ChemicalBook CAS DataBase List 94749-08-3

94749-08-3

Name	Salmeterol xinafoate
CAS	94749-08-3
Molecular Formula	C36H45NO7
MDL Number	MFCD00897708
Molecular Weight	603.74
MOL File	94749-08-3.mol

Synonyms

rial SN 408 Siduomi GR 3343G Serevent GR-33343G Salmetedur Serevent Diskus GR 33343X XINAFOATE SalMeterol Solution SALMETEROL XINAFOATE SALMETEROL XINAFONATE salMaterol xinafoate Salmaterol Xinafloate JigMei acid salMeterol SalMeterol Hydroxynapthoate SalMeterol Xinafoate Aerosol Salmeterol hydroxynaphthoate Salmeterol Xinafoate (150 mg) SalMeterol-d12 Xinafoate salt AtracuriuM Besilate IMp. J (EP) Salmeterol, 1-Hydroxy-2-naphthoate (+/-) 4-HYDROXY-A1-[[[6-(4-PHENYLBUTOXY)HEXYL]AMINO]M-ETHYL]-1,3-BENZENEDIMETHANOL XINAFOATE (±)-4-Hydroxy-alpha1-[[[6-(4-phenylbutoxy)hexy])amino]methyl]-1,3-benzenedimethanol xinafoate 4-(1-Hydroxy-2-((6-(4-phenylbutoxy)hexyl)amino)ethyl)-2-(hydroxymethyl)phenol 1-hydroxy-2-naphtho 2-(Hydroxymethyl)-4-[1-hydroxy-2-[6-(4-phenylbutoxy)hexylamino]ethyl]phenol 1-hydroxy-2-naphthoate 4-(1-Hydroxy-2-((6-(4-phenylbutoxy)hexyl)aMino)ethyl)-2-(hydroxyMethyl)phenol 1-hydroxy-2-naphthoate 4-Hydroxy-alpha-({[6-(4-phenylbutoxy)hexyl]amino}methyl)-1,3-benzenedimethanol xinafoate, GR 33343X xinafoate 4-Hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]aMino]Methyl]-1,3-benzenediMethanol 1-Hydroxy-2-naphthalenecarboxylic Acid GR 33343X xinafoate, (±) 4-Hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]m-ethyl]-1,3-benzenedimethanol xinafoate Salmeterol Xinafoate 2-(Hydroxymethyl)-4-[1-hydroxy-2-[6-(4-phenylbutoxy)hexylamino]ethyl]phenol 1-hydroxy-2-naphthoate 4-hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol with 1-hydroxy-2-naphthalenecarboxylic acid(1:1) 1,3-Benzenedimethanol, 4-hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-, 1-hydroxy-2-naphthalenecarboxylate (salt) (9CI) 1,3-Benzenedimethanol, 4-hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-, (+-)-, 1-hydroxy-2-naphthalenecarboxylate (salt) 2-Naphthalenecarboxylic acid, 1-hydroxy-, compd. with (+-)-4-hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol (1:1) 2-Naphthalenecarboxylic acid, 1-hydroxy-, compd. with 4-hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol (1:1) (9CI)

Chemical Properties

Melting point	137-138°C
storage temp.	2-8°C
solubility	H₂O: slightly soluble
form	solid
color	white
Usage	A ?-Adrenergic agonist. Structural analog of albuterol
Merck	14,8337
Major Application	pharmaceutical (small molecule)
InChIKey	XTZNCVSCVHTPAI-UHFFFAOYSA-N
SMILES	C12C=CC=CC=1C(O)=C(C(=O)O)C=C2.C1(C(O)CNCCCCCCOCCCCC2C=CC=CC=2)=CC=C(O)C(CO)=C1
CAS DataBase Reference	94749-08-3(CAS DataBase Reference)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H315-H319-H335
Precautionary statements	P280-P271
Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . less more
WGK Germany	3
RTECS	QJ1970500
HS Code	2922504500
Storage Class	11 - Combustible Solids

Raw materials And Preparation Products

Hazard Information

Description

Salmeterol 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.

Chemical Properties

White to Off-White Solid

Originator

Glaxo (United Kingdom)

Uses

A ?-Adrenergic agonist. Structural analog of albuterol

Uses

A β2-Adrenergic agonist. Structural analog of Albuterol (A514500).

Uses

Bronchodilator; Beta2-adrenoceptor agonist

Uses

Smooth wheezing anti-inflammatory

Application

Salmeterol 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).

Definition

ChEBI: Salmeterol xinafoate is a naphthoic acid.

Brand name

Serevent (GlaxoSmithKline).

Biochem/physiol Actions

β2-adrenoceptor agonist.

storage

Store at -20°C

References

[1] PANAYIOTIS A. PROCOPIOU . The discovery of long-acting saligenin β2 adrenergic receptor agonists incorporating a urea group[J]. Bioorganic & Medicinal Chemistry, 2011, 19 20: Pages 6026-6032. DOI: 10.1016/j.bmc.2011.08.043
[2] D.I. BALL. Salmeterol, a novel, long-acting β2-adrenoceptor agonist: characterization of pharmacological activity in vitro and in vivo[J]. British Journal of Pharmacology, 1991, 104 3: 665-671. DOI: 10.1111/j.1476-5381.1991.tb12486.x
[3] BASAK ISIN. Identifying ligand binding conformations of the β2-adrenergic receptor by using its agonists as computational probes.[J]. ACS Applied Bio Materials, 2012: e50186. DOI: 10.1371/journal.pone.0050186

Spectrum Detail

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