTEROL DL-FORM HYDROCHLORIDE [MI]
Common Name English
MABUTEROL MONOHYDROCHLORIDE
Common Name English
MABUTEROL HYDROCHLORIDE [JAN]
Common Name English
DL-MABUTEROL HYDROCHLORIDE
Common Name English
BENZENEMETHANOL, 4-AMINO-3-CHLORO-.ALPHA.-(((1,1-DIMETHYLETHYL)AMINO)METHYL)-5-(TRIFLUOROMETHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
KF-868
Code English
PB-868CL
Code English
BENZENEMETHANOL, 4-AMINO-3-CHLORO-.ALPHA.-(((1,1-DIMETHYLETHYL)AMINO)METHYL)-5-(TRIFLUOROMETHYL)-, MONOHYDROCHLORIDE
Common Name English
MABUTEROL HCL
Common Name English
BRONCHOLIN
Brand Name English
Code System Code Type Description
FDA UNII
536V290790
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
PRIMARY
MERCK INDEX
m6973
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
PRIMARY Merck Index
CAS
56795-19-8
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
NON-SPECIFIC STOICHIOMETRY
CAS
54240-36-7
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
PRIMARY
PUBCHEM
41037
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
PRIMARY
ChEMBL
CHEMBL86749
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
PRIMARY
EVMPD
SUB35845
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
PRIMARY
SMS_ID
100000128599
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
PRIMARY
CAS
95656-48-7
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
SUPERSEDED
EPA CompTox
DTXSID3046798
Created by admin on Sat Dec 16 05:25:21 GMT 2023 , Edited by admin on Sat Dec 16 05:25:21 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY