Salmeterol xinafoate

Salmeterol xinafoate Basic information
Product Name:Salmeterol xinafoate
Synonyms:(+/-) 4-HYDROXY-A1-[[[6-(4-PHENYLBUTOXY)HEXYL]AMINO]M-ETHYL]-1,3-BENZENEDIMETHANOL XINAFOATE;GR 33343X XINAFOATE;Arial;GR-33343G;Salmetedur;Salmeterol, 1-Hydroxy-2-naphthoate;Serevent;1,3-Benzenedimethanol, 4-hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-, (+-)-, 1-hydroxy-2-naphthalenecarboxylate (salt)
CAS:94749-08-3
MF:C36H45NO7
MW:603.74
EINECS:
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals;Active Pharmaceutical Ingredients;API;Stable Isotopes;Inhibitors;Adrenoceptor;Amines;Aromatics
Mol File:94749-08-3.mol
Salmeterol xinafoate Structure
Salmeterol xinafoate Chemical Properties
Melting point 137-138°C
storage temp. 2-8°C
solubility H2O: slightly soluble
form solid
color white
Merck 14,8337
InChIKeyXTZNCVSCVHTPAI-UHFFFAOYSA-N
CAS DataBase Reference94749-08-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
RTECS QJ1970500
HS Code 2922504500
MSDS Information
ProviderLanguage
SigmaAldrich English
Salmeterol xinafoate Usage And Synthesis
DescriptionSalmeterol hydroxynaphthoate is a new long-acting β2-selective adrenoceptor agonist introduced as a bronchodilator for the treatment of reversible airway obstruction in asthma and chronic bronchitis. It has bronchodilatory activity as intense and four times longerlasting than equivalent doses of salbutamol. Salmeterol hydroxynaphthoate is reported to be the first bronchodilator with significant anti-inflammatory activity and hence could complement prophylactic corticosteroid therapy.
DescriptionSalmeterol is a long-acting β2-adrenergic receptor agonist (β2-AR; EC50s = 0.79, 63.1, and 9.4 nM for β2-, β1-, and β3-ARs, respectively). It inhibits electrically-stimulated contraction of isolated guinea pig trachea strips (EC50 = 2.51 nM) and histamine-induced bronchoconstriction in guinea pigs via aerosol administration of doses ranging from 0.12 to 12 mM. Salmeterol binds to an exosite domain of β2-adrenergic receptors, producing a slow onset of action and prolonged activation. Formulations containing salmeterol have been used in the treatment of asthma, including exercise-induced asthma, and chronic obstructive pulmonary disease.
Chemical PropertiesWhite to Off-White Solid
OriginatorGlaxo (United Kingdom)
UsesA ?-Adrenergic agonist. Structural analog of albuterol
UsesA β2-Adrenergic agonist. Structural analog of Albuterol (A514500).
UsesSmooth wheezing anti-inflammatory
UsesBronchodilator; Beta2-adrenoceptor agonist
ApplicationSalmeterol xinafoate is a potent and selective β2-adrenoceptor agonist (EC50 = 5.3 nM) that displays bronchodilator actions. Unlike other β2- adrenoceptor agonists, Salmeterol binds to exo-site domain of β2-AR receptors, producing a slow onset of action and prolonged activation. Clinically used for the treatment of asthma and chronic obstructive pulmonary disease(COPD).
DefinitionChEBI: Salmeterol xinafoate is a naphthoic acid.
Brand nameSerevent (GlaxoSmithKline).
Biochem/physiol Actionsβ2-adrenoceptor agonist.
storageDesiccate at RT
Salmeterol xinafoate Preparation Products And Raw materials
Preparation ProductsAtracurium besylate
Salmeterol 2-Phenylphenol p-(2-Methoxyethyl) phenol Meloxicam 2-Naphthoic acid Nonylphenol Phenol Red Phenol PEN 1-Hydroxyethylidene-1,1-diphosphonic acid 4-Aminophenol Hydroquinone TAMOXIFEN CITRATE(RG) Tamoxifen citrate Tris(hydroxymethyl)nitromethane 4-Phenylphenol CHLOROPHOSPHONAZO III Formate, Ion chromatography standard solution, Specpure, HCO2ˉ 1000μg/ml

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