Vilanterol Trifenate - ≥98% , Beta-2 adrenergic receptor agonist, CAS No.503070-58-4, Beta-2 adrenergic receptor agonist

CAS: 503070-58-4 Cat. No.: V413063 Molecular Weight: 774.77 EC Number: 638-763-2 PubChem CID: 44482554

GRADE & PURITY ≥98%

Synonyms

Triphenylacetic acid-4-((1R)-2-((6-(2-((2,6-Dichlorobenzyl)oxy)ethoxy)hexyl)amino)-1-hydroxyethyl)-2-(hydroxymethyl)phenol (1:1) | Vilanterol trifenatate (JAN/USAN) | 40AHO2C6DG | Triphenylacetic acid--4-{(1R)-2-[(6-{2-[(2,6-dichlorophenyl)methoxy]ethoxy}

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Vilanterol trifenatate (GW642444M) is a novel inhaled long-actingbeta2 adrenoceptoragonist with inherent 24-hour activity for once daily treatment of COPD and asthma.

Targets

β2-adrenoceptor

In vitro

Vilanterol displays a subnanomolar affinity for the β2-AR that is comparable with that of salmeterol but higher than olodaterol, formoterol, and indacaterol. In cAMP functional activity studies, vilanterol demonstrates similar selectivity as salmeterol for β2- over β1-AR and β3-AR, but a significantly improved selectivity profile than formoterol and indacaterol. Vilanterol also shows a level of intrinsic efficacy that is comparable to indacaterol but significantly greater than that of salmeterol. In cellular cAMP production and tissue-based studies measuring persistence and reassertion, vilanterol has a persistence of action comparable with indacaterol and longer than formoterol. In addition, vilanterol demonstrates reassertion activity in both cell and tissue systems that is comparable with salmeterol and indacaterol but longer than formoterol. In human airways, vilanterol is shown to have a faster onset and longer duration of action than salmeterol, exhibiting a significant level of bronchodilation 22 h after treatment.

Specifications

Synonyms

Triphenylacetic acid-4-((1R)-2-((6-(2-((2, 6-Dichlorobenzyl)oxy)ethoxy)hexyl)amino)-1-hydroxyethyl)-2-(hydroxymethyl)phenol (1:1) | Vilanterol trifenatate (JAN/USAN) | 40AHO2C6DG | Triphenylacetic acid--4-{(1R)-2-[(6-{2-[(2, 6-dichlorophenyl)methoxy]ethoxy}

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Vilanterol trifenatate (GW642444M) is a novel inhaled long-acting beta2 adrenoceptor agonist with inherent 24-hour activity for once daily treatment of COPD and asthma.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

AGONIST

Mechanism of action

Beta-2 adrenergic receptor agonist

Purity

≥98%

Product Properties

• ALogP: 5.949
• HBD Count: 4
• Rotatable Bond: 20

Names and Identifiers

• Pubchem Sid: 504770353
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504770353
• Canonical Smiles: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)O.C1=CC(=C(C(=C1)Cl)COCCOCCCCCCNCC(C2=CC(=C(C=C2)O)CO)O)Cl
• IUPAC Name: 4-[(1R)-2-[6-[2-[(2,6-dichlorophenyl)methoxy]ethoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol;2,2,2-triphenylacetic acid
• InChIKey: KLOLZALDXGTNQE-JIDHJSLPSA-N
• INCHI: 1S/C24H33Cl2NO5.C20H16O2/c25-21-6-5-7-22(26)20(21)17-32-13-12-31-11-4-2-1-3-10-27-15-24(30)18-8-9-23(29)19(14-18)16-28;21-19(22)20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h5-9,14,24,27-30H,1-4,10-13,15-17H2;1-15H,(H,21,22)/t24-;/m0./s1
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)O.C1=CC(=C(C(=C1)Cl)COCCOCCCCCCNC[C@@H](C2=CC(=C(C=C2)O)CO)O)Cl
• PubChem CID: 44482554
• Molecular Weight: 774.77

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzylethers

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzylethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzylethers
• Alternative Parents: Dichlorobenzenes Benzyl alcohols Aralkylamines 1-hydroxy-2-unsubstituted benzenoids Aryl chlorides Secondary alcohols 1,2-aminoalcohols Monocarboxylic acids and derivatives Dialkylamines Dialkyl ethers Primary alcohols Organopnictogen compounds Organochlorides Hydrocarbon derivatives Aromatic alcohols
• Molecular Framework: Not available
• Substituents: Benzylether - Benzyl alcohol - 1,3-dichlorobenzene - 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Chlorobenzene - Phenol - Halobenzene - Aryl chloride - Aryl halide - 1,2-aminoalcohol - Secondary alcohol - Secondary amine - Dialkyl ether - Secondary aliphatic amine - Ether - Monocarboxylic acid or derivatives - Primary alcohol - Amine - Alcohol - Organic nitrogen compound - Aromatic alcohol - Hydrocarbon derivative - Organopnictogen compound - Organooxygen compound - Organic oxygen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene).
• External Descriptors: triphenylacetate salt

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (129.07 mM); Ethanol: 14 mg/mL (18.06 mM); Water: Insoluble
• Sensitivity: Moisture sensitive
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 129.0705629
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 774.800 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 20
• Exact Mass: 773.289 Da
• Monoisotopic Mass: 773.289 Da
• Topological Polar Surface Area: 128.000 Ų
• Heavy Atom Count: 54
• Formal Charge: 0
• Complexity: 778.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3