An internal standard for the quantification of vilanterol
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Vilanterol-d4 (triphenylacetate)

Item No. 30813

Technical Information
Formal Name
α1R-[[[6-[2-[(2,6-dichlorophenyl)methoxy]ethoxy-d4]hexyl]amino]methyl]-4-hydroxy-1,3-benzenedimethanol, triphenylacetate
CAS Number
2021249-10-3
Molecular Formula
C24H29Cl2D4NO5 • C20H16O2
Formula Weight
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
DMF: SolubleDMSO: SolubleMethanol: Soluble
SMILES
ClC1=C(COC([2H])([2H])C([2H])([2H])OCCCCCCNC[C@H](O)C2=CC(CO)=C(O)C=C2)C(Cl)=CC=C1.O=C(O)C(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5
InChi Code
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/i12D2,13D2;
InChi Key
KLOLZALDXGTNQE-UCSYHREKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Vilanterol-d4 is intended for use as an internal standard for the quantification of vilanterol (Item No. 20702) by GC- or LC-MS. Vilanterol is a long-acting agonist of the β2-adrenergic receptor (β2-AR).1 It selectively induces cAMP accumulation in CHO cells expressing the β2-AR over the β1- and β3-ARs (EC50 = 0.4, 398, and 794 nM for the human receptors, respectively). Vilanterol inhibits contractions induced by electrical stimulation in isolated superfused guinea pig trachea strips. It inhibits bronchospasms induced by histamine (Item No. 33828) in guinea pigs when administered via nebulization (EC50 = 30 µM). Formulations containing vilanterol, in combination with fluticasone, have been used in the treatment of chronic obstructive pulmonary disease (COPD) and asthma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Procopiou, P.A., Barrett, V.J., Bevan, N.J., et alSynthesis and structure-activity relationships of long-acting beta2 adrenergic receptor agonists incorporating metabolic inactivation: An antedrug approach. J. Med. Chem. 53(11), 4522-4530 (2010).