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CAS RN: 94749-08-3 | Product Number: A3190

Salmeterol Xinafoate


Purity: >98.0%(T)(HPLC)
Synonyms:
  • 4-[1-Hydroxy-2-[[6-(4-phenylbutoxy)hexyl]amino]ethyl]-2-(hydroxymethyl)phenol 1-Hydroxy-2-naphthoate
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Product Number A3190
Purity / Analysis Method >98.0%(T)(HPLC)
Molecular Formula / Molecular Weight C__2__5H__3__7NO__4·C__1__1H__8O__3 = 603.76  
Physical State (20 deg.C) Solid
CAS RN 94749-08-3
Related CAS RN 89365-50-4
Reaxys Registry Number 9833043
PubChem Substance ID 354335558
Merck Index (14) 8337
MDL Number

MFCD00897708

Specifications
Appearance White to Almost white powder to crystal
Purity(HPLC) min. 98.0 %(total of Ion-Pair)
Purity(Neutralization titration) min. 98.0 %
Properties (reference)
Melting Point 138 °C(dec.)
Solubility in water Insoluble
Solubility (soluble in) Methanol
Solubility (slightly sol. in) Ethanol
Solubility (insoluble in) Diethyl ether
GHS
Related Laws:
RTECS# QJ1970500
Transport Information:
HS Number 2922500090
Application
Salmeterol Xinafoate: A Selective and Long-Acting β2-Adrenergic Receptor Agonist

Salmeterol xinafoate is a selective and long-acting β2-adrenergic receptor agonist. In vitro and in vivo studies demonstrate that salmeterol is selective for β2- adrenergic receptors compared with isoproterenol [I26], which has approximately equal agonist activity on β1 and β2- adrenergic receptors. The pharmacologic effects of β2-adrenergic receptor agonist agents, including salmeterol, attributable to stimulation of intracellular adenyl cyclase, the enzyme that catalyzes the conversion of adenosine triphosphate (ATP) [A157 (2Na salt)] to cyclic-3’,5’-adenosine monophosphate (c-AMP) [A2381, A2112 (Na salt)]. Increased c-AMP levels cause relaxation of bronchial smooth muscle and inhibition of release of inflammatory mediators from cells, especially from mast cells. The mechanism of action for long-acting is explained as follows. Salmeterol consists of a saligenin ethanolamine “head” with a large lipophilic “tail” or side chain. Because of the side chain is anchored at the exo-site, the active “head” portion continually attaches to and detaches from the receptor site. (The product is for research purpose only.)

References

Salmeterol (a review)

M. Johnson, Med. Res. Rev. 1995, 15, 225.

The β-Adrenoceptor (a review)

M. Johnson, Am. J. Respir. Crit. Care Med. 1998, 158, S146.

Determination of salmeterol in metered-dose and dry-powder inhalers by reversed-phase high performance liquid chromatography

V. G. Nayak, S. G. Belapure, C. D. Gaitonde, A. A. Sule, J. Pharm. Biomed. Anal. 1996, 14, 511.

Rapid chiral high-performance liquid chromatographic assay for salmeterol and α-hydroxysalmeterol. Application to in vitro metabolism studies

M. Zhang, J. P. Fawcett, J. P. Shaw, J. Chromatogr. B 1999, 729, 225.

Chiral Determination of Salbutamol, Salmeterol and Atenolol by Two-Dimensional LC-LC: Application to Urine Samples

Y. Yang, N. Rosales-Conrado, V. Guillén-Casla, M. Eugenia León-González, L. V. Pérez-Arribas, L. M. Polo-Díez, Chromatographia 2012, 75, 1365.


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