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S5068

Sigma-Aldrich

Salmeterol xinafoate

≥98% (HPLC), solid

Synonym(s):

(±) 4-Hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]m-ethyl]-1,3-benzenedimethanol xinafoate, GR 33343X xinafoate

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About This Item

Empirical Formula (Hill Notation):
C25H37NO4 · C11H8O3
CAS Number:
94749-08-3
Molecular Weight:
603.75
MDL number:
MFCD00897708
UNSPSC Code:
12352200
PubChem Substance ID:
24278713
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: slightly soluble
ethanol: slightly soluble
methanol: freely soluble

originator

GlaxoSmithKline

SMILES string

OC(=O)c1ccc2ccccc2c1O.OCc3cc(ccc3O)C(O)CNCCCCCCOCCCCc4ccccc4

InChI

1S/C25H37NO4.C11H8O3/c27-20-23-18-22(13-14-24(23)28)25(29)19-26-15-7-1-2-8-16-30-17-9-6-12-21-10-4-3-5-11-21;12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h3-5,10-11,13-14,18,25-29H,1-2,6-9,12,15-17,19-20H2;1-6,12H,(H,13,14)

InChI key

XTZNCVSCVHTPAI-UHFFFAOYSA-N

Gene Information

human ... ADRB2(154)

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Application

Salmeterol xinafoate was used as conjugate with human serum albumin to study the immune responses in rabbits.7

Biochem/physiol Actions

Salmeterol xinafoate is a β2 adrenoceptor agonist with longer lasting bronchodilation and anti-inflammatory effects. It relaxes the airway smooth muscles, stabilizes mast cells and regulates the release of histamine. Salmetrol is particularly effective in treatment of mild asthma, chronic obstructive pulmonary disorder.5,6
β2-adrenoceptor agonist.

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Claus Vogelmeier et al.
Respiratory medicine, 107(1), 75-83 (2012-10-30)
The objective of this study was to investigate the effect of tiotropium compared with salmeterol on exacerbations in patients with moderate (Global Initiative for Chronic Obstructive Lung Disease [GOLD] stage II) chronic obstructive pulmonary disease (COPD) and those naïve to
Finney, P.A., et al.
British Journal of Pharmacology, 132, 1267-1270 (2001)
Marc Decramer et al.
Respiratory medicine, 107(2), 223-232 (2012-12-12)
Indacaterol is a once-daily, long-acting β(2)-agonist bronchodilator that improves dyspnoea and health status in patients with moderate-to-severe COPD. While its bronchodilator effects have been shown to be maintained in different patient subgroups, effects on clinical outcomes in certain subgroups are
Basak Isin et al.
PloS one, 7(12), e50186-e50186 (2013-01-10)
Recently available G-protein coupled receptor (GPCR) structures and biophysical studies suggest that the difference between the effects of various agonists and antagonists cannot be explained by single structures alone, but rather that the conformational ensembles of the proteins need to
Robert J Slack et al.
The Journal of pharmacology and experimental therapeutics, 344(1), 218-230 (2012-11-08)
Vilanterol trifenatate (vilanterol) is a novel, long-acting β(2)-adrenoceptor (β(2)-AR) agonist with 24 h activity. In this study, we describe the preclinical pharmacological profile of vilanterol using radioligand binding and cAMP studies in recombinant assays as well as human and guinea
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