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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

Iobenguane Sulfate I 123

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 Formula	C₁₆H₂₂I₂N₆O₄S
Molecular Weight	640.3 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Exact Mass	639.95350 g/mol
Monoisotopic Mass	639.95350 g/mol
Topological Polar Surface Area	212 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	247
Isotope Atom Count	2
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Adreview
PubMed Health	Iobenguane I 123 (Injection)
Drug Classes	Diagnostic Agent, Radiopharmaceutical Imaging
Active Ingredient	Iobenguane sulfate i-123
Dosage Form	Solution
Route	Intravenous
Strength	10mci/5ml (2mci/ml)
Market Status	Prescription
Company	Ge Healthcare

2 of 2
Drug Name	Adreview
PubMed Health	Iobenguane I 123 (Injection)
Drug Classes	Diagnostic Agent, Radiopharmaceutical Imaging
Active Ingredient	Iobenguane sulfate i-123
Dosage Form	Solution
Route	Intravenous
Strength	10mci/5ml (2mci/ml)
Market Status	Prescription
Company	Ge 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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