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Merck
CN

SML2868

Aclidinium bromide

≥98% (HPLC)

Synonym(s):

(3R)-(2-Hydroxy-2,2-dithien-2-ylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide, (3R)-3-[(2-Hydroxy-2,2-di-2-thienylacetyl)oxy]-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide

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About This Item

Empirical Formula (Hill Notation):
C26H30BrNO4S2
CAS Number:
320345-99-1
Molecular Weight:
564.55
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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SMILES string

[s]1c(ccc1)C(O)(c5[s]ccc5)C(=O)O[C@@H]2C3CC[N+](C2)(CC3)CCCOc4ccccc4.[Br-]

InChI

1S/C26H30NO4S2.BrH/c28-25(26(29,23-9-4-17-32-23)24-10-5-18-33-24)31-22-19-27(14-11-20(22)12-15-27)13-6-16-30-21-7-2-1-3-8-21;/h1-5,7-10,17-18,20,22,29H,6,11-16,19H2;1H/q+1;/p-1/t20?,22-,27?;/m0./s1

InChI key

XLAKJQPTOJHYDR-QTQXQZBYSA-M

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -24 to -30°, c = 0.1 in methanol

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Aclidinium bromide is a long-acting muscarinic antagonist (LAMA) bronchodilator. It is a muscarinic M3, M2 antagonist with a long residence time at M3 receptors and a shorter residence time at M2 receptors. Aclidinium bromide was approved for the treatment of chronic obstructive pulmonary disease (COPD) in July 2012.
Long-acting muscarinic receptor antagonist; Bronchodilator.

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000109356
0000109357
0000106348

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Z-Z Li et al.
European review for medical and pharmacological sciences, 23(1), 105-112 (2019-01-19)
Osteosarcoma is recognized as the most common primary malignant bone tumor, the 5-year disease-free survival rate in patients with metastatic or recurrent disease is below than 30%. Drug resistance and toxic side effects limit the therapeutic efficacy of osteosarcoma. Therefore
Amadeu Gavaldà et al.
The Journal of pharmacology and experimental therapeutics, 331(2), 740-751 (2009-08-28)
Aclidinium bromide is a novel potent, long-acting inhaled muscarinic antagonist in development for the treatment of chronic obstructive pulmonary disease. Aclidinium showed subnanomolar affinity for the five human muscarinic receptors (M(1)-M(5)). [(3)H]Aclidinium dissociated slightly faster from M(2) and M(3) receptors
François Maltais et al.
Therapeutic advances in respiratory disease, 6(6), 345-361 (2012-10-19)
Long-acting muscarinic antagonists (LAMAs) play a central role in the management of chronic obstructive pulmonary disease (COPD). Previously, only one LAMA (tiotropium) was available for the treatment of COPD, necessitating the development of other therapeutic options due to the heterogeneity

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