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Details

Stereochemistry RACEMIC
Molecular Formula C12H17N3O
Molecular Weight 219.2829
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CIMATEROL

SMILES

CC(C)NCC(O)C1=CC(C#N)=C(N)C=C1

InChI

InChIKey=BUXRLJCGHZZYNE-UHFFFAOYSA-N
InChI=1S/C12H17N3O/c1-8(2)15-7-12(16)9-3-4-11(14)10(5-9)6-13/h3-5,8,12,15-16H,7,14H2,1-2H3

HIDE SMILES / InChI
Cimaterol is a chemically stable nonselective agonist β1-, β2-, and β3-adrenoceptors. Cimaterol is used in sport as a stimulant and a fat burner that assists bodybuilders and strength athletes to get rid of body fats. Aside from shedding off fats, another benefit for using cimaterol for athletes is a boost in strength as well as an increase in muscle size or lean body mass. The increase in muscle size has been seen in previous animal studies when cimaterol is used. However, the reason behind the muscle gain is not identified yet, but the body has a very different response compared from taking in anabolic steroids. Experts in the field are saying that the increased nitrogen retention, that is known to cause by cimaterol, maybe the reason behind the muscle gain. Another great thing about Cimaterol is that, it can improve blood flow.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P13945
Gene ID: 155.0
Gene Symbol: ADRB3
Target Organism: Homo sapiens (Human)
6.62 null [pEC50]
Target ID: P08588
Gene ID: 153.0
Gene Symbol: ADRB1
Target Organism: Homo sapiens (Human)
8.13 null [pEC50]
Target ID: P07550|||Q53GA6|||Q9UCZ3
Gene ID: 154.0
Gene Symbol: ADRB2
Target Organism: Homo sapiens (Human)
8.78 null [pEC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
A full pharmacological analysis of the three turkey β-adrenoceptors and comparison with the human β-adrenoceptors.
2010-11-30
[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
Protein microarray: sensitive and effective immunodetection for drug residues.
2010-02-16
Regression-based approach for testing the association between multi-region haplotype configuration and complex trait.
2009-09-17
Evaluation of the illegal use of clenbuterol in Portuguese cattle farms from drinking water, urine, hair and feed samples.
2009-06
Validation of radioimmunoassay screening methods for beta-agonists in bovine liver according to Commission Decision 2002/657/EC.
2008-12
[Simultaneous determination of nine beta-agonist residues in animal derived foods by ultra performance liquid chromatography-tandem mass spectrometry].
2008-11
Steroid and beta-adrenergic receptor modifications in target organs of broiler chickens fed with a diet containing beta2-adrenergic agents.
2008-06
[Multi-residue analysis of 10 beta2-agonists in animal tissues using gas chromatography-mass spectrometry].
2008-01
Multiple GPCR conformations and signalling pathways: implications for antagonist affinity estimates.
2007-08
Field-amplified on-line sample stacking for separation and determination of cimaterol, clenbuterol and salbutamol using capillary electrophoresis.
2006-08-25
Evidence for a secondary state of the human beta3-adrenoceptor.
2005-12
Site of action of beta-ligands at the human beta1-adrenoceptor.
2005-06
[Simultaneous determination of cimaterol, clenbuterol and salbutamol in feeds by capillary zone electrophoresis].
2005-05
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
Determination of clenbuterol, salbutamol, and cimaterol in bovine retina by electrospray ionization-liquid chromatography-tandem mass spectrometry.
2004-04-16
Effect of dietary clenbuterol and cimaterol on muscle composition, beta-adrenergic and androgen receptor concentrations in broiler chickens.
2004-04
Integrated acquisition of analytical and biopharmaceutical screening data for beta-adrenergic-drugs employing diversified macrocycle supported potentiometric detection in HPLC systems.
2002-08
Patents

Patents

Sample Use Guides

In Vivo Use Guide
bodybuilders and strength athletes: Both oral and injectable variants are available for cimaterol. The injectable is subcutaneously administered. Effective dosage, based on research and study, is approximately 0.15 milligram per kilogram, for both male and female. With this dosage, users can have beneficial gains from the drug for subcutaneously administered. New users of this drug are advised to start at the low-end of the spectrum to minimize the unbearable or dangerous side effects.
Route of Administration: Other
H-cAMP accumulation in response to cimaterol in CHO β1 cells, CHO β2 cells, and CHO β3 cells were meacured. Cimaterol stimulated responses were 96.9 ± 1.1% (log EC50 = −8.13 ± 0.03, n = 9), 98.9 ± 1.7% (log EC50 = −8.78 ± 0.06, n = 9), and 89.6 ± 1.9% (log EC50 = −6.62 ± 0.06, n = 9) of the isoprenaline maximum response at the human β1-, β2-, and β3-adrenoceptors, respectively
Name Type Language
AB-A 66
Preferred Name English
CIMATEROL
INN   MI   USAN  
USAN   INN  
Official Name English
CIMATEROL [MI]
Common Name English
cimaterol [INN]
Common Name English
CIMATEROL [USAN]
Common Name English
AB-A 663
Code English
AB-A-66
Code English
AC-263780
Code English
AC 263,780
Code English
ABA-663
Code English
BENZONITRILE, 2-AMINO-5-(1-HYDROXY-2-((1-METHYLETHYL)AMINO)ETHYL)-, (±)-
Systematic Name English
(±)-5-(1-HYDROXY-2-(ISOPROPYLAMINO)ETHYL)ANTHRANILONITRILE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C48149
Created by admin on Mon Mar 31 18:30:20 GMT 2025 , Edited by admin on Mon Mar 31 18:30:20 GMT 2025
Code System Code Type Description
WIKIPEDIA
CIMATEROL
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PRIMARY
EVMPD
SUB06276MIG
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PRIMARY
INN
5773
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PRIMARY
NCI_THESAURUS
C76017
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PRIMARY
PUBCHEM
2755
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PRIMARY
SMS_ID
100000081036
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PRIMARY
MERCK INDEX
m3551
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PRIMARY Merck Index
EPA CompTox
DTXSID2045652
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PRIMARY
CAS
54239-37-1
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PRIMARY
MESH
C047411
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PRIMARY
ChEMBL
CHEMBL1374751
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PRIMARY
FDA UNII
ZPY8VRF0GB
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PRIMARY
USAN
W-89
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PRIMARY