Butopamine

Butopamine (INNTooltip International Nonproprietary Name, USANTooltip United States Adopted Name; developmental code name LY-131126; also known as (R,R)-ractopamine) is a sympathomimetic agent, β-adrenergic receptor agonist, and positive inotrope of the phenethylamine family which was studied for treatment of heart failure but was never marketed.^[1][2][3][4] It is an analogue of dobutamine^[3][4] and is the (R,R)-enantiomer of ractopamine.^[2] Butopamine is not a catecholamine and is resistant to metabolism by catechol O-methyltransferase (COMT).^[3] In contrast to dobutamine, butopamine is orally active.^[3] In addition to its positive inotropic effects, butopamine has positive chronotropic effects.^[3]

Other names

• LY-131126
• (R,R)-Ractopamine

Drug classSympathomimetic; β-Adrenergic receptor agonist; Positive inotrope; Positive chronotrope

CAS Number

• 66734-12-1

PubChem CID

• 68556

Quick facts Clinical data, Other names ...

Butopamine

Clinical data
Other names	LY-131126 (R,R)-Ractopamine
Drug class	Sympathomimetic; β-Adrenergic receptor agonist; Positive inotrope; Positive chronotrope
Identifiers
IUPAC name 4-[(3R)-3-[[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]butyl]phenol
CAS Number	66734-12-1
PubChem CID	68556
ChemSpider	61830
UNII	ZX7907IE2H
KEGG	D03195
ChEBI	CHEBI:82648
ChEMBL	ChEMBL2103767
CompTox Dashboard (EPA)	DTXSID50216876
Chemical and physical data
Formula	C18H23NO3
Molar mass	301.386 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@H](CCC1=CC=C(C=C1)O)NC[C@@H](C2=CC=C(C=C2)O)O
InChI 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/t13-,18+/m1/s1 Key:YJQZYXCXBBCEAQ-ACJLOTCBSA-N

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