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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
Integrated acquisition of analytical and biopharmaceutical screening data for beta-adrenergic-drugs employing diversified macrocycle supported potentiometric detection in HPLC systems.
2002 Aug
Effect of dietary clenbuterol and cimaterol on muscle composition, beta-adrenergic and androgen receptor concentrations in broiler chickens.
2004 Apr
Evidence for a secondary state of the human beta3-adrenoceptor.
2005 Dec
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
Site of action of beta-ligands at the human beta1-adrenoceptor.
2005 Jun
[Simultaneous determination of cimaterol, clenbuterol and salbutamol in feeds by capillary zone electrophoresis].
2005 May
Field-amplified on-line sample stacking for separation and determination of cimaterol, clenbuterol and salbutamol using capillary electrophoresis.
2006 Aug 25
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
Steroid and beta-adrenergic receptor modifications in target organs of broiler chickens fed with a diet containing beta2-adrenergic agents.
2008 Jun
[Simultaneous determination of nine beta-agonist residues in animal derived foods by ultra performance liquid chromatography-tandem mass spectrometry].
2008 Nov
Evaluation of the illegal use of clenbuterol in Portuguese cattle farms from drinking water, urine, hair and feed samples.
2009 Jun
Regression-based approach for testing the association between multi-region haplotype configuration and complex trait.
2009 Sep 17
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
Protein microarray: sensitive and effective immunodetection for drug residues.
2010 Feb 16
A full pharmacological analysis of the three turkey β-adrenoceptors and comparison with the human β-adrenoceptors.
2010 Nov 30
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
CIMATEROL
INN   MI   USAN  
USAN   INN  
Official Name English
CIMATEROL [MI]
Common Name English
AB-A 66
Code 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 Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
Code System Code Type Description
WIKIPEDIA
CIMATEROL
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
EVMPD
SUB06276MIG
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
INN
5773
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
NCI_THESAURUS
C76017
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
PUBCHEM
2755
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
SMS_ID
100000081036
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
MERCK INDEX
m3551
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID2045652
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
CAS
54239-37-1
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
MESH
C047411
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
ChEMBL
CHEMBL1374751
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
FDA UNII
ZPY8VRF0GB
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY
USAN
W-89
Created by admin on Fri Dec 15 16:31:17 UTC 2023 , Edited by admin on Fri Dec 15 16:31:17 UTC 2023
PRIMARY