U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C14H19N3O2.ClH
Molecular Weight 297.78
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZILPATEROL HYDROCHLORIDE

SMILES

Cl.CC(C)N[C@@H]1CCN2C(=O)NC3=CC=CC([C@H]1O)=C23

InChI

InChIKey=GIEFXLLRTJNFGT-LOCPCMAASA-N
InChI=1S/C14H19N3O2.ClH/c1-8(2)15-11-6-7-17-12-9(13(11)18)4-3-5-10(12)16-14(17)19;/h3-5,8,11,13,15,18H,6-7H2,1-2H3,(H,16,19);1H/t11-,13-;/m1./s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3240917

Zilpaterol is an agonist of β2-adrenergic receptor. Zilpaterol exerts bronchospasmolytic action. Zilmax® (4.8% Zilpaterol hydrochloride) is used to increase rate of bodyweight gain, improve feed efficiency, and increase carcass leanness in cattle fed in confinement for a period of 20-40 consecutive days at the end of the feeding period before slaughter.

Originator

Sources: Frechet D., Plassard G., Brown N.L., Cltmence F., Nhdelec L. & Worcel M. (1984) Proceedings of the VlIIth International Symposium on Medicinal Chemistry, Swedish Pharmaceutical Press, Stockholm. Vol. I , pp. 90-93
Curator's Comment: reference retrieved from https://www.ncbi.nlm.nih.gov/pubmed/3240917

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Pharmaceuticals, direct-fed microbials, and enzymes for enhancing growth and feed efficiency of beef.
2003 Nov
Beta-adrenergic receptor agonists induce the release of granulocyte chemotactic protein-2, oncostatin M, and vascular endothelial growth factor from macrophages.
2006 Jan
Identification of a probable new adrenergic agonist by nuclear magnetic resonance and mass spectrometry.
2007 Mar 14
Influence of beta-agonists (ractopamine HCl and zilpaterol HCl) on fecal shedding of Escherichia coli O157:H7 in feedlot cattle.
2009 Dec
Synthesis and pharmacological characterization of beta2-adrenergic agonist enantiomers: zilpaterol.
2009 Mar 26
Effects of duration of zilpaterol hydrochloride supplementation on growth performance, carcass traits and meat quality of grain-fed cull cows.
2010 Apr
Effect of zilpaterol hydrochloride supplementation on cutability and subprimal yield of beef steer carcasses.
2010 May
Comparative effects of ractopamine hydrochloride and zilpaterol hydrochloride on growth performance, carcass traits, and longissimus tenderness of finishing steers.
2010 May
Patents

Sample Use Guides

Zilmax® (4.8% Zilpaterol hydrochloride) is used to increase rate of bodyweight gain, improve feed efficiency, and increase carcass leanness in cattle fed in confinement for a period of 20-40 consecutive days at the end of the feeding period before slaughter. Zilpaterol hydrochloride should be mixed into the feed at a level of 7.5 mg/kg on a 90% dry matter basis. This represents a dose of approximately 0.15 mg/kg bw or 60 to 90 mg zilpaterol hydrochloride per animal per day.
Route of Administration: Oral
Zilpaterol hydrochloride at 1 µM decreased β1-adrenergic receptor mRNA, and 0.01 and 1 µM Zilpaterol hydrochloride decreased β2-adrenergic receptor and β3-adrenergic receptor mRNA in bovine myoblasts.
Name Type Language
ZILPATEROL HYDROCHLORIDE
GREEN BOOK   MART.   MI  
Common Name English
ZILPATEROL HCL
Common Name English
ZILPATEROL HYDROCHLORIDE [MI]
Common Name English
ZILMAX
Common Name English
RAC-(6R,7R)-7-HYDROXY-6-(ISOPROPYLAMINO)-4,5,6,7-TETRAHYDROIMIDAZO(4,5,1-JK)(1)BENZAZEPIN-2(1H)-ONE HYDROCHLORIDE
Common Name English
ZILPATEROL HYDROCHLORIDE [MART.]
Common Name English
ZILPATEROL HYDROCHLORIDE [GREEN BOOK]
Common Name English
IMIDAZO(4,5,1-JK)(1)BENZAZEPIN-2(1H)-ONE, 4,5,6,7-TETRAHYDRO-7-HYDROXY-6-((1-METHYLETHYL)AMINO)-, MONOHYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
EX8IEP25JU
Created by admin on Fri Dec 15 16:06:08 GMT 2023 , Edited by admin on Fri Dec 15 16:06:08 GMT 2023
PRIMARY
PUBCHEM
11507658
Created by admin on Fri Dec 15 16:06:08 GMT 2023 , Edited by admin on Fri Dec 15 16:06:08 GMT 2023
PRIMARY
MERCK INDEX
m11594
Created by admin on Fri Dec 15 16:06:08 GMT 2023 , Edited by admin on Fri Dec 15 16:06:08 GMT 2023
PRIMARY Merck Index
RXCUI
1727537
Created by admin on Fri Dec 15 16:06:08 GMT 2023 , Edited by admin on Fri Dec 15 16:06:08 GMT 2023
PRIMARY RxNorm
DRUG BANK
DBSALT001665
Created by admin on Fri Dec 15 16:06:08 GMT 2023 , Edited by admin on Fri Dec 15 16:06:08 GMT 2023
PRIMARY
CAS
119520-06-8
Created by admin on Fri Dec 15 16:06:08 GMT 2023 , Edited by admin on Fri Dec 15 16:06:08 GMT 2023
PRIMARY