| Identification | Back Directory | [Name]
Butopamine | [CAS]
66734-12-1 | [Synonyms]
LY-131126
Butopamine
Compound LY-131126
4-[(R)-3-[[(R)-2-(4-Hydroxyphenyl)-2-hydroxyethyl]amino]butyl]phenol
(R)-4-Hydroxy-α-[[(R)-3-(4-hydroxyphenyl)-1-methylpropylamino]methyl]benzyl alcohol
Benzenemethanol, 4-hydroxy-α-[[[(1R)-3-(4-hydroxyphenyl)-1-methylpropyl]amino]methyl]-, (αR)- | [Molecular Formula]
C18H23NO3 | [MDL Number]
MFCD00867138 | [MOL File]
66734-12-1.mol | [Molecular Weight]
301.38 |
| Hazard Information | Back Directory | [Originator]
Butopamine,ZYF Pharm Chemical | [Definition]
ChEBI: A 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol in which both stereocentres have R configuration. It is the most active of the four diastereoisomers that make up the animal feed additive ractopamine. | [Manufacturing Process]
A solution of 32.8 g (0.2 m) of methyl 2-(4-hydroxyphenyl)ethyl ketone and
42.6 g (0.2 m) of 1-(4-hydroxyphenyl)-2-aminoethanol in 380 ml of ethanol containing 3.8 g of 5% palladium on carbon was stirred for 16 h at 60°C
under hydrogen at 55 psi. The reaction mixture was then filtered, and the
filtrate was diluted by addition of 350 ml of water. The aqueous mixture was
concentrated to a volume of about 400 ml, and then washed with
dichloromethane.
The aqueous mixture was acidified by addition of 50 ml of conc. hydrochloric
acid. After standing at room temperature for 2 h, the aqueous acid mixture
was filtered and the filter cake was washed with 40 ml of ice water and dried
at 50°C in vacuum to provide 47.0 g of 1-(4-hydroxyphenyl-2-
propylamino]ethanol hydrochloride, melting point 124-129°C.
The 1-(4-hydroxyphenyl)-2-[1-methyl-3-(4-hydroxyphenyl)propylamino]
ethanol was obtained by treatment of 1-(4-hydroxyphenyl-2-
propylamino]ethanol hydrochloride with sodium hydroxide. | [Therapeutic Function]
Cardiotonic |
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