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Salmeterol (xinafoate)

CAT: 0804-HY-17453-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-17453-01Size:5 mg
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Description
Salmeterol (GR 33343X) xinafoate is a potent and selective human β2 adrenoceptor agonist. Salmeterol shows potent stimulation of cAMP accumulation in CHO cells expressing human β2, β1 and β3 adrenoceptors with pEC50s of 9.6, 6.1, and 5.9, respectively[1].
CAS Number
94749-08-3
Product Name Alternative
GR 33343X xinafoate
UNSPSC
12352005
Hazard Statement
H302, H315, H319
Target
Adrenergic Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Endocrinology
Assay Protocol
https://www.medchemexpress.com/Salmeterol-xinafoate.html
Purity
99.92
Solubility
DMSO : ≥ 50 mg/mL
Smiles
O=C(C1=CC=C2C=CC=CC2=C1O)O.OC3=C(CO)C=C(C(CNCCCCCCOCCCCC4=CC=CC=C4)O)C=C3
Molecular Formula
C36H45NO7
Molecular Weight
603.75
Precautions
H302, H315, H319
References & Citations
[1]Panayiotis A Procopiou, et al. The discovery of long-acting saligenin β₂ adrenergic receptor agonists incorporating a urea group. Bioorg Med Chem. 2011 Oct 15;19 (20) :6026-32.|[2]Malcolm Johnson. Effects of beta2-agonists on resident and infiltrating inflammatory cells. J Allergy Clin Immunol. 2002 Dec;110 (6 Suppl) :S282-90.|[3]Zhiyuan Wang, et al. Efficacy of salmeterol and formoterol combination treatment in mice with chronic obstructive pulmonary disease. Exp Ther Med. 2018 Feb;15 (2) :1538-1545.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
β adrenergic receptor
Citation 01
Mol Ther. 2025 May 8:S1525-0016 (25) 00382-X.|Neurobiol Dis. 2020 Jul;140:104874.|Cell Rep. 2019 Dec 3;29 (10) :2929-2935.e4|Drug Test Anal. 2021 Feb;13 (2) :283-298.|J Pharm Anal. 2024 Jul;14 (7) :100934.|J Pharm Biomed Anal. 2021 Feb 20:195:113870.|Nat Commun. 2020 Sep 25;11 (1) :4857.|Neuron. 2024 Jul 25:S0896-6273 (24) 00494-X.

Chemical Information

Salmeterol Xinafoate

Salmeterol xinafoate is a naphthoic acid.

CAS Number94749-08-3
PubChem CID56801
IUPAC Name2-(hydroxymethyl)-4-[1-hydroxy-2-[6-(4-phenylbutoxy)hexylamino]ethyl]phenol;1-hydroxynaphthalene-2-carboxylic acid
Molecular FormulaC36H45NO7
Molecular Weight603.7
Topological Polar Surface Area139
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count17
Heavy Atom Count44
Formal Charge0
Complexity629
SMILES
C1=CC=C(C=C1)CCCCOCCCCCCNCC(C2=CC(=C(C=C2)O)CO)O.C1=CC=C2C(=C1)C=CC(=C2O)C(=O)O
InChI
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)
InChIKey
XTZNCVSCVHTPAI-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Salmeterol Xinafoate
CAS: 94749-08-3
CID: 56801
Formula: C36H45NO7
MW: 603.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight603.7
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count17
Exact Mass603.31960277
Monoisotopic Mass603.31960277
Topological Polar Surface Area139 Ų
Heavy Atom Count44
Formal Charge0
Complexity629
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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