zilpaterol zilpaterol zilpaterol (zilpaterol hydrochloride; codenamed ru 42173) is a β2 adrenergic agonist. under its trade 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. zilpaterolclinical datatrade nameszilmaxroutes ofadministrationoralatc codenonelegal statuslegal status au: s4 (prescription only) pharmacokinetic dataelimination half-life11.9–13.2 hours (first phase)excretionurine (88.2–84.3%) and feces (8.6–8.7%) (in cattle)identifiers iupac name (±)-trans-4,5,6,7-tetrahydro-7-hydroxy-6-(isopropylamino)-imidazo-benzazepin-2(1h)-one cas number119520-05-7 ypubchem cid9992825chemspider2343170 nuniis384a1y12jcomptox dashboard (epa)dtxsid50904261 chemical and physical dataformulac14h19n3o2molar mass261.325 g·mol−13d model (jsmol)interactive image smiles cc(c)n1ccn2c3=c(1o)c=cc=c3nc2=o inchi inchi=1s/c14h19n3o2/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)/t11-,13-/m1/s1 nkey:zstczwjclircoj-dgclksjqsa-n n ny (what is this?) (verify) 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. however, 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). prohibitions and processor adoption as of october 2017, zilmax was approved in 17 countries, notably the us, canada, south africa, south korea, ukraine and brazil. as of 2013, zilmax was banned in china, taiwan, russia, and many countries in the european union. in the us tyson foods was the first among the largest u.s. meatpackers to adopt zilmax. because of concerns about tenderness and loss of marbling, cargill and other meatpackers resisted the practice. the next adopters were jbs and national beef, with cargill finally joining them in mid-2012. on august 6, 2013, tyson foods banned zilmax-fed cattle from its processing plants after cattle began arriving with missing hooves in large numbers during hot weather. origin and formulation zilmax is produced by merck in france, a country in which the substance is prohibited. as of october 2017, its commercial formulation was 4.8% zilpaterol hydrochloride, 8% polyoxyl castor oil, 4.3% polyvinyl pyrrolidone and 82.9% ground corn cob. chemistry zilpaterol has two chiral carbons and consequently four optical enantiomers. these enantiomers are: (6r,7r)-, (6r,7s)-, (6s,7r)- and (6s,7s)-. ru 42173 corresponds to racemic trans-zilpaterol hydrochloride, a mixture of the (6r,7r)-(−)- and (6s,7s)-(+)-enantiomers.