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Chemistry

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Also known as: Indium in 111 oxyquinoline, 65389-08-4, Indium-111(3+);quinolin-8-olate, Indium in-111 oxine, Indium (111 in) oxyquinoline, Indium-111 oxine
Molecular Formula
C27H18InN3O3
Molecular Weight
543.4  g/mol
InChI Key
AEGSYIKLTCZUEZ-FZTWWWDYSA-K

Indium In 111 Oxyquinoline
Indium In 111 oxyquinoline (oxine) is a diagnostic radiopharmaceutical intended for radiolabeling of autologous leukocytes. It is composed of a 3:1 saturated complex of In-111 isotope and oxyquinoline. Indium-111 decays by isomeric transition and electron capture to cadmium-111, emitting a gamma ray that can be detected with a gamma ray camera. It is therefore useful in nuclear medicine, and is used in the labeling of leukocytes for localization of processes to which leukocytes migrate, such as those associated with abscesses or other infections. The degree of accuracy may vary with labeling techniques and with the size, location and nature of the inflammatory process. Following intravenous administration, the lipid-soluble complex is able to penetrate platelet cell membranes. Once inside, Indium detaches from the oxyquinoline complexes and becomes attached to cytoplasmic components.
1 2D Structure

Indium In 111 Oxyquinoline

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
indium-111(3+);quinolin-8-olate
2.1.2 InChI
InChI=1S/3C9H7NO.In/c3*11-8-5-1-3-7-4-2-6-10-9(7)8;/h3*1-6,11H;/q;;;+3/p-3/i;;;1-4
2.1.3 InChI Key
AEGSYIKLTCZUEZ-FZTWWWDYSA-K
2.1.4 Canonical SMILES
C1=CC2=C(C(=C1)[O-])N=CC=C2.C1=CC2=C(C(=C1)[O-])N=CC=C2.C1=CC2=C(C(=C1)[O-])N=CC=C2.[In+3]
2.1.5 Isomeric SMILES
C1=CC2=C(C(=C1)[O-])N=CC=C2.C1=CC2=C(C(=C1)[O-])N=CC=C2.C1=CC2=C(C(=C1)[O-])N=CC=C2.[111In+3]
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. Indium In 111 Oxyquinoline

2. 65389-08-4

3. Indium-111(3+);quinolin-8-olate

4. Indium In-111 Oxine

5. Indium (111 In) Oxyquinoline

6. Indium-111 Oxine

7. Indium In111 Oxine

8. In-111 Oxyquinoline

9. Indium (in111) Oxine

10. Indium 111in Oxyquinoline

11. Indium (in111) Oxyquinoline

12. Indium Oxine In 111 (tn)

13. Indium-111 Oxyquinoline

14. Dtxsid70984005

15. Indium In 111 Oxyquinoline (usp)

16. Indium (111in) Oxyquinoline Solution

17. Db09473

18. D04526

2.3 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 543.4 g/mol
Molecular Formula C27H18InN3O3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count0
Exact Mass543.03992 g/mol
Monoisotopic Mass543.03992 g/mol
Topological Polar Surface Area108 Ų
Heavy Atom Count34
Formal Charge0
Complexity138
Isotope Atom Count1
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count4
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameIndium in-111 oxyquinoline
Active IngredientIndium in-111 oxyquinoline
Dosage FormInjectable
RouteInjection
Strength1mci/ml
Market StatusPrescription
CompanyGe Healthcare

2 of 2  
Drug NameIndium in-111 oxyquinoline
Active IngredientIndium in-111 oxyquinoline
Dosage FormInjectable
RouteInjection
Strength1mci/ml
Market StatusPrescription
CompanyGe Healthcare

4.2 Drug Indication

Indium In 111 oxyquinoline is indicated for radiolabeling autologous leukocytes.


FDA Label


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

Absorption

After injection of labeled leukocytes into normal volunteers, about 30% of the dose is taken up by spleen and 30% by liver, reaching a plateau at 2-48 hours after injection.


Route of Elimination

Elimination from the body of injected indium In 111 oxyquinoline is probably mainly through decay to stable cadmium since only a negligible amount (less than 1%) of the dose is excreted in feces and urine in 24 hours.


Clearance

Clearance from whole blood and biological distribution can vary considerably with the individual recipient, the condition of the injected cells and labeling techniques used. Clearance from liver and spleen, for the purpose of calculating the radiation dose, is assumed to be equal to the physical half-life of indium In 111 (67.2 hours).


5.2 Biological Half-Life

Indium In 111 decays by electron capture with a physical half-life of 67.2 hours (2.8 days). Between 9.5 to 24.4% of the injected dose remains in whole blood and clears with a biological half-time of 2.8 to 5.5 hours. The remainder (13-18%) clears from blood with a biological half-time of 64 to 116 hours.


5.3 Mechanism of Action

Indium-111 decays by isomeric transition and electron capture to cadmium-111, emitting a gamma ray that can be detected with a gamma ray camera. Following intravenous administration, the lipid-soluble complex is able to penetrate platelet cell membranes. Once inside, Indium detaches from the oxyquinoline complexes and becomes attached to cytoplasmic components.


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