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ChemicalBook > Product Catalogue >Biochemical Engineering >Inhibitors >Neuronal Signaling >AChR inhibitor >Aclidinium bromide

Aclidinium bromide

Aclidinium bromide Structure
  • ₹0
  • Product name: Aclidinium bromide
  • CAS: 320345-99-1
  • MF: C13H10BrN
  • MW: 564.56
  • EINECS:825-171-6
  • MDL Number:MFCD22683690
  • Synonyms:(3R)-(2-Hydroxy-2,2-dithien-2-ylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide;1-Azoniabicyclo(2.2.2)octane, 3-((hydroxydi-2-thienylacetyl)oxy)-1-(3-phenoxypropyl)-, bromide, (3R)-;Unii-uqw7uf9N91;ACLIDINIUM BROMIDE INTERMEDIATES;ACLIDINIUM BROMIDE;LAS 34273;(3R)-3-(2-Hydroxy-2,2-di(thiophen-2-yl)acetoxy)-1-(3-phenoxypropyl)quinuclidin-1-ium bromide;1-Azoniabicyclo[2.2.2]octane, 3-[(2-hydroxy-2,2-di-2-thienylacetyl)oxy]-1-(3-phenoxypropyl)-, bromide (1:1), (3R)-
Manufacturer Product number Product description Packaging Price Updated Buy

Properties

Melting point :230 °C(Solv: acetonitrile (75-05-8))
storage temp. :under inert gas (nitrogen or Argon) at 2–8 °C
solubility :DMSO (Slightly, Heated), Methanol (Slightly)
form :Solid
color :White to Pale Orange

Safety Information

Symbol(GHS): GHS hazard pictogramsGHS hazard pictograms
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H331 Toxic if inhaled Acute toxicity,inhalation Category 3 Danger GHS hazard pictograms P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H361 Suspected of damaging fertility or the unborn child Reproductive toxicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P271 Use only outdoors or in a well-ventilated area.
P281 Use personal protective equipment as required.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P308+P313 IF exposed or concerned: Get medical advice/attention.
P311 Call a POISON CENTER or doctor/physician.
P321 Specific treatment (see … on this label).
P403+P233 Store in a well-ventilated place. Keep container tightly closed.
P405 Store locked up.
P501 Dispose of contents/container to..…

Description

In July 2012, aclidinium bromide was approved in the US and the EU for long-term maintenance treatment of bronchospasm associated with chronic obstructive pulmonary disorder (COPD). Aclidinium bromide is in the latter category, acting as a selective antagonist for the muscarinic M3 receptor. M3 receptors are localized in airway smooth muscle, and are the primary subtype responsible for bronchial and tracheal smooth muscle contraction. Muscarinic antagonists are well-established bronchodilators that are effective for treating COPD, but these agents have unwanted side effects if systemically absorbed. Systemic exposure can be limited by inhaled administration, which is the route of delivery for aclidinium bromide. In addition, aclidinium bromide was designed to undergo rapid hydrolysis in human plasma, providing inactive acid and alcohol products, and reducing the potential for systemic side effects. Aclidinium bromide was identified amongst a series of quaternary ammonium (3R)-quinuclidinol esters as having the best combination of high potency (M3 Ki=0.14 nM), long duration of action (29 h for 50% reduction of therapeutic effect in a guinea pig bronchoconstriction model), low oral absorption, and rapid plasma degradation. The synthesis of aclidinium bromide was achieved by reaction of dimethyl oxalate with 2-thienylmagnesium bromide followed by treatment of the resulting methyl ester with (3R)-quinuclidinol in the presence of sodium hydride. Quaternization of the amine was achieved by treatment with 3-phenoxypropyl bromide to give aclidinium bromide.

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