Xamoterol

Title: Xamoterol
CAS Registry Number: 81801-12-9
CAS Name: N-[2-[[2-Hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]-4-morpholinecarboxamide
Additional Names: 1-(4-hydroxyphenoxy)-3-[2-(4-morpholinocarboxamido)ethylamino]-2-propanol
Molecular Formula: C16H25N3O5
Molecular Weight: 339.39
Percent Composition: C 56.62%, H 7.42%, N 12.38%, O 23.57%
Literature References: b1-Adrenoceptor partial agonist. Prepn: BE 867376; B. G. Main, J. J. Barlow, US 4143140 (1978, 1979 both to ICI); prepn and adrenoceptor stimulant activity: J. J. Barlow et al., J. Med. Chem. 24, 315 (1981). Cardiovascular activity: A. Nuttall, H. M. Snow, Br. J. Pharmacol. 77, 381 (1982). Hemodynamics, cardioselectivity and kinetics: G. Jennings et al., Clin. Pharmacol. Ther. 35, 594 (1984). Hemodynamic effects: J.-M. R. Detry et al., Eur. Heart J. 4, 584 (1983); H. Sato et al., Circulation 75, 213 (1987). Metabolism: T. R. Marten et al., Drug Metab. Dispos. 12, 652 (1984). HPLC determn in biological fluids: C. J. Oddie et al., J. Chromatogr. 308, 370 (1984). Clinical evaluations: F. L. Tseu et al., Br. Heart J. 56, 469 (1986); L. Barrios et al., Eur. J. Clin. Pharmacol. 29, 667 (1986). Clinical comparison with atenolol, q.v., in asthmatic patients: J. W. J. Lammers et al., Br. J. Clin. Pharmacol. 22, 595 (1986).
Derivative Type: Hemifumarate
CAS Registry Number: 73210-73-8
Manufacturers' Codes: ICI-118587
Trademarks: Corwin (Zeneca)
Molecular Formula: (C16H25N3O5)2.C4H4O4
Molecular Weight: 794.85
Percent Composition: C 54.40%, H 6.85%, N 10.57%, O 28.18%
Properties: Crystals from ethanol, mp 168-169° (dec).
Melting point: mp 168-169° (dec)
Therap-Cat: Cardiotonic.
Keywords: ?Adrenergic Agonist; Cardiotonic.
Xanthatin Xanthinol Niacinate Xanthocillin Xanthone Xanthophyll

Xamoterol
Xamoterol.png
Systematic (IUPAC) name
(RS)-N-(2-{[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino}ethyl)morpholine-4-carboxamide
Clinical data
Legal status  ?
Identifiers
CAS number 81801-12-9 N
ATC code C01CX07
PubChem CID 155774
IUPHAR ligand 538
ChemSpider 137213 YesY
UNII 7HE0JQL703 YesY
KEGG D06328 YesY
ChEMBL CHEMBL75753 YesY
Chemical data
Formula C16H25N3O5 
Mol. mass 339.387 g/mol
 N (what is this?)  (verify)

Xamoterol is a cardiac stimulant. It works by binding to the β1 adrenergic receptor. It is a 3rd generation adrenergic beta receptor partial agonist. It provides cardiac stimulation at rest but it acts as a blocker during exercise. [1]