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    Technical details about Iobenguane Sulfate I 123, learn more about the structure, uses, toxicity, action, side effects and more

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    Iobenguane Sulfate I 123

    DOSSIERs // Finished Dosage Forms

    DIGITAL CONTENT

    PharmaCompass

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    2D Structure
    1. Also known as: Iobenguane sulfate i 123, Adreview, Iobenguane sulfate i 123 [usan], Iobenguane sulphate i 123, Iobenguane sulphate i-123, Iobenguane i 123 hemisulfate
    Molecular Formula
    C16H22I2N6O4S
    Molecular Weight
    640.3  g/mol
    InChI Key
    XNACDNPGABUBFR-FKNPGSCZSA-N
    FDA UNII
    23X1185WBO
    Iobenguane Sulfate I-123 is the neurotransmitter analogue 3-nitrobenzylguanidine conjugated to iodine I 123 and used as a gamma-emitting imaging agent. The adrenergic tissue uptake and storage of I-123 metaiodobenzylguanidine (I-123 MIBG) mimics that of norepinephrine (NE). The distribution of this agent enables the scintigraphic imaging of neural crest tumors, such as neuroblastoma and pheochromocytoma.
    Iobenguane sulfate i-123 is a Radioactive Diagnostic Agent. The mechanism of action of iobenguane sulfate i-123 is as a Radiopharmaceutical Activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[(3-(123I)iodanylphenyl)methyl]guanidine;sulfuric acid
    2.1.2 InChI
    InChI=1S/2C8H10IN3.H2O4S/c2*9-7-3-1-2-6(4-7)5-12-8(10)11;1-5(2,3)4/h2*1-4H,5H2,(H4,10,11,12);(H2,1,2,3,4)/i2*9-4;
    2.1.3 InChI Key
    XNACDNPGABUBFR-FKNPGSCZSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC(=C1)I)CN=C(N)N.C1=CC(=CC(=C1)I)CN=C(N)N.OS(=O)(=O)O
    2.1.5 Isomeric SMILES
    C1=CC(=CC(=C1)[123I])CN=C(N)N.C1=CC(=CC(=C1)[123I])CN=C(N)N.OS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    23X1185WBO
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Iobenguane Sulfate I 123

    2. Adreview

    3. Iobenguane Sulfate I 123 [usan]

    4. Iobenguane Sulphate I 123

    5. Iobenguane Sulphate I-123

    6. Iobenguane I 123 Hemisulfate

    7. Iobenguane I-123 Hemisulfate

    8. Iobenguane I 123 Hemisulphate

    9. Iobenguane I-123 Hemisulphate

    10. Iobenguane, I-123 Hemisulfate

    11. Iobenguane, I-123 Hemisulphate

    12. 23x1185wbo

    13. Iodobenzylguanidine Sulfate I 123

    14. (m-iodo-(sup 123)i)-benzyl)guanidine Sulfate (2:1)

    15. ((3-(iodo-(sup 123)i)-phenyl)methyl)guanidine Sulfate (2:1)

    16. Unii-23x1185wbo

    17. Mibg-i-123

    18. Chembl3989523

    19. Db09546

    20. Iodobenzylguanidine Sulphate I 123

    21. Iobenguane Sulfate I 123 [who-dd]

    22. Iobenguane Sulfate I-123 [orange Book]

    23. (m-iodo-(sup 123)i-benzyl)guanidine Sulfate (2:1)

    24. Q27253781

    25. (m-iodo-(sup 123)i)-benzyl)guanidine Sulphate (2:1)

    26. Guanidine, ((3-(iodo-(sup 123)i)phenyl)methyl)-, Sulfate (2:1)

    27. ((3-(iodo-(sup 123)i)-phenyl)methyl)guanidine Sulphate (2:1)

    28. 123791-28-6

    2.4 Create Date
    2012-03-21
    3 Chemical and Physical Properties
    Molecular Weight 640.3 g/mol
    Molecular Formula C16H22I2N6O4S
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count4
    Exact Mass639.95350 g/mol
    Monoisotopic Mass639.95350 g/mol
    Topological Polar Surface Area212 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity247
    Isotope Atom Count2
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameAdreview
    PubMed HealthIobenguane I 123 (Injection)
    Drug ClassesDiagnostic Agent, Radiopharmaceutical Imaging
    Active IngredientIobenguane sulfate i-123
    Dosage FormSolution
    RouteIntravenous
    Strength10mci/5ml (2mci/ml)
    Market StatusPrescription
    CompanyGe Healthcare

    2 of 2  
    Drug NameAdreview
    PubMed HealthIobenguane I 123 (Injection)
    Drug ClassesDiagnostic Agent, Radiopharmaceutical Imaging
    Active IngredientIobenguane sulfate i-123
    Dosage FormSolution
    RouteIntravenous
    Strength10mci/5ml (2mci/ml)
    Market StatusPrescription
    CompanyGe Healthcare

    4.2 Drug Indication

    For use in the diagnostic imaging of adrenergically inervated tissues for the purposes of detecting metastatic pheochromocytoma or neuroblastoma. Also used to assess the sympathetic inervation of the myocardium via determination of the heart to mediastinum ratio of radioactivity in patients with New York Heart Association class II or III heart failure.

    FDA Label

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Iobenguane I-123 is taken up by and stored in adrenergic nerve terminals allowing for the radiographic imaging of adrenergically inervated organs and tissues.

    5.2 FDA Pharmacological Classification
    5.2.1 Active Moiety
    IOBENGUANE SULFATE I-123
    5.2.2 FDA UNII
    23X1185WBO
    5.2.3 Pharmacological Classes
    Mechanisms of Action [MoA] - Radiopharmaceutical Activity
    5.3 Absorption, Distribution and Excretion

    Route of Elimination

    Primarily eliminated via the urine as the parent compound (70-90%). A small amount is eliminated in the urine as m-iodohippuric acid (

    5.4 Metabolism/Metabolites

    Metabolized to m-iodohippuric acid and free radioiodide. The metabolism of iobenguane I-123 and the enzymes involved has not been well studied.

    5.5 Mechanism of Action

    Iobenguane I-123 is transported into adrenergic nerve terminals via the noradrenaline uptake transporter. It is rapidly cleared from systemic circulation and collected in adrenergically invervated tissues. This allows for gamma-scintigraphic imaging of these tissues and their associated organs for diagnostic purposes.

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