4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol,hydrochloride

Names

[ CAS No. ]:
125251-66-3

[ Name ]:
4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol,hydrochloride

[Synonym ]:
Arbutamine HCl
Genesa (TN)
Arbutamine hydrochloride
Arbutamine hydrochloride [USAN]
C18H23NO4.HCl
UNII-K0NF2CPJ7F

Biological Activity

[Description]:

Arbutamine hydrochloride is a short-acting, potent and nonselective β-adrenoceptor agonist. Arbutamine hydrochloride stimulates cardiac β1-, tracheal β2-, and adiopocyte β3- adrenergic receptors. Arbutamine hydrochloride provides cardiac stress increases heart rate, cardiac contractility, and systolic blood pressure. Arbutamine hydrochloride can be used for cardiac stress agent [1][2][3].

[Related Catalog]:

Research Areas >> Cardiovascular Disease
Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

[In Vitro]

Arbutamine hydrochloride (0.1-100 nM) increases heart contractile force and pD2 value of 8.45. Arbutamine has the affinity constants (KA) value of 7.32 for cardiac β1-adrenergic receptors[3].

[In Vivo]

Arbutamine hydrochloride (i.v.; 5, 10, 50, 100 and 250 ng/kg) increases mean heart rate, peak positive left ventricular pressure and its first time-derivative, and normal-zone myocardial thickening in 8 open-chest dogs (mean weight, 26.91 kg).

[References]

[1]. Ruiz M, et al. Arbutamine stress perfusion imaging in dogs with critical coronary artery stenoses: (99m)Tc-sestamibi versus (201)Tl. J Nucl Med. 2002 May;43(5):664-70.

[2]. Nagarajan R, et al. A novel catecholamine, arbutamine, for a pharmacological cardiac stress agent. Cardiovasc Drugs Ther. 1996 Mar;10(1):31-8.

[3]. Abou-Mohamed G, et, al. Characterization of the adrenergic activity of arbutamine, a novel agent for pharmacological stress testing. Cardiovasc Drugs Ther. 1996 Mar;10(1):39-47.

Chemical & Physical Properties

[ Density]:
1.262g/cm3

[ Boiling Point ]:
578.3ºC at 760mmHg

[ Molecular Formula ]:
C18H23NO4

[ Molecular Weight ]:
317.38000

[ Flash Point ]:
195.1ºC

[ Exact Mass ]:
317.16300

[ PSA ]:
92.95000

[ LogP ]:
2.84020

[ Vapour Pressure ]:
3.24E-14mmHg at 25°C

[ Index of Refraction ]:
1.631