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    Arbutamine Hydrochloride

    FINISHED DOSAGE FORMULATIONS

    PharmaCompass
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    2D Structure
    Also known as: Genesa, Arbutamine hcl, Arbutamine hydrochloride [usan], 125251-66-3, K0nf2cpj7f, Gp-2-121-3
    Molecular Formula
    C18H24ClNO4
    Molecular Weight
    353.8  g/mol
    InChI Key
    ATBUNPBAFFCFKY-FERBBOLQSA-N
    FDA UNII
    K0NF2CPJ7F
    Arbutamine Hydrochloride is the hydrochloride salt form of arbutamine, a synthetic catecholamine with positive chronotropic and inotropic properties, used in echocardiography and diagnostic coronary angiography. Arbutamine binds to and activates beta-1 adrenergic receptors in the myocardium, thereby increasing heart rate and increasing force of myocardial contraction. By exerting a chronotropic and inotropic effect, arbutamine mimics the cardiac stress caused by exercise that may prevent adequate tissue perfusion and oxygenation, and may provoke myocardial ischemia in patients with coronary artery disease.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol;hydrochloride
    2.1.2 InChI
    InChI=1S/C18H23NO4.ClH/c20-15-7-4-13(5-8-15)3-1-2-10-19-12-18(23)14-6-9-16(21)17(22)11-14;/h4-9,11,18-23H,1-3,10,12H2;1H/t18-;/m0./s1
    2.1.3 InChI Key
    ATBUNPBAFFCFKY-FERBBOLQSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC=C1CCCCNCC(C2=CC(=C(C=C2)O)O)O)O.Cl
    2.1.5 Isomeric SMILES
    C1=CC(=CC=C1CCCCNC[C@@H](C2=CC(=C(C=C2)O)O)O)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    K0NF2CPJ7F
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Arbutamine

    2. Arbutamine Hydrochloride, (r)-isomer

    3. Genesa

    2.3.2 Depositor-Supplied Synonyms

    1. Genesa

    2. Arbutamine Hcl

    3. Arbutamine Hydrochloride [usan]

    4. 125251-66-3

    5. K0nf2cpj7f

    6. Gp-2-121-3

    7. (r)-3,4-dihydroxy-alpha-(((4-(p-hydroxyphenyl)butyl)amino)methyl)benzyl Alcohol Hydrochloride

    8. Arbutamine (hydrochloride)

    9. Arbutamine Hydrochloride (usan)

    10. Unii-k0nf2cpj7f

    11. Genesa (tn)

    12. Schembl40757

    13. Chembl1200385

    14. Dtxsid40154718

    15. Arbutamine Hydrochloride [mi]

    16. Hy-16056a

    17. 1,2-benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)-, (r)-hydrochloride

    18. Arbutamine Hydrochloride [mart.]

    19. Arbutamine Hydrochloride [vandf]

    20. Arbutamine Hydrochloride [who-dd]

    21. 1,2-benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)-, (r)-, Hydrochloride

    22. Cs-0108214

    23. Arbutamine Hydrochloride [orange Book]

    24. D02976

    25. Q27281787

    26. 4-[(1r)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol;hydrochloride

    27. (r)-3,4-dihydroxy-.alpha.-(((4-(p-hydroxyphenyl)butyl)amino)methyl)benzyl Alcohol Hydrochloride

    28. 1,2-benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)-, (r) Hydrochloride

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 353.8 g/mol
    Molecular Formula C18H24ClNO4
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count8
    Exact Mass353.1393859 g/mol
    Monoisotopic Mass353.1393859 g/mol
    Topological Polar Surface Area93 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity320
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Adrenergic beta-Agonists

    Drugs that selectively bind to and activate beta-adrenergic receptors. (See all compounds classified as Adrenergic beta-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.)