772. Arbutamine

Nomenclature

CAS number: 128470-16-6
4-[(1R)-1-Hydroxy-2-[[4-(4-hydroxyphenyl)butyl]amino]ethyl]-1,2-benzenediol; (R)-3,4-dihydroxy-α-[[[4-(p-hydroxyphenyl)butyl]amino]methyl]benzyl alcohol; 1-(3,4-dihydroxyphenyl)-2-(4-(4-hydroxyphenyl)butylamino)ethanol.
C18H23NO4; mol wt 317.38.
C 68.12%, H 7.30%, N 4.41%, O 20.16%.

Description and references

Catecholamine cardiac stimulant. Prepn: R. R. Tuttle, C. E. Browne, III, EP 329464; eidem, US 5395970 (1989, 1995 both to Gensia). Pharmacology and pharmacodynamics: M. Young et al., Drug Dev. Res. 32, 19 (1994). Efficacy as exercise stimulating agent (ESA) in comparison with dobutamine, q.v.: H. K. Hammond, M. D. McKirnan, J. Am. Coll. Cardiol. 23, 475 (1994).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 125251-66-3
GP-2-121-3; GenESA (Gensia).

Properties

Off-white, amorphous solid. mp 55-58°. [α]D23 18.5° (in ethanol). Freely sol in water, ethanol. Practically insol in diethyl ether, hexane.

Therapeutic Category

Stress agent for diagnosis of coronary artery disease.

Keywords

Diagnostic Aid