Compound: Zilpaterol
SMILES: O=c1n2c3c(cccc3[nH]1)[C@@H](O)[C@@H](CC2)NC(C)C
InChIKey: ZSTCZWJCLIRCOJ-DGCLKSJQSA-N
Synonyms: Zilpaterol, 119520-05-7, RU-42173, S384A1Y12J, RU 42173, RU 42 173, Imidazo(4,5,1-jk)(1)benzazepin-2(1H)-one, 4,5,6,7-tetrahydro-7-hydroxy-6-((1-methylethyl)amino)-, (6R,7R)-rel-, DTXSID50904261, zilpaterolum, RefChem:56664, DTXCID401333410, (9R,10R)-9-hydroxy-10-((propan-2-yl)amino)-1,3-diazatricyclo(6.4.1.0^(4,13))trideca-4,6,8(13)-trien-2-one, Zilpaterol [INN], UNII-S384A1Y12J, 117827-79-9, (9R,10R)-9-hydroxy-10-(propan-2-ylamino)-1,3-diazatricyclo[6.4.1.04,13]trideca-4,6,8(13)-trien-2-one, (+/-)-trans-4,5,6,7-Tetrahydro-7-hydroxy-6-(isopropylamino)imidazo[4,5,1-jk][1]benzazepin-2(1H)-one, 9-Hydroxy-10-(propan-2-ylamino)-1,3-diazatricyclo[6.4.1.04,13]trideca-4,6,8(13)-trien-2-one, Imidazo(4,5,1-jk)(1)benzazepin-2(1H)-one, 4,5,6,7-tetrahydro-7-hydroxy-6-((1-methylethyl)amino)-, trans-(+-)-, (-)-Zilpaterol, (+/-)-TRANS-4,5,6,7-TETRAHYDRO-7-HYDROXY-6-(ISOPROPYLAMINO)IMIDAZO(4,5,1-JK)(1)BENZAZEPIN-2(1H)-ONE, Imidazo[4,5,1-jk][1]benzazepin-2(1H)-one, 4,5,6,7-tetrahydro-7-hydroxy-6-[(1-methylethyl)amino]-, (6R,7R)-rel-Imidazo[4,5,1-jk][1]benzazepin-2(1H)-one, 4,5,6,7-tetrahydro-7-hydroxy-6-[(1-methylethyl)amino]-, trans-(+/-)-; RU 42173; Zilpaterol; trans-(+/-)-Zilpaterol, ZILPATEROL [MI], SCHEMBL97546, CHEMBL462313, ZILPATEROL [GREEN BOOK], BDBM27955, MSK1326, TRANS-(+/-)-ZILPATEROL, CHEBI:180945, ZSTCZWJCLIRCOJ-DGCLKSJQSA-N, AC-826, MSK1326-100M, AKOS015967219, DB11479, NCGC00346470-02, FZ156790, Zilpaterol Solution in Methanol, 100ug/mL, Q8071932, BRD-K85285268-003-01-1, (6RS,trans) 6-isopropylamino-7-hydroxy-4,5,6,7-tetrahydro-imidazo[4,5,l-j-k][1]-benzazepin-2(1H)-one, (9R,10R)-9-hydroxy-10-(propan-2-ylamino)-1,3-diazatricyclo[6.4.1.0^{4,13}]trideca-4(13),5,7-trien-2-one, (9R,10R)-9-hydroxy-10-[(propan-2-yl)amino]-1,3-diazatricyclo[6.4.1.0?,??]trideca-4,6,8(13)-trien-2-one, IMIDAZO(4,5,1-JK)(1)BENZAZEPIN-2(1H)-ONE, 4,5,6,7-TETRAHYDRO-7-HYDROXY-6-((1-METHYLETHYL)AMINO)-, TRANS-(+/-)-, Imidazo[4,5,1-jk][1]benzazepin-2(1H)-one, 4,5,6,7-tetrahydro-7-hydroxy-6-[(1-methylethyl)amino]-, trans-()-; RU 42173; trans-()-Zilpaterol, REL-(6R,7R)-4,5,6,7-TETRAHYDRO-7-HYDROXY-6-((1-METHYLETHYL)AMINO)IMIDAZO(4,5,1-JK)(1)BENZAZEPIN-2(1H)-ONE
Theoretical properties:
molecular_formula: C14H19N3O2
molecular_weight: 261.32 g/mol
exact_mass: 261.147726857 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 2
heavy_atom_count: 19
topological_polar_surface_area: 64.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Zilpaterol is a benzazepine.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Zilpaterol is a synthetic β2 adrenergic agonist. Under its brand name, Zilmax, it is used to increase the size of cattle and the efficiency of feeding them. Zilmax is produced by Intervet, a subsidiary of Merck & Co., and marketed as a "beef-improvement technology".  Zilpaterol is typically fed in the last three to six weeks of cattle's lives, with a brief period (three days in the US) before death for withdrawal, which allows the drug to mostly leave the animal's tissues.
Concerns have been raised on the impact of zilpaterol on flavor; however, studies have confirmed that overall tenderness, juiciness, flavor intensity, and beef flavor remain within the normal variation observed in the beef industry and differences are smaller than what can be detected by the consumer.
In the meantime, several studies have shown the use of zilpaterol leads to increased size, feed efficiency, and value.
Merck reported Zilmax-fed cattle do not produce beef with a difference in taste or quality compared to cattle not fed the drug, but elsewhere, concerns have been raised about the beef's tenderness.  Studies have variously found a slight reduction in tenderness, an increase in shear force, and a lower percentage of intramuscular fat (marbling).