Ractopamine

Ractopamine
Names
Preferred IUPAC name
4-(1-Hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
MeSH Ractopamine
UNII
  • InChI=1S/C18H23NO3/c1-13(2-3-14-4-8-16(20)9-5-14)19-12-18(22)15-6-10-17(21)11-7-15/h4-11,13,18-22H,2-3,12H2,1H3 Y
    Key: YJQZYXCXBBCEAQ-UHFFFAOYSA-N Y
  • InChI=1/C18H23NO3/c1-13(2-3-14-4-8-16(20)9-5-14)19-12-18(22)15-6-10-17(21)11-7-15/h4-11,13,18-22H,2-3,12H2,1H3
    Key: YJQZYXCXBBCEAQ-UHFFFAOYAP
  • OC(c1ccc(O)cc1)CNC(C)CCc2ccc(O)cc2
Properties
C18H23NO3
Molar mass 301.386 g·mol−1
4100 mg/L
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Ractopamine (/rækˈtɒpəmn, -mn/) is an animal feed additive used to promote leanness and increase food conversion efficiency in farmed animals in several countries, but banned in others. Pharmacologically, it is a phenol-based TAAR1 agonist and β adrenoreceptor agonist that stimulates β1 and β2 adrenergic receptors. It is most commonly administered to animals for meat production as ractopamine hydrochloride. It is the active ingredient in products marketed in the US as Paylean for swine, Optaflexx for cattle, and Topmax for turkeys. It was developed by Elanco Animal Health, a former division of Eli Lilly and Company.

As of 2014, according to the Humane Society, the use of ractopamine was “banned or restricted” in 160 countries, including the European Union, China and Russia, while it is legal in 27 other countries, such as Japan, the United States, South Korea, and New Zealand.

Commercial ractopamine is a mixture of all four possible stereoisomers. It is also a positional isomer of dobutamine, a related drug.