Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C14H19N3O2.ClH.H2O |
| Molecular Weight | 315.796 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.Cl.CC(C)N[C@@H]1CCN2C(=O)NC3=CC=CC([C@H]1O)=C23
InChI
InChIKey=FYUVMEDPENROOK-IZUPTLQPSA-N
InChI=1S/C14H19N3O2.ClH.H2O/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;1H2/t11-,13-;;/m1../s1
| 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 | C14H19N3O2 |
| Molecular Weight | 261.3196 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | H2O |
| Molecular Weight | 18.0153 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3240917
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Extraction, clean-up and gas chromatography-mass spectrometry characterization of zilpaterol as feed additive in fattening cattle. | 2003 Jan 5 |
|
| Simultaneous determination of Zilpaterol and other beta agonists in calf eye by gas chromatography/tandem mass spectrometry. | 2003 Jan-Feb |
|
| Pharmaceuticals, direct-fed microbials, and enzymes for enhancing growth and feed efficiency of beef. | 2003 Nov |
|
| Enzyme-linked immunosorbent assay development for the beta-adrenergic agonist zilpaterol. | 2004 Apr 21 |
|
| Characterization of anti-inflammatory compounds using transcriptomics, proteomics, and metabolomics in combination with multivariate data analysis. | 2004 Nov |
|
| Inhibitory effects of the beta-adrenergic receptor agonist zilpaterol on the LPS-induced production of TNF-alpha in vitro and in vivo. | 2005 Dec |
|
| Development of a monoclonal antibody-based enzyme-linked immuosorbent assay for the beta-adrenergic agonist zilpaterol. | 2005 May 4 |
|
| In search of secreted protein biomarkers for the anti-inflammatory effect of beta2-adrenergic receptor agonists: application of DIGE technology in combination with multivariate and univariate data analysis tools. | 2005 Nov-Dec |
|
| Integration of two-dimensional LC-MS with multivariate statistics for comparative analysis of proteomic samples. | 2006 Apr 1 |
|
| Effects of two beta-adrenergic agonists on finishing performance, carcass characteristics, and meat quality of feedlot steers. | 2006 Dec |
|
| Beta-adrenergic receptor agonists induce the release of granulocyte chemotactic protein-2, oncostatin M, and vascular endothelial growth factor from macrophages. | 2006 Jan |
|
| Tissue residues and urinary excretion of zilpaterol in sheep treated for 10 days with dietary zilpaterol. | 2006 Jun 14 |
|
| Identification of a probable new adrenergic agonist by nuclear magnetic resonance and mass spectrometry. | 2007 Mar 14 |
|
| Effects of duration of zilpaterol hydrochloride feeding and days on the finishing diet on feedlot cattle performance and carcass traits. | 2008 Aug |
|
| Dietary zilpaterol hydrochloride. I. Feedlot performance and carcass traits of steers and heifers. | 2009 Apr |
|
| Effects of feeding zilpaterol hydrochloride with and without monensin and tylosin on carcass cutability and meat palatability of beef steers. | 2009 Apr |
|
| Dietary zilpaterol hydrochloride. II. Carcass composition and meat palatability of beef cattle. | 2009 Apr |
|
| Development, validation and implementation of a receptor based bioassay capable of detecting a broad range of beta-agonist drugs in animal feedingstuffs. | 2009 Apr 1 |
|
| Influence of beta-agonists (ractopamine HCl and zilpaterol HCl) on fecal shedding of Escherichia coli O157:H7 in feedlot cattle. | 2009 Dec |
|
| Effects of zilpaterol hydrochloride on growth rates, feed conversion, and carcass traits in calf-fed Holstein steers. | 2009 Dec |
|
| Effects of implanting and feeding zilpaterol hydrochloride on performance, carcass characteristics, and subprimal beef yields of fed cows. | 2009 Feb |
|
| Effect of zilpaterol hydrochloride duration of feeding on performance and carcass characteristics of feedlot cattle. | 2009 Jun |
|
| Effects of dietary zilpaterol hydrochloride on feedlot performance and carcass characteristics of beef steers fed with and without monensin and tylosin. | 2009 Mar |
|
| Synthesis and pharmacological characterization of beta2-adrenergic agonist enantiomers: zilpaterol. | 2009 Mar 26 |
|
| Effects of preslaughter withdrawal period on response of feedlot heifers to zilpaterol hydrochloride supplementation: growth performance and carcass characteristics. | 2009 May |
|
| Effect of feeding zilpaterol hydrochloride to beef and calf-fed Holstein cattle on consumer palatability ratings. | 2009 Nov |
|
| Effects of zilpaterol hydrochloride and zilpaterol hydrochloride withdrawal time on beef carcass cutability, composition, and tenderness. | 2009 Nov |
|
| Effect of zilpaterol hydrochloride supplementation of beef steers and calf-fed Holstein steers on the color stability of top sirloin butt steaks. | 2009 Nov |
|
| Effects of zilpaterol hydrochloride feeding duration and postmortem aging on Warner-Bratzler shear force of three muscles from beef steers and heifers. | 2009 Nov |
|
| The effect of zilpaterol hydrochloride on meat quality of calf-fed Holstein steers. | 2009 Nov |
|
| Feeding zilpaterol hydrochloride to calf-fed Holsteins has minimal effects on semimembranosus steak color. | 2009 Nov |
|
| Effects of feeding zilpaterol hydrochloride for twenty to forty days on carcass cutability and subprimal yield of calf-fed Holstein steers. | 2009 Nov |
|
| Effects of duration of zilpaterol hydrochloride and days on the finishing diet on carcass cutability, composition, tenderness, and skeletal muscle gene expression in feedlot steers. | 2009 Nov |
|
| Effects of zilpaterol hydrochloride with or without an estrogen-trenbolone acetate terminal implant on carcass traits, retail cutout, tenderness, and muscle fiber diameter in finishing steers. | 2009 Nov |
|
| Effects of zilpaterol hydrochloride feeding duration on crossbred beef semimembranosus steak color in aerobic or modified atmosphere packaging. | 2009 Nov |
|
| Effects of duration of zilpaterol hydrochloride supplementation on growth performance, carcass traits and meat quality of grain-fed cull cows. | 2010 Apr |
|
| 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 |
|
| Depletion of urinary zilpaterol residues in horses as measured by ELISA and UPLC-MS/MS. | 2010 Apr 14 |
|
| [Determination of fifteen beta-agonists in animal urine by high performance liquid chromatography-tandem mass spectrometry]. | 2010 Aug |
|
| Perspectives on the application of zilpaterol hydrochloride in the United States beef industry. | 2010 Aug |
|
| Additive effects of a steroidal implant and zilpaterol hydrochloride on feedlot performance, carcass characteristics, and skeletal muscle messenger ribonucleic acid abundance in finishing steers. | 2010 Jan |
|
| Effect of extended withdrawal of zilpaterol hydrochloride on performance and carcass traits in finishing beef steers. | 2010 Jan |
|
| The effects of zilpaterol hydrochloride on carcass cutability and tenderness of calf-fed Holstein steers. | 2010 Jul |
|
| Effects of supplementing feedlot steers and heifers with zilpaterol hydrochloride on Warner-Bratzler shear force interrelationships of steer and heifer longissimus lumborum and heifer triceps brachii and gluteus medius muscles aged for 7, 14 and 21d. | 2010 Jun |
|
| Predicting red meat yields in carcasses from beef-type and calf-fed Holstein steers using the United States Department of Agriculture calculated yield grade. | 2010 Jun |
|
| Effects of zilpaterol hydrochloride feeding duration on beef and calf-fed Holstein strip loin steak color. | 2010 Mar |
|
| Effect of zilpaterol hydrochloride supplementation on cutability and subprimal yield of beef steer carcasses. | 2010 May |
|
| Moisture enhancement and blade tenderization effects on the shear force and palatability of strip loin steaks from beef cattle fed zilpaterol hydrochloride. | 2010 May |
|
| Comparative effects of ractopamine hydrochloride and zilpaterol hydrochloride on growth performance, carcass traits, and longissimus tenderness of finishing steers. | 2010 May |
|
| The efficiency of electrical stimulation to counteract the negative effects of β-agonists on meat tenderness of feedlot cattle. | 2010 Nov |
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
| Substance Class |
Chemical
Created
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admin
on
Edited
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| Record UNII |
90J4TG861K
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| Record Status |
Validated (UNII)
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| Record Version |
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186046-04-8
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66603288
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90J4TG861K
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ANHYDROUS->SOLVATE |
