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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

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
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
Application of an enzyme-linked immunosorbent assay for the detection of clenbuterol residues in swine urine and feeds.
2007 Feb
Validation of radioimmunoassay screening methods for beta-agonists in bovine liver according to Commission Decision 2002/657/EC.
2008 Dec
[Multi-residue analysis of 10 beta2-agonists in animal tissues using gas chromatography-mass spectrometry].
2008 Jan
[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

Patents

JP2001503406A
10
JP2002530318A
8
JP2003515526A
462

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:37:31 UTC 2023
Edited
by admin
on Fri Dec 15 17:37:31 UTC 2023
Record UNII
R4K19W6S7Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MABUTEROL
INN   MART.   MI   WHO-DD  
INN  
Official Name English
MABUTEROL [MI]
Common 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 Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
Code System Code Type Description
PUBCHEM
3995
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
MESH
C044573
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
EVMPD
SUB08631MIG
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
SMS_ID
100000081736
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
INN
5089
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
MERCK INDEX
m6973
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL86749
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
WIKIPEDIA
MABUTEROL
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
DRUG CENTRAL
1623
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
FDA UNII
R4K19W6S7Q
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
NCI_THESAURUS
C81647
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
CAS
56341-08-3
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
EPA CompTox
DTXSID3048283
Created by admin on Fri Dec 15 17:37:31 UTC 2023 , Edited by admin on Fri Dec 15 17:37:31 UTC 2023
PRIMARY
Related Record Type Details
Structure of MABUTEROL HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Structure of MABUTEROL, (S)-
ENANTIOMER -> RACEMATE
Structure of MABUTEROL, (R)-
ENANTIOMER -> RACEMATE
Related Record Type Details
Structure of MABUTEROL
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