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Aclidinium Bromide

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Product Details:

  • Product Name: Aclidinium Bromide
  • CAS #: 320345-99-1
  • Mode of Action:

    Aclidinium is a long-acting, competitive, and reversible anticholinergic drug that is specific for the acetylcholine muscarinic receptors. It binds to all 5 muscarinic receptor subtypes to a similar affinity. Aclidinium's effects on the airways are mediated through the M3 receptor at the smooth muscle to cause bronchodilation. Prevention of acetylcholine-induced bronchoconstriction effects was dose-dependent and lasted longer than 24 hours.

  • Pharmacodynamics:

    Aclidinium does not prolong the QTc interval or have significant effects on cardiac rhythm.

  • Metabolism:

    The major route of metabolism of aclidinium bromide is hydrolysis, which occurs both chemically and enzymatically by esterases in the plasma. Aclidinium bromide is rapidly and extensively hydrolyzed to its alcohol and dithienylglycolic acid derivatives, neither of which binds to muscarinic receptors and are pharmacologically inactive.

  • Toxicity:

    Most common adverse reactions (≥3% incidence and greater than placebo) are headache, nasopharyngitis and cough.

  • IUPAC: 1-Azoniabicyclo(2.2.2)octane, 3-((hydroxydi-2-thienylacetyl)oxy)-1-(3-phenoxypropyl)-, bromide, (3R)-
  • PubChem: 11519741
  • DrugBank: DB08897
  • Formula: C26-H30-N-O4-S2.Br
  • Molecular Mass: 564.562
  • Synonyms: (3R)-3-((Hydroxydi(thiophen-2-yl)acetyl)oxy)-1-(3-phenoxypropyl)-1-azoniabicyclo(2.2.2)octane bromide, Aclidinium bromide, Genuair, LAS 34273, LAS W-330, LAS34273, Tudorza Pressair, UNII-UQW7UF9N91
  • SMILES: c1ccc(cc1)OCCC[N+]23CCC(CC2)[C@H](C3)OC(=O)C(c4cccs4)(c5cccs5)O.[Br-]
  • InChl: 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
  • General Reference:
    1. Reid DJ, Pham NT: Emerging Therapeutic Options for the Management of COPD. Clin Med Insights Circ Respir Pulm Med. 2013 Apr 9;7:7-15. doi: 10.4137/CCRPM.S8140. Print 2013. [PubMed:23641160 ]
    2. Cazzola M, Page CP, Matera MG: Aclidinium bromide for the treatment of chronic obstructive pulmonary disease. Expert Opin Pharmacother. 2013 Jun;14(9):1205-14. doi: 10.1517/14656566.2013.789021. Epub 2013 Apr 9. [PubMed:23566013 ]
    3. Jones P: Aclidinium bromide twice daily for the treatment of chronic obstructive pulmonary disease: a review. Adv Ther. 2013 Apr;30(4):354-68. doi: 10.1007/s12325-013-0019-2. Epub 2013 Apr 2. [PubMed:23553509 ]
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