A muscarinic acetylcholine receptor antagonist
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Umeclidinium (bromide)

Item No. 20700

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(hydroxydiphenylmethyl)-1-[2-(phenylmethoxy)ethyl]-1-azoniabicyclo[2.2.2]octane, monobromide
CAS Number
869113-09-7
Synonyms
  • GSK573719
Molecular Formula
C29H34NO2 • Br
Formula Weight
508.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 15 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mlEthanol: 0.14 mg/ml
λmax
257 nm
SMILES
OC(C1=CC=CC=C1)(C2=CC=CC=C2)C34CC[N+](CC4)(CCOCC5=CC=CC=C5)CC3.[Br-]
InChi Code
InChI=1S/C29H34NO2.BrH/c31-29(26-12-6-2-7-13-26,27-14-8-3-9-15-27)28-16-19-30(20-17-28,21-18-28)22-23-32-24-25-10-4-1-5-11-25;/h1-15,31H,16-24H2;1H/q+1;/p-1
InChi Key
PEJHHXHHNGORMP-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $134

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    50 mg

    $598

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    100 mg

    $1,058

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    Product Description

    Umeclidinium is an antagonist of muscarinic acetylcholine receptors (Kis = 0.05-0.16 nM for M1-M5 human recombinant receptors).1,2 It inhibits acetylcholine-induced activation of recombinant M3 receptors in CHO cell membranes (IC50 = <10 nM).1 Umeclidinium attenuates methacholine-induced calcium release in human airway smooth muscle cells (EC50 = 10 µM) and bronchoconstriction in mice when administered intranasally (ED50 = 0.02 µg).1,3 Formulations containing umeclidinium have been used in the treatment of chronic obstructive pulmonary disease (COPD).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lainé, D.I., McCleland, B., Thomas, S., et al. Discovery of novel 1-azoniabicyclo[2.2.2]octane muscarinic acetylcholine receptor antagonists. J. Med. Chem. 52(8), 2493-2505 (2009).

    2. Salmon, M., Luttmann, M.A., Foley, J.J., et al. Pharmacological characterization of GSK573719 (umeclidinium): A novel, long-acting, inhaled antagonist of the muscarinic cholinergic receptors for treatment of pulmonary diseases. J. Pharmacol. Exp. Ther. 345(2), 260-270 (2013).

    3. Shaikh, N., Johnson, M., Hall, D.A., et al. Intracellular interactions of umeclidinium and vilanterol in human airway smooth muscle. Int. J. Chron. Obstruct. Pulmon. Dis. 12, 1903-1913 (2017).