Compound: RACTOPAMINE
SMILES: Oc1ccc(C(O)CNC(CCc2ccc(O)cc2)C)cc1
InChIKey: YJQZYXCXBBCEAQ-UHFFFAOYSA-N
Synonyms: RACTOPAMINE, 97825-25-7, Ractopamina, Ractopaminum, 4-[3-[[2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]butyl]phenol, 57370OZ3P1, DTXSID7048378, Benzenemethanol, 4-hydroxy-alpha-(((3-(4-hydroxyphenyl)-1-methylpropyl)amino)methyl)-, 4-(3-((2-hydroxy-2-(4-hydroxyphenyl)ethyl)amino)butyl)phenol, RefChem:55961, LY-031537, DTXCID7028352, CHEBI:82644, 4-hydroxy-alpha-(((3-(4-hydroxyphenyl)-1-methylpropyl)amino)methyl)benzenemethanol, (+-)-all-rac-p-hydroxy-alpha-(((3-(p-hydroxyphenyl)-1-methylpropyl)amino)methyl)benzyl alcohol, Ractopamine [INN], EL-737, Ractopaminum [Latin], Ractopamina [Spanish], 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol, HSDB 7441, NCGC00164602-01, ractopamin, Optaflexx, Paylean, Tomax, Ractopamine?, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butan-2-yl)amino)ethyl)phenol, UNII-57370OZ3P1, El 737, Benzenemethanol, 4-hydroxy-.alpha.-[[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]methyl]-, BENZENEMETHANOL, 4-HYDROXY-.ALPHA.-(((3-(4-HYDROXYPHENYL)-1-METHYLPROPYL)AMINO)METHYL)-, RACTOPAMINE [MI], RACTOPAMINE [HSDB], orb692059, SCHEMBL144797, CHEMBL509336, BDBM27959, CHEBI:82647, GTPL10455, GLXC-06124, HMS2089M10, AC-716, AKOS015889248, DB11541, NCGC00164602-03, (+/-)-all-rac-p-Hydroxy-alpha-(((3-(p-hydroxyphenyl)-1-methylpropyl)amino)methyl)benzyl alcohol, 755 - Ractopamine (ss-agonist) in meat, Ractopamine 1000 microg/mL in Acetonitrile, CS-0063387, NS00000017, H61791, AB01562962_01, AB01562962_02, Q722419, SR-05000001437, SR-05000001437-1, BRD-A86414188-003-01-5, BRD-A86414188-003-02-3, 4-{3-[2-Hydroxy-2-(4-hydroxyphenyl)ethyl]amino}butylphenol hydrochloride, (+/-)-ALL-RAC-P-HYDROXY-.ALPHA.-(((3-(P-HYDROXYPHENYL)-1-METHYLPROPYL)AMINO)METHYL)BENZYL ALCOHOL, 4-Hydroxy-?-[[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]methyl]benzenemethanol; Ractopamine; Benzenemethanol, 4-hydroxy-?-[[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]methyl]-
Theoretical properties:
molecular_formula: C18H23NO3
molecular_weight: 301.4 g/mol
exact_mass: 301.16779360 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 7
heavy_atom_count: 22
topological_polar_surface_area: 72.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol is a secondary amino compound that is 4-(2-amino-1-hydroxyethyl)phenol in which one of the hydrogens attached to the nitrogen is replaced by a 4-(p-hydroxyphenyl)butan-2-yl group. It is a member of benzyl alcohols, a polyphenol, a secondary alcohol and a secondary amino compound.
chebi: A secondary amino compound that is 4-(2-amino-1-hydroxyethyl)phenol in which one of the hydrogens attached to the nitrogen is replaced by a 4-(<em>p</em>-hydroxyphenyl)butan-2-yl group.
chembl: RACTOPAMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Ractopamine () is an animal feed additive used to promote leanness and increase food conversion efficiency in farmed animals in few countries, banned in most. 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 2025, the use of ractopamine "is banned or its use restricted in 168 nations", including the European Union, China and Russia, while it is legal in some other countries, with differing maximum residual limits (MRLs) in meat. Examples include the United States (50 ppb in pork, 30 ppb in beef); Japan, Taiwan and South Korea (10 ppb, in accordance with the Codex Alimentarius Commission); and New Zealand (0.1 ppb).
Commercial ractopamine is a mixture of all four possible stereoisomers. It is also a positional isomer of dobutamine, a related drug.