ChemicalBook--->CAS DataBase List--->119520-06-8

119520-06-8

119520-06-8 Structure

119520-06-8 Structure
IdentificationBack Directory
[Name]

Zilpaterol hydrochloride
[CAS]

119520-06-8
[Synonyms]

Zilpaterol Hcl
paterol hydrochloride
ilpaterol hydrochloride
Zilpaterol hydrochloride
GIEFXLLRTJNFGT-JZKFLRDJSA-N
Zilpaterol hydrochloride (relstereo)
(+/1)-trans-4,5,6,7-Tetrahydro-7-hydroxy-6-(isopropylamino)imidazo[4,5,1-jk]-[1]benzazepin-2(1H)-one hydrochloride
(6RS,7RS)-4,5,6, 7-Tetrahydro-7-hydroxy-6-[(1-methylethyl)amino]imidazo[ 4,5,1-jk][1]benzazepin-2(1H)-one hydrochloride
IMidazo[4,5,1-jk][1]benzazepin-2(1H)-one,4,5,6,7-tetrahydro-7-hydroxy-6-[(1-Methylethyl)aMino]-, hydrochloride (1:1),(6R,7R)-rel-
[EINECS(EC#)]

601-619-4
[Molecular Formula]

C14H19N3O2.HCl
[MOL File]

119520-06-8.mol
[Molecular Weight]

297.78
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[solubility ]

DMF: 0.1 mg/ml,DMSO: 1 mg/ml,PBS (pH 7.2): 10 mg/ml
[form ]

neat
[Major Application]

forensics and toxicology
veterinary
[InChI]

InChI=1/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-;/s3
[InChIKey]

GIEFXLLRTJNFGT-WLBMKERDNA-N
[SMILES]

O[C@@H]1[C@H](CCN2C(=O)NC3C=CC=C1C2=3)NC(C)C.Cl |&1:1,2,r|
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
[Signal word ]

Danger
[Hazard statements ]

H302+H332-H372
[Precautionary statements ]

P260-P264-P270-P301+P312-P304+P340+P312-P314
[WGK Germany ]

3
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
STOT RE 1
Hazard InformationBack Directory
[Description]

Zilpaterol is a β-adrenergic receptor agonist that putatively through activation of protein kinase A increases protein synthesis in skeletal muscle fibers, as well as reduces lipogenesis and increases lipolysis in adipose tissues. It was approved by the FDA in 2006 as a veterinary food additive for the purpose of increasing lean body weight and improving feed efficiency in commercial beef cattle.
[Definition]

Zilpaterol hydrochloride, (±)-trans-4,5,6,7-tetrahydro-7-hydroxy-6-(isopropylamino) imidazo[4,5,1-jk]-[1]benzazepin-2(1H)-one hydrochloride; (zilpaterol HCl; CAS No. 119520- 06-8), is a β2-adrenoreceptor agonist repartitioning agent (FAO, 2013). It is used to increase rate of body weight gain, improve feed efficiency and increase carcass muscle ratio in cattle fed in confinement before slaughter . There are four enantiomers of zilpaterol HCl. The product in use is racemic trans-zilpaterol HCl, a mixture of the (6R,7R) and (6S,7S) enantiomers.
[Materials Uses]

Zilpaterol hydrochloride is marketed as a compound that will increase rate of BW gain, improve feed efficiency, and increase carcass leanness in cattle fed in confinement systems. Zilpaterol hydrochloride has also been shown to increase weight of gross primal and boneless closely trimmed primals, and boneless closely trimmed retail cuts as a percentage of carcass weight, when carcass weights were held constant (Plascencia et al., 1999). Additionally, slaughtering a lot of cattle on the same date can be problematic and may require longer than expected withdrawal periods and may result in withdrawal periods in excess of 3 d.
[Solubility in organics]

Zilpaterol hydrochloride is very soluble in water and in other aqueous media (about 50% of product dissolved) at different pH values (1–10). It is only slightly soluble in methanol (about 3%) and practically insoluble in most organic solvents (<0.1%) such as  ethanol, acetone, ethyl-acetate, isopropyl ether, hexane, toluene, chloroform, dichloromethane or n-octanol.
[References]

[1] L AVENDA?O-REYES. Effects of two beta-adrenergic agonists on finishing performance, carcass characteristics, and meat quality of feedlot steers.[J]. Journal of animal science, 2006, 84 12: 3259-3265. DOI: 10.2527/jas.2006-173
[2] E K MILLER. Zilpaterol hydrochloride alters abundance of β-adrenergic receptors in bovine muscle cells but has little effect on de novo fatty acid biosynthesis in bovine subcutaneous adipose tissue explants.[J]. Journal of animal science, 2012, 90 4: 1317-1327. DOI: 10.2527/jas.2011-4589
[3] R J DELMORE  B J J  J M Hodgen. Perspectives on the application of zilpaterol hydrochloride in the United States beef industry.[J]. Journal of animal science, 2010, 88 8: 2825-2828. DOI: 10.2527/jas.2009-2473
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