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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

Quality Level

100

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.

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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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
M Isogaya et al.
Molecular pharmacology, 54(4), 616-622 (1998-10-10)
Transmembrane domains (TMDs) I, II, and VII of the beta2-adrenergic receptor (beta2AR) were replaced, individually or in combination, with the corresponding regions of the beta1AR, and vice versa. The beta2-selective binding of salmeterol was not affected by the exchange of
Christopher J Cates et al.
The Cochrane database of systematic reviews, 10, CD010005-CD010005 (2012-10-19)
Two large surveillance studies in adults with asthma have found an increased risk of asthma-related mortality in those who took regular salmeterol as monotherapy in comparison to placebo or regular salbutamol. No similar sized surveillance studies have been carried out
Adam Barczyk et al.
Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego, 33(196), 187-192 (2013-01-01)
Chronic obstructive pulmonary disease (COPD) is one of the most important diseases because of high and constantly increasing prevalence, morbidity and mortality. An update of the Global strategy for the diagnosis, management, and prevention of COPD - GOLD report was
Terence L Fodey et al.
Analytica chimica acta, 637(1-2), 328-332 (2009-03-17)
Haptens are low molecular weight compounds that are non-immunogenic and so must be conjugated to carrier molecules to elicit an immune response. Doses of 50-1000 microg protein conjugate have been suggested for immunisation of rabbits with hapten-protein immunogens. Although larger
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