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    PIRBUTEROL ACETATE

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: 65652-44-0, Maxair, Pirbuterol acetate [usan], Spirolair, Pirbuterol monoacetate, Cp-24,314-14
    Molecular Formula
    C14H24N2O5
    Molecular Weight
    300.35  g/mol
    InChI Key
    QSXMZJGGEWYVCN-UHFFFAOYSA-N
    FDA UNII
    1EH73XKR9N
    Pirbuterol Acetate is the acetate salt form of pirbuterol, a synthetic catecholamine and a pyridine derivative with sympathomimetic and bronchodilatory effects. Pirbuterol acetate selectively stimulates beta-2 adrenergic receptors, resulting in initiation of intracellular adenylate cyclase activity leading to increased levels of cAMP. As a result muscle relaxation (broncho- and vasodilation) occurs via cAMP-dependent signal transduction. In addition, elevated levels of cAMP inhibit release of inflammatory mediators from mast cells.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    acetic acid;6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol
    2.1.2 InChI
    InChI=1S/C12H20N2O3.C2H4O2/c1-12(2,3)13-6-11(17)8-4-5-10(16)9(7-15)14-8;1-2(3)4/h4-5,11,13,15-17H,6-7H2,1-3H3;1H3,(H,3,4)
    2.1.3 InChI Key
    QSXMZJGGEWYVCN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(=O)O.CC(C)(C)NCC(C1=NC(=C(C=C1)O)CO)O
    2.2 Other Identifiers
    2.2.1 UNII
    1EH73XKR9N
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-hydroxymethyl-3-hydroxy-6-(1-hydroxy-2-tert-butylamino Ethyl)pyridine, Dihydrochloride

    2. Cp 24315-1

    3. Cp-24,314-1

    4. Cp-24315-1

    5. Maxair

    6. Pirbuterol

    7. Pirbuterol Acetate Salt

    8. Pirbuterol Dihydrochloride

    9. Pirbuterol Sulfate

    10. Pyrbuterol

    2.3.2 Depositor-Supplied Synonyms

    1. 65652-44-0

    2. Maxair

    3. Pirbuterol Acetate [usan]

    4. Spirolair

    5. Pirbuterol Monoacetate

    6. Cp-24,314-14

    7. 1eh73xkr9n

    8. 65652-44-0 (acetate)

    9. 2-(hydroxymethyl)-6-(1-hydroxy-2-tert-butylamino-ethyl)-pyridin-3-ol

    10. Cp 24314-14; Maxair;spirolair

    11. Cp-24314-14

    12. Pirbuterol Acetate (usan)

    13. Acetic Acid;6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol

    14. 6-(2-(tert-butylamino)-1-hydroxyethyl)-2-(hydroxymethyl)pyridin-3-ol; Acetic Acid

    15. Einecs 265-862-4

    16. Unii-1eh73xkr9n

    17. Maxair (tn)

    18. Schembl3600

    19. Alpha(sup 6)-((tert-butylamino)methyl)-3-hydroxy-2,6-pyridinedimethanol Monoacetate (salt)

    20. Chebi:8246

    21. Chembl1200444

    22. Dtxsid40984214

    23. Pirbuterol Acetate [vandf]

    24. Pirbuterol Acetate [mart.]

    25. Pirbuterol Monoacetate [mi]

    26. Pirbuterol Acetate [who-dd]

    27. Alpha6-((tert-butylamino)methyl)-3-hydroxypyridine-2,6-dimethanol Monoacetate

    28. Pirbuterol Acetate [orange Book]

    29. 2,6-pyridinedimethanol, Alpha(sup 6)-(((1,1-dimethylethyl)amino)methyl)-3-hydroxy-, Monoacetate (salt)

    30. D00686

    31. Pirbuterol Acetate 100 Microg/ml In Acetonitrile

    32. Pirbuterol Acetate, Vetranal(tm), Analytical Standard

    33. Q27252326

    34. Pirbuterol Acetate, United States Pharmacopeia (usp) Reference Standard

    35. Acetic Acid--6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol (1/1)

    36. .alpha.6-((tert-butylamino)methyl)-3-hydroxy-2,6-pyridinedimethanol Monoacetate (salt)

    37. 2,6-pyridinedimethanol, .alpha.6-(((1,1-dimethylethyl)amino)methyl)-3-hydroxy-, Acetate (1:1)

    38. 2,6-pyridinedimethanol, .alpha.6-(((1,1-dimethylethyl)amino)methyl)-3-hydroxy-, Monoacetate (salt)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 300.35 g/mol
    Molecular Formula C14H24N2O5
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count5
    Exact Mass300.16852187 g/mol
    Monoisotopic Mass300.16852187 g/mol
    Topological Polar Surface Area123 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity261
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameMaxair
    PubMed HealthPirbuterol (By breathing)
    Drug ClassesBronchodilator
    Drug LabelThe active component of MAXAIR AUTOHALER (pirbuterol acetate) is (R,S)6-{[(1,1-dimethylethyl)amino]methyl}-3-hydroxy-2,6-pyridinedimethanol monoacetate salt, a beta-2 adrenergic bronchodilator, having the following chemical structure:Pirbuterol ace...
    Active IngredientPirbuterol acetate
    Dosage FormAerosol, metered
    RouteInhalation
    Strengtheq 0.2mg base/inh
    Market StatusPrescription
    CompanyMedicis

    2 of 2  
    Drug NameMaxair
    PubMed HealthPirbuterol (By breathing)
    Drug ClassesBronchodilator
    Drug LabelThe active component of MAXAIR AUTOHALER (pirbuterol acetate) is (R,S)6-{[(1,1-dimethylethyl)amino]methyl}-3-hydroxy-2,6-pyridinedimethanol monoacetate salt, a beta-2 adrenergic bronchodilator, having the following chemical structure:Pirbuterol ace...
    Active IngredientPirbuterol acetate
    Dosage FormAerosol, metered
    RouteInhalation
    Strengtheq 0.2mg base/inh
    Market StatusPrescription
    CompanyMedicis

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Bronchodilator Agents

    Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)

    Adrenergic beta-2 Receptor Agonists

    Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS. (See all compounds classified as Adrenergic beta-2 Receptor Agonists.)

    Cardiotonic Agents

    Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)